boston ma trip planner

The Perfect 3 Days in Boston Itinerary (2024 Update)

• Last Updated: February 4, 2024

Planning a trip to Beantown and wondering what to do? Keep reading for an incredible 3 days in Boston itinerary!

Few cities are as important in the history of the United States as Boston. In fact, the capital of Massachusetts is known as the “Cradle of Liberty” for its role in the American Revolution.

Those interested in the early history of the USA will absolutely love visiting Boston. And you can cover some solid ground over a long weekend in the city.

In addition to all the historical sights, Boston boasts several world-class museums and some of the best universities in the world.

It’s also a top-notch sports city, with some of the most successful teams of all time like the Boston Red Sox, Boston Celtics and New England Patriots.

If you’re ready to plan a perfect vacation in Boston, read on for a solid gameplan for visiting this historic American city.

My epic itinerary will take you to:

READ MORE: Check out our brand new, complete guide on the best things to do in Boston !

Table of Contents

When to Visit Boston

Getting around boston, boston citypass, freedom trail, faneuil hall, finish the freedom trail, back to the park, newbury street, skywalk observatory, explore the waterfront, choose your own adventure, christopher columbus waterfront park, new england aquarium, take a unique tour, hit a museum, visit a brewery, catch a game, museum of your choice, back bay fens, fenway park, jfk national historic site, best hostel in boston – hi boston, best mid-range hotel – newbury guest house, best luxury hotel – boston waterfront hotel, how to spend a perfect 3 days in boston, travel tips for visiting boston.

The first step in crafting a 3-day Boston itinerary is figuring out when to visit. Winters here can be brutally cold and unforgiving, which is not exactly ideal for exploring a city.

Of course, the warmer weather of the summer months also brings hordes of tourists and their selfie-sticks. For a nice happy medium, you may want to consider visiting Boston in late spring or early fall.

Whenever you visit Beantown, there’s sure to be a lot going on. In a city with so many major sports teams, art museums, and a lively music scene, you have tons of options for entertainment.

I don’t know about you, but I always check the calendar of events in a city before travelling there. If you’ve only got a few days in Boston, you might want to check and see if there are any games, concerts, or performances you’d like to attend.

Wherever you decide to lay your head during yours Boston itinerary, getting around the city is a breeze. Boston is a very walkable city and it also has excellent public transportation.

You can get most places in Boston on the metro, which is known as “the T” here. There are also local buses and ferries, as well as a commuter rail.

For visitors, your best bet is buying a CharlieTicket 1-day or 7-day pass. The 1-day costs $12.75 and the 7-day runs $22.50, so it’s actually a good deal even though you’re only spending a short time in the city.

Head here to read more about the various options for getting around Boston.

Read Next: Don’t forget to plan to enjoy some of the best Boston day trips !

Finally, the one thing I seriously recommend is investing in a Boston CityPASS , which is basically a card that gives you discounts at many of the main attractions in the city.

You buy the pass for $64, and it gives you entrance into the following Boston attractions:

• New England Aquarium,
• Boston Museum of Science
• Boston Harbor Cruise or
• Harvard Museum of Natural History
• Franklin Park Zoo

If you bought all of these separately, it’d cost $120.65, so you save 45% by buying the Boston CityPASS.

Now that you know a bit more about the city, let’s get this show on the road and take a look at what to do in Boston in 3 days.

Day 1 – Morning

If you want to start your day like a true Bostonian, grab a coffee and a donut from Dunkin’ Donuts and get a move on!

With a nice sugar high and a caffeine buzz, you’re primed and ready to kick off this itinerary.

When it comes to the best things to do in Boston, walking the Freedom Trail definitely tops the list.

This is a 4km-long path through downtown that takes you to 16 different historical sites, many of which played a role in the American Revolution. Follow the footsteps of the founding fathers as you take a walk through American history on the trail.

The best place to start out is Boston Common, which is actually the oldest public park in the country.

You’ll have to save chilling in the park for later, though, as we’ve got a busy Boston itinerary to get to!

Heading north out of the park, you’ll visit several important historical landmarks on the North End.

There’s the Massachusetts State House, King’s Chapel Burial Ground, the Old South Meeting House, and Old State House, among others.

The latter is the site of the Boston Massacre, which served as a catalyst for the Revolutionary War.

Following the Freedom Trail through the North End on your own is quite easy, as it’s well-marked and there are plenty of informative signs along the way.

You don’t have to join a guided tour. If you’re on a budget, you can just make your own tour.

Click here to download the official brochure of the Freedom Trail and then head here to check out an interactive map.

Those who prefer listening to reading can drop down a cool $15 to download a 2-hour audio tour . Just download the app and purchase the tour and you’re ready to rock.

Finally, you can sign up for an official tour and have a knowledgable local guide lead you around town.

READ NEXT: Looking for more history? Be sure to check out our list of the best things to see and do in Philadelphia !

Day 1 – Afternoon

How long you spend on the Freedom Trail is entirely up to you. Most of the sites are free to visit, but a few of them charge an entrance fee (Old State House, Old South Meeting House, and Paul Revere House).

Some people like to linger and read all the information, while others prefer to breeze through and snap a photo or two. Personally, we spent about three hours visiting a bulk of the sites along the way.

After taking in so much history in so little time, you’re probably ready to chill and grab some food. Thankfully there’s a spot on the trail that makes for the perfect lunch break.

READ MORE: Check out our other epic city guide on how to spend 3 days in New York !

With only a few days in Boston, you’ll definitely want to try as much local food as possible. Hopefully, you’re nice and hungry by this point in the day, because there are lots of options at Faneuil Hall on the edge of North End.

This is one of the most historic sites in all of Boston, as it’s where the Sons of Liberty gathered to discuss independence from Great Britain. It’s been an important meeting place and market ever since it was built in 1742.

To learn more about the importance of Faneuil Hall, you can join a free talk in the historic Great Hall. These begin every half an hour between 9:30 and 4:30.

Oh yeah, back to the food! Sorry folks – there’s just so much to cover with only so much time! Inside the hall, you’ll see lots of excellent options in Quincy Market.

When in Boston, one must eat a bowl of chowdah . For those unfamiliar with the Boston accent, I’m talking about clam chowder – a creamy seafood soup that’s a local favorite.

Or splurge and get a classic New England lobster roll!

If you want to be a mega-tourist, add a stop at Cheers. This bar is a replica of the one from the famous TV show and while a bit cheesy, is a fun place to grab a drink.

Before you go, be sure to check out the amazing street performers outside of the hall. From magicians to jugglers to clowns to mimes, there are some incredibly talented people here.

If you’re feeling the history vibe, then you can keep on cruising along the Freedom Trail and cross over the Charles River.

You could easily spend the rest of your afternoon crossing the remaining sites off your list, among them Paul Revere’s House and the USS Constitution.

Both charge an entrance fee ($5 and $10 respectively) so you may want to take that into consideration.

Should you feel a bit tired of reading plaques and looking at statues, just head back to where the day started and spend some more time exploring Boston Common.

Take a walk through the park and cross Charles Street, and you’ll find yourself in the Boston Public Garden. Cruising around the pond on a swan boat in Boston Public Garden is definitely among the top things to do in any Boston itinerary.

Near Boston Public Gardens and Boston Common is Beacon Hill , another gem of the city. Beacon Hill is one of the most beautiful Boston neighborhoods, so if you have time time it’s worth strolling around.

Beacon Hill is a residential area full of picturesque brick buildings, old fashioned apartments, and lots of greenery. Beacon Hill is always charming, but it is especially scenic if you visit in winter when there is snow falling everywhere.

Read Next: Looking for more history on the east coast? Check out our awesome 3 days in Philadelphia itinerary !

Day 1 – Evening

After a very busy start to your Boston itinerary, it’s time to enjoy a bit of leisure time to wrap up day one. And I know just the place to do that!

Once you’re satisfied with your time in the garden, head out to nearby Newbury Street. This popular commercial area is famous for its well-preserved brownstones that house a wide variety of businesses.

Unless you’re looking to drain your wallet, move quickly along the street. You see, the higher end of the street is full of luxury brands, earning it a reputation as one of the most expensive streets in the US.

As you get to the lower numbers, you’ll find some more budget-friendly options. Take your pick from the countless cafes, shops, and bars here before our last stop.

To wind down day one, head to the nearby Skywalk Observatory for the best panoramic views of Boston.

The observatory is located atop the Prudential Centre and it’s the only sky-high vantage point in the city. Try to time your visit around sunset for an absolutely epic view!

Tickets are a bit pricey at $21 for adults, but it’s worth it on a clear day. You can even see into the neighbouring state of New Hampshire on a nice day here.

In addition to the observatory, your ticket also includes admission to the Dreams of Freedom Museum. This museum celebrates the diversity of Boston and the importance of immigrants in shaping the city.

If you’re looking for a nightcap, there are plenty of bars in the area. Otherwise, head home and get some rest to gear up for the remainder of your time in Boston.

Day 2 – Morning

Rise and shine, because we’ve got another big day in Boston! Grab some brekky and coffee, lace up your walking shoes, and let’s go!

Thanks to its location, Boston has a beautiful waterfront with plenty to see and do, particularly on the North End. This makes for the perfect place to spend a relaxing morning in Beantown.

The thing about the Waterfront is that there’s just so much going on here that there’s no way to pack it all into your Boston itinerary. That’s why it’s time to…

While I’m here to help you explore Boston in 3 days, I’m not giving you a concrete Boston itinerary. Travel is all about going with the flow, after all. That’s why it’s time to choose your own adventure at this point in the tour!

Here are just a few of the many things you can do along the Waterfront:

This beautiful green space offers some fantastic views of Boston Harbor on the North End. On a nice day in Boston, there are few places better to be than this!

In addition to enjoying the views, you can also take a walk in the rose garden or head across the street for a ride on the Greenway Carousel.

Another option while you’re over here is the New England Aquarium. It’s a very impressive aquarium, highlighted by their Giant Ocean Tank. This is home to the aquarium’s most famous resident – Myrtle the Sea Turtle.

You can also catch a show at the IMAX theatre or join a whale watching tour here. These tours run between April and November and make for an unforgettable experience.

Click here to buy an entry ticket to the New England Aquarium. Unless you already have a Boston CityPASS, in which case the ticket is included!

HOT TIP: The New England Aquarium is included with your Boston CityPASS!

In the Waterfront area, you have plenty of options for a unique guided tour of Boston. Take your pick between an Old Town Trolley Tour , a Boston Harbor Cruise, or a Duck Tour.

If you’re wondering about that last one, I’m not talking about exploring Boston with a flock of birds.

A “duck” is a special amphibious vehicle that brings you on a tour of Boston before splashing down into the Charles River.

A Duck Tour is a super family friendly way to explore Boston by road and by water.

Alternatively, you can book a Boston Harbor cruise . Boat cruises are always fun, and there is a wide variety of boat tours in Boston to choose from.

Choose between a historical sightseeing cruise , a Boston Harbor Cruise with buffet lunch , or a sunset yacht cruise.

You can also tour Harvard University , one of the country’s most famous schools. The grounds are beautiful and lots of cool history happened at Harvard University, so it’s worth checking out.

Day 2 – Afternoon

Whatever you decide to do on the Waterfront, make sure to include a quick stroll along the scenic Rose Kennedy Greenway.

This is one of the best places for cafes and restaurants in the area, so go ahead and take your pick for a lunch break.

There are several great museums to choose from in Boston, and a few of them are located right over here.

If you’re ready to dive back into the history lesson we started on day one, head to the Boston Tea Party Museum & Ships. Here you get to go aboard a replica ship and actually re-enact the famous event.

The Boston Tea Party is one of the most well-known events in American history so it’s kind of like meeting a celebrity.

Tickets for the museum cost $40 for adults and you can save a few bucks by booking online . This is a rare museum that’s fun for the whole family, so it’s a great choice if travelling with kids.

Speaking of the kiddos, the Boston Children’s Museum is located right next door. It’s an interactive museum and is super fun, even for big kids! Tickets cost $18 and you can book online .

While Ben Franklin may not have ever actually uttered the words “Beer is proof that God loves us and wants us to be happy,” there’s still a lot of wisdom behind the quote!

It’s been a busy time in Boston so far, so I’d say it’s time for a cheeky brew!

Cruise over to the nearby Seaport District of Boston to find Harpoon Brewery & Beer Hall. They run tours every day and tickets are sold on a first-come, first-serve basis. Check their website for all the details.

If you just want a drink and don’t need a brewery tour to go along with it, another option is the Fort Point location for Trillium Brewing . These guys make some killer beers and have a solid restaurant as well.

While it’s a bit of a hike from the harbor, Samuel Adams is probably the most famous Boston brewery.

They’re located in the Jamaica Plain part of the city and their last tour starts at 5 PM. Check their website to read about all their tour options.

Day 2 – Evening

How you choose to spend your evening totally depends on what time of year you visit, your interests, and your energy level. After all, it’s already been a huge experience in Boston so far!

With so many options and so many variables, you know what that means. It’s time to choose your own adventure.

As a native Detroiter I hate to admit it, but Boston is one of the best cities for sports. Not just in the US, either, but in the entire world.

I mean, they won the Super Bowl AND the World Series in the same year and were just one game away from adding the Stanley Cup. That’s unreal!

If you’re in Boston between October and May, there’s a good chance either the Celtics (NBA) or Bruins (NHL) have a home game at TD Garden.

Even if they’re away, the bars around the arena are lively. I particularly enjoyed the hilariously named “The Greatest Bar.” Yeah, they’re not too humble around here when it comes to sports and drinking!

While the New England Patriots (NFL) are technically a Boston team, they play pretty far outside of the city centre. If you’re willing to make the trek, most home games are on Sunday afternoons between September and January.

If the Red Sox are in town, you should definitely try to score tickets. After all, baseball is America’s pastime! Plus, the Red Sox play at Fenway Park, the oldest ballpark in the country.

Historic Fenway Park has to be on your list of what to see in Boston, even if there’s no game going on.

You can book a 1-hour guided tour of the sports ground here .

Live music lovers will be happy to hear that there are plenty of options for jamming out in Beantown. From a classy night out with the symphony to a wild night of head-banging along to some heavy metal, you can find it here.

To figure out where to go for some tunes in Boston, I recommend checking out this article on the 25 best music venues in the city. I always use Jambase to see what shows are on in a city when I’m travelling there.

Of course, you can always just go out and see where the night takes you. This is a city that likes to party so you’re guaranteed to find something fun. You’ve got to go big at least one night!

Day 3 – Morning

Depending on how your night wound up, it might be a slow start to the final day. Thankfully there’s no shortage of places to get a late and leisurely brunch in this town!

We hit up Zaftigs Delicatessen ( click here for directions) during our Boston itinerary and really enjoyed it. There’s nothing like some eggs benedict and a strong coffee to bring you back to life!

Let’s finish up this itinerary with a bang!

To kick off day three, head to the Fenway-Kenmore part of the city. Here are some of the best museums in town, including the Museum of Fine Arts Boston , which dates back to the 19th century.

You could honestly spend the entire day in here and not even scratch the surface. They have such a vast collection of art from all over the world it’s mind-boggling.

Be sure to have a look at their visitor guide so you can make a gameplan. Tickets cost $25 for adults and you can book online ahead of time to skip the line.

Another one of the best art museums is the nearby Isabella Stewart Gardner Museum . This incredible art museum is located in the former home of its namesake, which was built in the style of a 15-century Venetian palace.

Inside, you’ll see three floors full of art, surrounding a lovely courtyard and garden. This has got to be one of the nicest looking museums out there!

At just $15, the Isabella Stewart Gardner Museum is well worth the price of admission to add this one-of-a-kind museum to your itinerary.

Click here to book tickets online.

Another option is the Institute of Contemporary Art . Located on the waterfront, this stunning museum showcases so much interesting contemporary art and often has performances and exhibitions. Visit the website for more info!

HOT TIP: The Museum of Science is included with your Boston CityPASS!

Whichever museum you choose to visit, be sure to drop by the nearby Back Bay Fens on your way out. This tranquil green space is a part of the larger Emerald Necklace chain of parks throughout Boston and Brookline.

This is the perfect place for a leisurely stroll after a jampacked 3 days in Boston. While you’re here, don’t miss the beautiful Kelleher Rose Garden.

In addition, you can visit one of only two remaining “Victory Gardens” in the US that were planted by citizens to help grow food during World War II.

There’s also a temple bell here that was donated by Japan after the war as a symbol of peace.

Day 3 – Afternoon

After a moment of peace and quiet out in nature, it’s time to finish up your Boston itinerary! Next up, we’re headed to one of the most iconic places in the city – Fenway Park.

Since it’s a major sporting venue, there are tons of places to eat and drink around Fenway. Go ahead and take this opportunity to grab some lunch and take a load off before visiting the ballpark.

Dating back to 1912, Fenway is the oldest ballpark in America. It’s home to the city’s beloved Red Sox, and is a must-see when you visit Boston.

As I mentioned earlier, it’s worth it to visit Fenway even if there isn’t a Boston Red Sox game going on. They run tours of the ballpark from 9-5 during the season, even on game days (tours run 10-5 from November to March).

In an age of excessive corporate sponsorship and tacky theme park-esque ballparks, it’s nice to visit one of the originals. I’m a Tigers fan for life but I’ve got to admit that going to Fenway Park is an incredible experience.

On a tour of Fenway, you’ll get to learn all about the unique features of the ballpark, such as its famous “Green Monster.”

You need to book ahead of time if you want to do a tour, and you can do that here .

If there’s not a game going on at Fenway or you’re just not into baseball, let me present an alternative option.

Not too far up the road is the John F. Kennedy National Historic Site, birthplace and childhood home of the 35th US President.

You can normally tour the grounds, but the National Historic Site is actually closed until 2023 for maintenance and renovations. But when they are ready to reopen, it should definitley have a place on your Boston itinerary. Check their website for more information.

If you’d like to learn more about JFK and his legacy, you can also consider adding a trip to his presidential library and museum to your Boston itinerary.

Day 3 – Evening

Congratulations on making it to the end of a busy stay in Boston! I definitely didn’t go easy on you with this one…

If you actually followed this beast of an itinerary, chances are you’re pretty spent by now. It’s your last night in Beantown, though, so power through and head out for one last night.

With so many options in Boston, it’s time once again to…

We’ve already covered sports and live music here, but there are lots of other great options for entertainment in Boston.

One popular option is an escape room. There are a few near Boston Common, including Trapology and Escape the Room . Find the clues and solve some mind-bending puzzles to make your escape in time!

Perhaps you’d rather wind down your time in Boston with some laughs. The city is home to many excellent comedy clubs, including Improv Asylum.

Check out their website to see what’s playing while you’re in town.

If you’d prefer to just have a nice dinner and a few drinks, the area around the Waterfront is full of great restaurants and bars.

South Boston, locally known as “Southie”, also has great nightlife.

And that about does it for how to spend 3 days in Boston!

Boston Travel Guide

Where to stay in boston.

This isn’t the biggest city, but you still want to give some consideration to where you stay. Downtown is the hub of tourist activity and thus has the biggest selection of accommodation.

If you’re planning on spending a lot of your time in Boston in museums and at the ballpark, the Fenway-Kenmore area is a better choice. Those focused on fine dining and shopping should look to the Back Bay area of the city.

Beacon Hill is centrally located, but it’s quite expensive.

In these areas, you’ll find a wide range of accommodation choices.

Boston is home to budget hostels, mid-range hotels, luxury resorts, and everything in between. Here’s a top choice for each category:

When it comes to hostels, you just can’t beat HI Boston. It’s in a great location, just steps away from Boston Common and the start of the Freedom Trail.

Hosteling International is all over the world and they know what backpackers like! They offer free breakfast as well as free walking tours, a nice TV room to chill in, a pool table, and much more.

HI Boston also has laundry facilities and a nice cafe with free WiFi if you need to get a bit of work done or just post pictures from your awesome 3 days in Boston.

Dorm beds here are comfy and each one has a light and outlet. These range from $40-60 a night depending on the number of beds in the room.

This fantastic hotel is located in one of Boston’s most historic neighbourhoods – Back Bay. Here you can see 19th-century townhouses.

They have four different room types, from their standard room to their luxury bay window king room. All rooms include free WiFi and breakfast.

All guests can enjoy their nice common area, where there is a computer and printer along with free tea, coffee, and cookies. Yummy!

If you’re hoping to catch a game at Fenway, this is an excellent choice as the ballpark is just a mile away. Rooms start at $259 a night here.

If you’re looking to live it up, the Boston Waterfront Hotel on the North End is the place for you. This 5-star hotel is located right on the Rowes Wharf and is known for its “classically current” style.

All of the 232 rooms here are beautifully designed with tremendous attention to detail. These range from their Superior Room all the way up to the unreal John Adams Presidential Suite.

There are several options for wining and dining on-site, including the Meritage Restaurant & Wine Bar and Brewer’s Alley. You can also get room service here 24/7!

As if that weren’t enough, they also have a state-of-the-art gym here with a three-lane pool and a spa. You’re really living the good life if you stay here!

DISCLAIMER: Some of the links in this article are affiliate links, which means if you book accommodation, tours or buy a product, we will receive a small commission at no extra cost to you. These commissions help us keep creating more free travel content to help people plan their holidays and adventures. We only recommend the best accommodations, tours and products that ourselves or our fantastic editorial team have personally experienced, and regularly review these. Thanks for your support, kind friend!

Sasha and Rachel

Hi, We’re Alesha and Jarryd!

We’ve been traveling the world together since 2008, searching for the planet’s best destinations and adventures.

Love Travel?

Sign up for our free weekly newsletter for the best travel tips, ideas and deals!

We respect your privacy. Unsubscribe at any time.

READ MORE...

The Ultimate 3 Days in New York City Itinerary (2024 Update)

25 Best Things To Do In Santa Fe, New Mexico (2024 Guide)

The 21 Best Things To Do In Richmond, Virginia (2024 Guide)

Related Posts

24 best things to do in cleveland, ohio (2024 guide), the 14 best day trips from st. louis, missouri (2024 guide), 21 best things to do in san francisco, california (2024 guide), 25 of the best things to do in galveston, texas (2024 guide), 6 thoughts on “the perfect 3 days in boston itinerary (2024 update)”.

I would love to visit Boston in the summer! This itinerary looks perfect!

This is an excellent itinerary for anyone planning a short trip to Boston! Your suggestions for must-visit sights and activities are well thought out and cover a good range of interests, from history to food to outdoor exploration.

Thank you so much. We appreciate it 🙂

Great 3 days itinerary!Really useful tips about and informative content about boston.Thanks for sharing.

Thanks so much. Glad the article was helpful. 🙂

Leave a comment Cancel reply

Save my name, email, and website in this browser for the next time I comment.

Nomadic Matt's Travel Site

Travel Better, Cheaper, Longer

Boston Itinerary: How to Spend Five Days in Boston

One of the most historic cities in the United States , Boston is the city I called home for the first 25 years of my life.

More a collection of towns than a metropolis like New York , Boston is a city steeped in history (it contains a lot of historical firsts for the United States and played a pivotal role in its founding), delicious food, wide-open green spaces, first-rate museums, and warm, welcoming people.

Visiting Boston offers all the benefits of a big metropolis without the intensity and fast pace of New York.

Boston is easy to get around and compact, making it perfect for travelers. The subway will take you wherever you need to go.

So how many days do you need to visit Boston?

Most people visit for three to four days, and I think that’s a perfect amount of time. As someone who’s lived there, I can say that, since Boston is so small, you won’t waste a lot of time “in transit,” so you can pack a lot into your days. Obviously, you can spend longer here (slow travel is the best travel), but for the first-time visitor, three to four days is enough.

Here’s a suggested Boston itinerary that will allow you to see the best of Boston:

Table of Contents

Boston Itinerary: Day 1

Boston itinerary: day 2, boston itinerary: day 3, boston itinerary: day 4, boston itinerary: day 5, other things to see and do in boston.

• Boston Common
• Massachusetts State House
• Park Street Church
• Granary Burying Ground
• King’s Chapel Burying Ground
• Benjamin Franklin statue and the former site of Boston Latin School
• Old Corner Bookstore
• Old South Meeting House
• Old State House
• Site of the Boston Massacre
• Faneuil Hall
• Paul Revere House
• Old North Church
• Copp’s Hill Burying Ground
• USS Constitution
• Bunker Hill Monument

You follow a brick road through the city, and there are signs and historical markers all along the way. Given all the walking that’s involved, I would make this the main activity of the day. You’ll want to take your time and see all the sites thoroughly.

You can also take a guided tour from the visitor’s center. Tours run hourly between 11am and 1pm, with additional tours in the afternoon in the spring and summer. Tickets are $17 USD for adults, $15 USD for students and seniors, and $8 USD for children 6-12 (free for kids under 6).

4 S Market St, +1 617-523-1300, faneuilhallmarketplace.com. Open Monday-Saturday 10am-9pm and Sunday 12pm-6pm.  

Browse for Books Located a stone’s throw away from the Boston Common, Brattle Book Shop is a family-run used bookstore that dates back to 1825. It’s actually one of the oldest surviving bookstores in the country! It’s home to over 250,000 books, maps, postcards, and other odds and ends. In addition to used books, the store is also home to an impressive collection of first editions and antique books.

9 West Street, +1 617-542-0210, brattlebookshop.com. Open Monday-Saturday 9am-5:30pm.

Walk Around the Back Bay This area used to be an actual bay. Before the Europeans arrived, the indigenous population used the tidal bay to catch fish, as the bay drained completely during low tide. When the land was colonized, a dam was built and the tidal bay was eventually filled in, creating the Back Bay area.

The end of the Public Gardens meets Boston’s Back Bay, our version of New York’s SoHo and West Village. This is where Boston’s elite and wealthy live, and nearby Newbury Street is our Madison Avenue, with lots of expensive shopping and high-end eateries. It’s a beautiful space to stroll around, with pretty brownstones and tree-lined streets. You can still see plenty of old Victorian homes in this neighborhood that date back to the 19th century. ( Here’s a list of other neighborhoods worth checking out as well!

You’ll also find the Boston Public Library here. Opened in 1852, it’s one of the largest municipal libraries in the country, home to over 23 million items, with almost 4 million visitors each year.

206 Clarendon St, +1 617-536-0944, trinitychurchboston.org. The church is open for prayer and tours Tuesday-Saturday 10am-5pm and Sundays 12:15pm-4:30pm. Tours are $10 USD for adults, though it is free to enter for worship.

Head up to the Prudential Tower Head back toward Copley to see the Prudential Tower, colloquially known as “The Pru.” You can actually go up to the top and get a bird’s-eye view of Boston. There are 52 floors in the building, which was built in the 1960s. These days, it’s the second tallest building in the city (the John Hancock Tower is first).

800 Boylston St, +1 617-859-0648, prudentialcenter.com. Open daily from 10am-8pm (10pm in the summer). Admission is $34.99 USD for adults, with discount available for students, seniors, and children.

47 David G. Mugar Way, +1 617-626-1250, hatchshell.com. See the website for an up-to-date list of events.

1 Science Park, +1 617-723-2500, mos.org. Open Saturday-Thursday 9am-5pm and Fridays 9am-9pm. Admission is $29 USD for adults, with discounts available for seniors and children.  

1 Central Wharf, +1 617-973-5200, neaq.org. Open Monday-Friday 9am-5pm, weekends 9am-6pm. Admission is $34 USD for adults, with discounts available for kids and seniors.

See the Skinny House When you’re in the North End, visit 44 Hull Street. Known as “the Skinny House” (or the Spite House), this incredibly narrow house has a rather interesting history. Built after the Civil War, it was a passion project of Joseph Euestus, who came home from the war to find that his brother had taken over more than half of the inherited land they were meant to share. Joseph decided to build on the remaining land — which his brother thought was too small to build anything on. Joseph went ahead and built a narrow four-story home on the small slice of land to block his brother’s view.

Visit an Art Gallery or Museum Boston has a lot of great galleries and museums, so depending on your interest, you’ll want to check out some (or all) of the galleries and museums below. It will take more than an afternoon to see them all but you can always spread these visits out over a few days!

• Institute of Contemporary Art : If contemporary art is your cup of tea, this is for you. While it’s not my favorite style of art, I have to admit this place does put on some insightful exhibits. 25 Harbor Shore Drive, +1 617-478-3100, icaboston.org.
• Commonwealth Museum : This museum explores the history of Massachusetts. It’s actually really interesting and entirely underrated (especially if you’re a history nerd like me). 220 Morrissey Blvd, +1 617-727-2816, sec.state.ma.us/arc.
• Harvard Museum of Natural History : This natural history museum has exhibitions showcasing dinosaurs, animals, and minerals (including meteorites). It’s a great choice if you’re traveling with kids, though there is plenty of informative content for adults too! 26 Oxford St +1 617-495-3045, hmnh.harvard.edu.
• Harvard University Art Museums : Harvard actually has three art museums – the Fogg Museum, the Busch-Reisinger Museum, and the Arthur M. Sackler Museum. They are home to both modern and historical art exhibitions. See what exhibitions are running by checking their website. harvardartmuseums.org
• Museum of Fine Arts : This museum has an impressive collection of over 450,000 pieces of fine art. It also runs all sorts of art classes throughout the year, both multi-week classes as well as single-day workshops. If you’re looking to learn something new or improve your skills, check out the website for more details. 465 Huntington Avenue, +1 617-267-9300, mfa.org.
• Warren Anatomical Museum : Founded in 1847, this macabre museum is filled with Civil War–era medical tools as well as some unique (and perhaps unsettling) medical mysteries. It’s super weird but super neat. A definite must if you’re looking for an off-the-beaten-path museum! 10 Shattuck St, +1 617-432-6196, countway.harvard.edu/center-history-medicine/warren-anatomical-museum.
• Boston Tea Party and Ships Museum : This interactive museum is home to some historic ships that have been authentically restored to show you what life was like at sea during the Boston Tea Party. It also has a really informative documentary about the events that led up to the Tea Party and the American Revolution. Best of all, you can actually throw fake crates of tea into the river yourself to see what it was like! 306 Congress St, +1 617-338-1773, bostonteapartyship.com.
• Paul Revere House : Built in 1680, this is actually the oldest building in the entire city (it’s been renovated but it’s still the original building). The museum is filled with the family’s furniture and artifacts, giving you a sense of what life was like in Boston before the Revolution. 19 N Square, +1 617-523-2338, paulreverehouse.org.
• Museum of Bad Art : The name says it all! This is a museum filled with terrible art. The MOBA has rotating exhibits throughout the year, so there is always something new and terrible to behold. If you feel like a laugh, definitely check out this quirky gallery! 55 Davis Square, +1 781-444-6757, museumofbadart.org.
• Isabella Stewart Gardner Museum This museum is home to an amazing art collection of over 20,000 items, including European, Asian, and American art. Opened in 1903, the museum is made up of a wide-ranging collection of paintings, tapestries, decorative arts, and sculptures. It’s one of the best museums in Boston. Don’t miss it. 25 Evans Way, +1 617-566-1401, gardnermuseum.org.

Harvard University, +1 617-495-1000, harvard.edu/on-campus/visit-harvard/tours.

125 Arborway, +1 617-524-1718, arboretum.harvard.edu. Open daily 7am-7pm. Admission is free.

Take the Sam Adams Brewery Tour After four days of sightseeing, you deserve a beer or five. Luckily, this brewery is located near the Arboretum so it’s easy to visit and a great way to end your day. Sam Adams is a major brewer in Boston, and locals drink it widely and frequently. The brewery offers free tours, starting in mid-afternoon and departing every 45 minutes. You get a few free samples along the way. If you’re under 21, don’t worry. You can still go — you just can’t drink.

30 Germania St, +1 617-368-5080, samueladams.com. Tours are available Monday-Thursday and Saturdays 10am-3pm. On Friday, tours are available between 10am and 5:30pm. Their Sam Signature Experience is 45 min long and costs $10 USD.

4 Yawkey Way, +1 877-733-7699, mlb.com/redsox/ballpark. See the website for an up-to-date schedule.

(The Sox not in season? No worries. We have the Bruins, Celtics, and Patriots. No matter the time of year, you’ll be able to find a game to see!)  

Visit the Children’s Museum If you’re traveling with kids, this is a great place to spend part of your visit. It’s the second oldest children’s museum in the US and has permanent exhibits on health and exercise, construction, space, art, and diversity. It also has a real two-story house from Kyoto, Japan, that teaches kids about life there (it’s actually pretty cool!).

308 Congress Street, +1 617-426-6500, bostonchildrensmuseum.org. Open Wednesday-Sunday 9am-12pm and 1:30pm-4:30pm. On the first Saturday of the month, the museum opens at 10am. Admission is $20 USD for both adults and kids (free for infants under 12 months).

Charlestown Navy Yard, +1 617-426-1812, ussconstitutionmuseum.org. The ship is open Tuesday-Sunday 10am-6pm (with extended hours in the summer); the museum is open 10am-6pm (with extended hours in the summer as well). Admission is free, though the museum has a suggested donation of $10-15 USD.

Visit More Museums – With any extra time, visit more museums! There’s plenty of them to see! Try not to skip the big ones!

725 Commonwealth Avenue, +1 617-353-2630, bu.edu/astronomy/community/open-night-observatory/. Viewings are Wednesday evenings at 7:30pm in the autumn and winter and 8:30pm in the spring and summer. Make sure to get there 10 minutes early as they don’t permit entry once it starts.

See the Mapparium – Located in the Mary Baker Eddy Library, this three-story inverted globe serves as a giant map of the world that you can walk into via a glass bridge. It is constructed of over 600 stained-glass panels and shows the world as it looked in 1935.

200 Massachusetts Avenue, +1 617-450-7000, marybakereddylibrary.org. Open daily 10am-5pm. Admission to the Mapparium is $6 USD for adults, with discounts available for students, children, and seniors.

Head to Castle Island – Castle Island is located in South Boston and is famous for Fort Independence. When the fort was no longer needed for defense, it was actually used as the first state prison. The island covers 22 acres and has excellent beaches, as well as some running trails that are popular with the locals. There’s also an area for picnics and you can visit the old fort for free. The place gets pretty busy on the weekends during the summer, and you can often see school groups exploring the fort during the spring.

Relax at the Lawn on D – This massive green space is new to the city (when I was growing up, there was nothing in this area so you would never go there). There are all sorts of free activities happening year-round, from concerts to festivities and everything in between! There’s public seating, free Wi-Fi, art exhibitions, and a few games, like table tennis and bocce. To see what events are happening during your visit, check the website for details.

420 D St, +1 877-393-3393, signatureboston.com/lawn-on-d. Open Monday-Wednesday & Friday-Saturday from 7am-11pm and Thursday & Sunday from 7am-10:30pm (hours may vary for events). Admission is free.

Hike the Blue Hills – This park is a bit out of the way, but it’s definitely worth a visit if you want to get out and stretch your legs. The 7,000-acre park is home to over 100 miles of trails and offers some picturesque viewpoints. There are also plenty of activities to keep you entertained, such as boating, fishing, skiing, and rock climbing (depending on the season). It can get busy in the summer on the weekends, so just be sure to arrive early.

Tour the Custom House – Built in the 17th century, the Custom House is one of the most recognizable buildings in the city. In 1915, a tower was added to the building, making it the tallest building in the city at the time. The building is owned by Marriott Hotels now, though you can still take a free tour (by appointment) to go up to the observation deck on the 26th floor.

3 McKinley Square, +1 617-310-6300, marriott.com/hotels/travel/bosch-marriott-vacation-club-pulse-at-custom-house-boston. Tours are free though they are by appointment only.

Boston is a great city (and I’m not just saying that because I grew up there). I’ve never encountered a person who hasn’t liked it. This Boston itinerary will give you a good overview of the city at a relaxing pace. You’ll be moving around a lot, though, so make sure you get an unlimited “T” pass (subway/train pass). If you have more time, you can squeeze in some other activities .

But why rush such a beautiful place?

Take it slow. Mix and match the itinerary to suit your needs but this is how I’d structure my days if I was visiting Boston!

Book Your Trip to Boston: Logistical Tips and Tricks

Book Your Flight Use Skyscanner to find a cheap flight. They are my favorite search engine because they search websites and airlines around the globe so you always know no stone is left unturned.

Book Your Accommodation You can book your hostel with Hostelworld as they have the biggest inventory and best deals. If you want to stay somewhere other than a hostel, use Booking.com as they consistently return the cheapest rates for guesthouses and cheap hotels.

For the best hostels, check out this post on the best hostels in the city.

If you want to know the best neighborhoods, here’s my guide to all the best areas in town !

Don’t Forget Travel Insurance Travel insurance will protect you against illness, injury, theft, and cancellations. It’s comprehensive protection in case anything goes wrong. I never go on a trip without it as I’ve had to use it many times in the past. My favorite companies that offer the best service and value are:

• Safety Wing (best for everyone)
• Insure My Trip (for those over 70)
• Medjet (for additional evacuation coverage)

Looking for the Best Companies to Save Money With? Check out my resource page for the best companies to use when you travel. I list all the ones I use to save money when I’m on the road. They will save you money when you travel too.

Want More Information on Boston? Be sure to visit our robust destination guide on Boston for even more planning tips!

Got a comment on this article? Join the conversation on Facebook , Instagram , or Twitter and share your thoughts!

Disclosure: Please note that some of the links above may be affiliate links, and at no additional cost to you, I earn a commission if you make a purchase. I recommend only products and companies I use and the income goes to keeping the site community supported and ad free.

Related Posts

Get my best stuff sent straight to you!

Pin it on pinterest.

The Perfect 2, 3 or 4 Days in Boston Itinerary

Last Updated on January 29, 2024

by Audrey Webster

Disclaimer: This article contains affiliate links. That means if you click a link and make a purchase, we may make a small commission. As an Amazon Associate we earn from qualifying purchases. For more information, see our privacy policy.

As one of the oldest cities in the country, Boston is filled with history. It’s a mash-up of cobblestoned streets and historic buildings with modern skyscrapers. There are a few places you cannot miss during a 2, 3, or 4 days in Boston itinerary, as well as some lesser-known parts of the city we’ll cover here.

As one of the most dynamic and historic cities in the country, there is a lot to do in Boston and so much that you can’t miss. From American history to esteemed universities to excellent museums and fantastic food (there’s more than clam chowder!), Boston has something to offer everyone.

Table of Contents

How Many Days in Boston?

When in the initial stages of planning a trip, many do wonder how many days to spend in Boston in order to do this New England city justice.

With 2 days in Boston, you’re just scratching the surface. Most of the city’s main attractions are clustered together, so you could see a lot in 2 days, but you’re also missing out on some cool parts that make the city unique.

If you have 3 days in Boston, you’re in good shape to see all the highlights as well as some lesser-known sites. You’ll be able to strike a balance between visiting historic landmarks and more trendy neighborhoods.

If you’re lucky enough to have 4 days, you can see more of the city at your leisure or use the fourth day to take a day trip to somewhere nearby. There is no shortage of historic sites and beautiful nature just outside Boston. 

Getting To & Around Boston 

You’re most likely arriving in Boston through the Logan International Airport. You can easily hail a cab, take the GO Boston Shuttle, pre-book a transfer or use public transportation to reach downtown.

If you’re visiting from another city or town in New England or even some city further south such as Washington DC or New York , you might arrive on a train or bus. Make sure to find out which train or bus transfers you need to make depending on where you’re coming from. You can view schedules here.

The Massachusetts capital is a very walkable city and it’s not actually that big. In fact, one of the best things to do in Boston is walk the Freedom Trail. Many of the most historic landmarks are located near each other.

Boston is also well-connected via a subway system, known locally as the T. You can easily get around the city using this if you want to reach somewhere a bit further afield.

Alternatively, there is the Hop On/Hop Off Trolley Tour that provides a convenient way to see the city. Taxis and rideshare are both readily available as well. It is also included in the Boston Go City Pass , which will also save you on entrance fees to many of the paid attractions listed here.

2, 3 or 4-Day Boston Itinerary

If you’re spending a few days in the Massachusetts capital, then there are a number of guided tours that you can take to get an overview of the city such as this historical walking tour , this bike tour or this food tour.

Day 1 – Freedom Trail, Museums, Quincy Market & More

Walk the freedom trail.

This 2.5-mile trail covers many of the historical highlights in Boston. You’ll want to dedicate a few solid hours to walking the trail. You can opt to walk the entire thing or a portion of it.

There are also guided tours available such as this 2-hour walking tour , which could be helpful for providing context to the landmarks as you pass them. Here are the landmarks you can expect to see:

• Boston Common & Boston Public Garden
• Massachusetts State House
• Park Street Church
• Granary Burying Grounds
• Boston Latin School/Benjamin Franklin Statue
• Old South Meeting House
• Old State House
• Faneuil Hall
• Site of the Boston Massacre

Paul Revere House

• Old North Church
• USS Constitution
• Bunker Hill Monument

You could spend however long you’d like walking the Freedom Trail and note that it doesn’t cost anything to walk the trail, but there are generally entrance fees for the various sites.

Depending on how long you want to spend, take the time to walk by these places and pick one or two that interest you to plan to visit those places. With that in mind, plan to spend 2-3 hours on the Freedom Trail.

Boston Tea Party & Ships Museum

Veer off Freedom Trail just slightly to pay a visit to the Boston Tea Party and Ships Museum.

The museum is chock-full with historical experts, interactive exhibits, full-scale replica sailing vessels, and historic artefacts to make this monumental event in America’s history come to life. You can pre-book tickets here.

If you have some time to spare, you can watch an award-winning documentary in Minutemen Theatre that depicts the events that led up to the American Revolution. 

Next to the museum, don’t miss the Observation Deck at Independence Wharf, either, where you can get excellent views of the harbor.

Quincy Market

Quincy Market is where old and new seamlessly merge. Here you can find hundreds of shops, both inside and outside the building. The market was established in 1825 and spans three buildings: Quincy Market, South Market, and North Market.

It’s another great place to stop as you’re walking the Freedom Trail to grab a bite to eat or do some souvenir shopping. The market is especially charming during the winter months when it’s decorated for the holidays. Quincy Market was named a National Historic Landmark in 1966. 

Go to a Red Sox game

Go see the “Green Monster” for yourself during your visit to Boston. Even those who wouldn’t consider themselves baseball fans will enjoy seeing a game at Fenway Park.

It’s been the home of the Boston Red Sox since 1912, making it the oldest stadium in Major League Baseball. If you don’t have time to see a game, you can still take a guided tour of Fenway. It’s a great way to wrap up your first day of sightseeing in Boston. 

If it’s not the season for baseball or you don’t care to go to a game, then use this time to stroll along the Charles River Esplanade or, perhaps, visit the nearby Boston Museum of Fine Arts. You could also simply relax in the tranquil surroundings of Back Bay Fens Park.

Day 2 – Boston’s Museums

John f. kennedy presidential museum & library .

This exceptional museum is dedicated to the life and accomplishments of U.S. President John F. Kennedy.

Here, you’ll wander the permanent exhibit that uses large-screen projections, interactive displays, original artefacts, and re-mastered films to learn more about the former president’s life. Consider reserving tickets online in advance to save you time at the door. You can also opt for a guided tour.

A visit to the JFK Presidential Museum & Library is a great way to kick off your second day. 

Institute of Contemporary Art

If you have 2 days, you should consider visiting one of the many local museums. A city that’s so full of history has some great historical museums, but it also has notable art museums like the Institute of Contemporary Art.

Here you’ll find both permanent and rotating exhibits featuring contemporary artists and their work. The museum is located in a beautiful building on the waterfront overlooking Boston Harbor, so you can also take in the view. It’s recommended that you book tickets in advance. 

Isabella Stewart Gardner Museum

This museum is known for its beautiful architecture and courtyard garden. It’s a great museum to visit if you want one that is a little less crowded than other larger museums in the city. Beginning in the late 1800s, Isabella started collecting rare books, manuscripts, and pieces of art to fill her home.

Over the course of her worldwide travels, she acquired art like Rembrandt’s Self Portrait and Titian’s Europa. The museum as it stands today was built in 1901. She lived on the fourth floor and spent the remainder of her life arranging the art throughout its halls.

It’s a unique museum that’s a quiet way to spend the afternoon. If this or any of the other museums don’t interest you, there are plenty of other museums in Boston to take in. For instance, the Museum of Science – located in a building overlooking the Charles River, is an excellent place to visit if you happen to be traveling with children.

Day 3 – Boston Common, Trinity Church, Paul Revere House & More

Boston common.

You might’ve already passed through Boston Common if you walked the entirety of the Freedom Trail. If you didn’t stop for long then, it’s worth your time to dedicate a couple hours to really enjoying the park. Boston Common is America’s oldest public park having been established in 1634 and is located in the Beacon Hill neighbourhood of Boston.

Today, the park is filled with fountains, picnic tables, and green spaces for visitors to lounge and enjoy the day. Make sure to stroll through the adjacent Public Garden, as well, to truly enjoy this urban green space. If you’re seeing Boston in 3 days, then a visit to Boston Common is a great idea.

Trinity Church

When you start exploring Boston, you’ll immediately notice Trinity Church in Copley Square. This historic stone church sits squarely in the middle of downtown’s towering skyscrapers. It’s considered by the American Association of Architects as one of the top 10 buildings in the country.

The parish located there today was founded in 1733, which is more than 150 years before the church was built in 1877. You can enter Trinity Church on your own or schedule a tour with a knowledgeable tour guide to learn more about the church’s history. 

It looks striking as it’s sandwiched between modern skyscrapers like the John Hancock Tower and the Prudential Tower and really symbolises Boston’s mingling of old and new.

Located in the North End neighborhood, the Paul Revere House was the former home of the famous Founding Father Paul Revere. He played a pivotal role in the American Revolution, noted in history books for his famous “midnight ride” to warn colonists that the British were approaching Boston.

The home was built in 1680 and is downtown Boston’s oldest building. Inside, the home is set up to mimic what it would have looked like while Revere lived there. In fact, 90% of the structure today is original material, including doors, windows, flooring, and internal wall material.

You can pop into this Boston museum for a self-guided tour or try to time your visit to see colonial reenactors demonstrate key moments of America’s history. 

If this doesn’t interest you as much or if you’re traveling with children, consider, as well, heading to the nearby New England Aquarium where you can learn all about local marine life or you can take a food tour of North End.

The Museum of Bad Art

You’ve probably never been to a museum that focuses on bad art. The Museum of Bad Art houses “art too bad to be ignored” and is a highlight worth adding to your time in Boston. It’s the world’s only museum dedicated to bad art that began in the basement of a private home.

The museum has since grown into a local favorite that shines the spotlight on quality bad art. It’s a quirky and fun addition to your Boston trip, especially if you happen to be planning a 3-day itinerary. 

Day 4 – Lexington & Concord, Salem or Cape Cod Day Trip

Lexington and concord.

Lexington and Concord is arguably the most famous site of the Revolutionary War. For history buffs, this is a great way to round out your 4 days in Boston. It’s where the first shots of the war were fired.

To reach Lexington, you’ll take the subway and bus for a total travel time of about 45 minutes before getting off at Lexington Battle Green. You can reach Concord by taking the MBTA directly from Boston.

Lexington Green is a good starting point for your visit. This small town is home to the Belfry that sounded the alarm in 1775 to call the militia to fight. Here, you’ll also find John Hancock’s childhood home or Buckman’s Tavern. In Concord, make sure you visit the Old North Bridge.

You can also find Walden Pond, made famous by writer Henry Thoreau, and Louisa May Alcott’s “Orchard House”. There’s a lot to see during a day trip to Lexington and Concord, so make sure you leave early in the day to give yourself ample time. 

You’ve most likely heard of Salem, Massachusetts due to its famous 1692 witch trials. Salem is only about 30 minutes from Boston, so it’s an easy day trip. You can easily reach it by taking the commuter train that connects the cities, a high-speed ferry or an organised day tour.

During your day in Salem, make sure to visit the Salem Witch Trials Memorial, Peabody Essex Museum, the Old Town Hall, and the Witch House. You can end your day with a visit to Winter Island Park and Lighthouse.

As you might’ve guessed, one of the best times of year to visit Salem is Halloween. The little town comes to life with spooky decorations.

Without a doubt, Cape Cod is beautiful, especially in summer. This stretch of coastline is full of charming towns, great seafood, and relaxing beaches.

Cape Cod is about 3 hours from Boston by car, which tends to be a little long for a day trip. Instead, you can take the Cape Cod Fast Ferry from Boston to Provincetown, which is the largest town on the Cape.

In Provincetown, you can enjoy the local art galleries, lounge on the beach, and walk around and enjoy the quaint homes and shops.

If you have more than 4 days in your Boston itinerary, spending more than one day on the Cape is a relaxing way to bring your time in the area to a close.

Where to Stay in Boston

Harborside Inn – This 3-star hotel in downtown Boston is a great choice for mid-range travelers to the Massachusetts capital. There are a number of great rooms to choose from, a wonderful location for exploring the city and plenty of other amenities to enjoy.

Omni Boston Hotel – If you’re looking for luxury while in Boston, then this sophisticated hotel is a great option. They have a range of lovely rooms on offer and an unbeatable location for exploring all this historic city has to offer.

HI Boston – Those visiting Boston on a budget will love this backpacker’s hostel in the center of the city. They have a range of both dorms and private rooms on offer along with other perks and great common areas for guests to enjoy.

Not quite what you’re looking for? Click here to browse more Boston hotels!

The perfect itinerary for Boston is the one that’s packed with what excites you most. If you’re a history buff, you’re going to love it here. Foodies, explorers, and everyone in between will find something to love in Boston.

Are you planning a trip to Boston? Have any questions about this itinerary? Let us know in the comments!

Related Posts:

The Perfect 2, 3 or 4 Days in Cape Cod Itinerary

17 Best Stops on a Boston to Bar Harbor Road Trip

Martha’s Vineyard vs Nantucket: Which Island to Visit?

About Audrey Webster

Audrey Webster is a writer for The World Was Here First. She is an Oregon native who has visited countries across the globe and currently spends her weekends exploring the Pacific Northwest and surrounding states. Her approach to traveling combines exploring famous tourist sites and wandering off the beaten path to discover new destinations.

Leave a Comment Cancel reply

The Perfect 3 Days In Boston Itinerary

Planning a trip to Boston? Welcome to one of my favorite cities in the United States. To help you have the best visit, I’m handing over the perfect 3 days in Boston itinerary.

This Boston itinerary takes you to all of the city’s must visit attractions, historic landmarks, charming neighborhoods, and world class museums. I also give you tips on where to eat, play, and stay.

I’m very familiar with Boston. I attended college at nearby Dartmouth, lived and worked in Boston, my daughter lived there, and my husband’s run in 4 Boston Marathons. I’ve likely walked every cobbled street.

I’m a hard core New England girl. And I love Boston, especially in the spring and fall.

The country’s oldest city, Boston is steeped in American history. Boston played a pivotal role in the Revolutionary War. Boston’s sometimes called the “hub of the world” or the “cradle of liberty” because it was the source and inspiration for key ideas that shaped America.

Boston is really a dream destination, especially for history buffs and culture vultures. It has a great foodie scene, wide open green spaces, quaint neighborhoods, and first rate museums.

Visiting Boston offers all the benefits of a big metropolis without the intensity and frenetic pace of New York.

Boston is easy to get around and compact, making it perfect for travelers. The subway will take you wherever you need to go. And Boston’s very walkable.

Before You Go: Here’s How To Plan Your Visit To Boston

Below are some of the top tours, hotels, and experiences in Boston. Donʻt forget to plan ahead!

Where To Stay:

• Kimpton Nine Zero
• Four Seasons
•   Ritz Carlton
• Whitney Hotel
• Charles Hotel

Best Guided Tours:

•   2.5 hour walking tour  of the Freedom Trail
•   2 hour guided walking tour  of the Back Bay 
• 1.5 hour guided tour of Harvard
• 3 hour food tour in the North End
• Boston sunset cruise

3 Days In Boston Itinerary

Let’s tour Boston in 3 days, taking in all its must see sites and some hidden gems. There’s so many things to do in Boston that you could be busy for a month.

But here are the attractions you simply can’t miss on your 3 day Boston visit. I recommend getting a Go City Boston all inclusive pass . It gives you skip the line access to over 40 attractions

Day 1: Hike the Freedom Trail

Start day 1 of your 3 day Boston itinerary at tiny Paramount near Boston Common. The diner is tucked into a street on Beacon Hill.

It’s a popular spot and there may be lines. After breakfast, you can embark on an activity that will take the entire day — hiking the Freedom Trail.

The Freedom Trail is a beloved 2.5 mile walk through historic Boston. It leads you through the major sites and monuments relating to the city’s founding and the Revolutionary War.

You follow a red brick road, with signs and historical markers along the way.

The trail begins in the Boston Common, the nation’s oldest park, and ends at Bunker Hill.

You can pick up a map and free guide at Faneuil Hall or the Boston Common Visitor Center at the beginning of the trail at 139 Tremont Street. Some stops are free and some charge admission.

Along the way, you’ll visit 16 historic Boston landmarks :

1. Boston Common — where the first white settler established a farm and the oldest city park in the US, dating back to 1634

2. Massachusetts State House — Federal style building with an iconic gold dome that celebrated independence, designed by America’s first professional architect Charles Bulfinch.

3. Park Street Church — where William Lloyd Garrison called for the abolition of slavery

4. Granary Burying Ground — the resting place of famous Patriots, including Paul Revere

5. King’s Chapel Burying Ground — burial grounds used by the Loyalists

6. Benjamin Franklin statue and a mosaic commemorating Boston’s first public school at Old City Hall

7. Old Corner Bookstore — once the epicenter of Boston’s literary life

8. Old South Meeting House — where Patriots triggered the Boston Tea Party

9. Old State House — seat of the British era colonial government

10. Site of the Boston Massacre — when British troops fired on tax protestors

11. Faneuil Hall — former political hotbed where Patriots gathered to protest British taxation, now Boston’s favorite marketplace

12. Paul Revere House — surviving house of the esteemed patriot

13. Old North Church — the launching pad for Revere’s famous Midnight Ride and where he arranged to have lanterns perched on the steeple warning that the Redcoats were coming

14. Copp’s Hill Burying Ground — resting place of the man who hung the lantern

15. USS Constitution — the ship known as Old Ironsides that survived British attacks, now a free museum

16. Bunker Hill Monument — granite obelisk marking the spot where the Patriots fought the British in the first pitched battle of the American Revolution

If you want to take a guided history and architecture tour of the Freedom Trail, click here to book one. You can also check out this 2.5 hour walking tour of the trail.

Stop for lunch at Faneuil Hall . Built in 1742, Faneuil Hall is the most visited destination in New England .

It has an open ground floor serving as a market, a covered assembly room above, and a grasshopper weathervane atop the roof. In the Revolutionary era, town meetings and ceremonies were once held in the assembly room.

You have tons of choices for lunch. You can get just about anything here. Since you’re in Boston, try clam chowder or a lobster roll, the local New England specialties.

If you’re not too tired from your long day of walking, consider taking in a concert at the Bottom Symphony Hall. The Boston Symphony Orchestra is one of the nation’s best, playing in a venue with world class acoustics.

Or head to a show at the Wang Theater , which showcases everything from dance to Broadway acts. Its lobby is opulent, built to resemble Versailles.

If you’re in the theater district, Yvonne’s is THE hipster restaurant in Boston. Have a classic cocktail turned out by the Library Bar and order some eats from the eclectic American menu with Asian and Mediterranean influences.

Day 2: Boston’s Neighborhoods: Fenway | Back Bay | South End

Start day 2 of your 3 day in Boston in the Fenway neighborhood. Fenway of course is known for its iconic ballpark. And the Red Sox have broken my heart more than once. But Fenway isn’t just a one trick pony. Fenway is home to some of the city’s best museums, music venues, and eateries.

Have breakfast at Tatte Bakery on Boylston Street. It’s a cozy rustic spot serving up delicious pastries, soups, and sandwiches. Alternatively, you can go to a Fenway landmark, Boston’s culinary delight Time Out Market. Try an haute couture donut at Union Square Donut.

Once you’re fueled up, visit one of the two most splendid museums in the Fenway area — the Museum of Fine Arts and the Isabella Stewart Gardner Museum . I love both, but am especially partial to the incredibly unique Gardner Museum. It’s one of the world’s best small museums .

Housed in a Venetian style palace, the exquisite Gardner Museum holds the in situ private collection of an eccentric heiress.

The museum has a real wow factor, with a skylit interior courtyard filled with sculptures and mosaics. Inside, the museum boasts an especially good Renaissance collection. There are art works by Rembrandt, Raphael , John Singer Sargent, Titian, and Veronese.

Here ‘s my complete guide to the Isabella Stewart Gardner Museum

The Boston Museum of Fine Arts is a world class museum that can be daunting to visit because it’s massive. Founded in 1876 and housed in a Beaux Art building, the museum was expanded by architect I.M. Pei.

The collection has everything from Egyptian mummies to minimalist Mondrians. If viewing fatigue sets in, head to the peaceful Shapiro Rotunda on Level 2 with classical murals by John Singer Sargent.

When you’re done museum-ing, cross the verdant Back Bay Fens Park and head to the Back Bay neighborhood. When strolling though the fens, you can stop and smell the roses at Victoria Garden and/or Kelleher Rose Garden.

2. Back Bay

Boston’s Back Bay is New England’s version of New York’s SoHo and West Village. And Newbury Street is the equivalent of Madison Avenue.

On Newbury, you’ll find lots of expensive shopping and high end eateries. You’ll want to stroll down Beacon, Marlborough, Commonwealth, Newbury, and Boylston streets.

It’s a beautiful space to meander, with pretty (can I move in?) brownstones and tree-lined streets. There are plenty of old Victorian mansions and churches in this neighborhood that date back to the 19th century. If you want to tour a brownstone, pop into G ibson Ho use Museum at 137 Beacon Street.

Back Bay’s churches are adorned with heavenly stained glass, perhaps the neighborhood’s greatest architectural asset. The most notable glass is in Arlingto n S treet Church . It boasts 16 stunning stained glass windows created by Louis Comfort Tiffany.

More Tiffany stained glass decorates the Church of the Covenant on Newbury Street. This church also houses the Gallery NAGA, featuring New England artists.

Another jewel in Back Bay is the Ayer Mansion at 395 Commonwealth Avenue. A registered historic landmark, the mansion is a rare surviving home created and decorated entirely by Tiffany.

His trademark stained glass windows shine above the front door, Inside, you’ll find beautiful glass mosaics, intricate woodwork, and a jaw dropping chandelier.

The piece de resistance, though, is the mosaic staircase in the entrance hall.

If you need a Back Bay art fix, visit the Galerie d’Orsay on Newbury Street. Even if you aren’t planning on purchasing a Picasso or Dali, pop in to see what’s on display.

The gallery has a range of old master, Impressionist, and modern art. It has special exhibitions throughout the year as well.

If you want, you can book a 2 hour guided walking tour of the Back Bay and other architectural landmarks in Boston. Or go on this 2 hour guided tour of Back bay and the Freedom Trail.

3. Copley Square

Next, head to Copley Square, a pretty public square in the Back Bay formerly known as the Art Square. There’s a little park where you can buy discount theater tickets, listen to musicians, and gaze up at the towering Hancock Tower. Every Tuesday and Friday afternoon, there’s a farmers market.

You should also peak into Boston’s Trinity Church in Copley Square. It’s Boston’s oldest and most beautiful church. It was built in the 1870s after the original building burned down in the Great Fire of 1872.

The style is known as Richardsonian Romanesque, which embraces the use of clay roofing and rough hewn stonework. Upon its completion, the church’s distinctive style influenced architects across the country because it was so beautiful.

You’ll also find the Boston Public Library here, the third largest library in the country. Opened in 1852, it’s one of the largest municipal libraries in the country — home to 24 million items and receiving almost 4 million visitors annually.

It’s designed in a palatial Renaissance Revival style. The library is famous for its murals. The most beautiful one is upstairs in the dimly lit Sargent Hall. You can take a free art and architecture tour of the library from its Dartmouth Street entrance.

Next head to the Prudential Tower, colloquially known as “The Pru.” There are 52 floors in the building, which was built in the 1960s.

If you’re hungry for lunch, stop in at Eataly in a nook of the Pru. It’s an Italian inspired oasis with shops, wine bars, dessert stands, and restaurants. You can pick up truffles, fine cheeses, pasta, and extra virgin olive oil.

4. South End

South End is a hipper version of Back Bay, and gets high marks for all things trendy. It stretches southwest along Tremont and Washington Streets to Roxbury.

South End’s glorious concentration of undulating Victorian row housing is unmatched anywhere in the US. In 1983, the entire area was listed on the National Register of Historic Places.

The area resembles Beacon Hill, probably because the street plan was laid out by the same architect, the very busy Charles Bulfinch. There are many beautiful squares.

The prettiest and grandest one is Chester Square. Much of the Victorian cast iron is botanical in form.

If you want to pop into the South End’s tony art galleries, stroll down Harrison Street.

While in the South End, don’t miss the Cathedral of the Holy Cross at 1400 Washington Street. Completed in 1875, it’s a vast Gothic Revival building. Its construction heralded the emergence of Catholicism in a previously predominate Protestant state.

A fantastic place for dinner in the South End is the hip and trendy Barcelona Win e B ar on Tremont Street. It serves up Spanish-centric tapas and small plates in an intimate setting.

The Beehive and SRV are also excellent choices.

Day 3: Cambridge | Beacon Hill | North End

1. harvard university.

On day 3 of your Boston itinerary, head to Cambridge and explore the historic Harvard University and soak in the feel of cloistered academia.

Founded in 1636, Harvard is the oldest university in America. Head to its home in Cambridge (Harvard Square train stop on the Red Line).

If you want breakfast or brunch in Cambridge, head to Cafe Luna, Curio Coffee, or Clover.

You can join a free Crimson walking tour or book your own 1.5 hour guided tour . You’ll learn about the revered university’s history, architecture, learning programs, and mythology.

Wander around and experience the mix of life in Harvard Square. There’s always street musicians. Stroll into used book stores and coffee shops.

Watch artists, vagabonds, locals, and college students mingle. There are some cool little shops in the mini-mall called the The Garage.

Step into Harvard Yard, the nucleus of the campus. Start at the Johnston Gate on Massachusetts Avenue. You’ll be greeted by a statue of John Harvard, which doesn’t resemble the man himself.

Ranged around the statue are tree lined footpaths, trim lawns, scholarly libraries, and elegant Georgian and Federal architecture.

Massachusetts Hall is the oldest surviving building. But it pales in comparison to Gothic Matthews Hall.

University Hall was designed by Bulfinch, and was the first building to veer away from Harvard’s trademark red bricks. The New Yard is dominated by the colonnaded facade of Widener Library.

Harvard has many art museums – the Fogg Museum, the Busch-Reisinger Museum, Arthur M. Sackler Museum, the Peabody Museum of Archaeology, and the Harvard Museum of Natural History.

The first three used to be separate but were recently combined under a single roof and renamed the Harvard Art Museums, after renovations from 2008-14.

If you only have time for one, I’d go to the Harvard Art Museums . The museum has a very good collection of Italian art, including pieces by Botticelli , Ghirlandaio, and Bernini .

You’ll also find paintings by a whole roster of Western art luminaries — Van Gogh, Picasso, Gauguin, Toulouse-Lautrec, Manet, and Rembrandt.

2. Beacon Hill

Then take the subway/taxi/Uber to colonial chic Beacon Hill. It’s an extremely pretty and exclusive neighborhood of gaslit streets and brick sidewalks.

The homes, many designed by the ubiquitous Bulfinch, were built for Boston’s Protestant merchant elite, known as the Boston Brahmins.

Start your tour of Beacon Hill at Louisberg Square. The smart bow front homes date from the 1830s.

Drop down nearby Willow Street and take in the cobblestoned Acorn Street, America’s most photographed street. For the grandest homes, head back up Mount Vernon Street. Bulfinch’s home is on Chestnut Street.

End your walk on Beacon Street. The bow front William Hickling Prescott home (#55) is a Bulfinch masterpiece open to the public.

You can also tour the Boston Athenaeum , one of the oldest independent libraries in the US, which was once the center of intellectual life in Boston.

Beacon Hill is also home to some beautiful hidden gardens. Founded in 1928, the Beacon Hill Garden Club opens their doors once a year on the third Thursday in May.

If you want to grab lunch in Beacon Hill before hitting your next destination, there are some amazing choices.

Beacon Hill has everything from upscale Italian to romantic restaurants to casual eateries. Try Moo (a modern steakhouse ), Figs (pizza), Toscano (Italian), or The Hungary I (French).

READ : Complete Guide To Beacon Hill

3. North End

After exploring Beacon Hill, head to Boston’s historic North End. This neighborhood is the heart of Boston’s Italian community.

The first Italians to arrive were Genoese in the 1860s. You’ll hear just as much Italian as you will Boston accents. It has a distinctly Mediterranean vibe.

The North End is the place to indulge. You’ll find the best gelato outside of Italy.

The best pastries can be found on Hanover Street (the main drag) at Mike’s Pastry or Bova , which vie for Boston’s best cannoli. And the best Italian food is at Giacomo’s Ristorante or Carmelina’s .

The lines are epically long at all these spots. But the wait is worth it.

Because of all these great spots, the North End is a fantastic place to take a food tour. You can book a pizza, food, and history tour or take this 3 hour tour by Secret Food .

When you’re done eating, be sure to visit Old North Church on Salem Street. It’s Boston’s oldest surviving church. It’s famous in Boston history.

Thanks to legendary messenger and patriot Paul Revere, two lanterns were hung from its steeple, alerting citizens that British troops were coming by sea. Around the corner is the Paul Revere House , which is well worth a visit to see how wealthy colonials lived.

The North End is also home to one of Boston’s quirky landmarks, the Skinny House on Hull Street. It’s only 10 feet wide. Legend holds that it was built out of spite, to block sunlight from the house behind it.

Tips For Spending 3 Days in Boston

Here are some must know tips for planning your 3 day Boston itinerary.

1. When Is The Best Time to Visit Boston?

I like Boston best during the shoulder season, spring and fall, when tulips and fall foliage delight the senses. Late August to early September is peak sunflower field season.

In late September to late October, you can pick apples at a plethora of farms around Boston and indulge in hot cider and sugary cider donuts.

But the summer can be beautiful too and isn’t always notoriously hot. Winter in Boston is fun, especially if you’re lucky and get a bout of fairly mild weather. You can enjoy Christmas lights, beautiful snowfalls, ice skating, and popup bars.

2. How To Get To Boston

To get to Boston, you can fly into Logan International Airport. The Massport shuttle bus will take you to the Blue Line terminal at Airport Station and you can ride that into town.

You can also take a taxi, Uber, or book a private transfer .

3. How To Get Around Boston

The best way to get around Boston is walking. Boston is a self-proclaimed walking city and is set out to encourage pedestrians.

If an attraction you want to see is too far afield, you can take the subway system nicknamed the “T.” Check out the subway map to plot your route.

There aren’t scads of taxis in Boston. But Uber works well and is what I use if I need to get somewhere fast.

There are other fun ways to explore Boston too. You can:

• book a 2.5 hour bike tour throughs the city highlights
• book a tour through Cambridge by bike
• take the hop on hop off trolley bus
• take a sunset harbor cruise
• take a Duck Boat tour down the Charles River
• or a 4 hour narrated driving tour

4. Mark Your Calendar: Major Events in Boston

Want to visit Boston for a special event? These are the special festivals you should keep on your radar:

• Boston Wine Festival : January through March
• St. Patrick’s Day Parade in South Boston: Sunday closest to St. Patrick’s Day
• Boston Marathon : third Monday in April
• Boston Calling Music Festival at Harvard Stadium: late May
• ArtWeek : late spring
• Cambridge Arts River Festival : early June
• Boston Pride Parade : second Saturday in June
• Boston Harborfest : July 4th weekend
• St. Anthony’s Feast in the North End: last Sunday in August
• Head of the Charles Regatta : last weekend in October
• SoWa Winter Festival : early December
• First Night : December 31

5. Where To Stay in Boston

If it’s your first time visiting, I would opt to stay in the downtown or Back Bay Area. Those areas are central to everything.

If you opt for downtown, I like the small XV Beacon or the Kimpton Nine Zero Hotel. You could also splurge at the Ritz Carlton or the Four Seasons .

The Inn at St. Botolph , the Lenox Hotel , and the Hilton in Back Bay are also nice options and central too.

If you can’t resist historic Beacon Hill, check out The Boxer , Liberty , or the elegant Whitney Hotel . If you want to stay in historic Cambridge, check out the luxurious Charles Hotel .

I hope you’ve enjoyed my 3 days in Boston itinerary. You may enjoy these other US city guides:

• 2 day itinerary for Montreal
• 1 day itinerary for Portland Maine
• 2 day itinerary for Philadelphia
• 3 day itinerary for Boston
• 1 day in Hanover New Hampshire
• 35 Landmarks in Boston
• 1 day itinerary for Cambridge
• Guide to Salem Massachusetts
• Guide To Boulder Colorado
• 1 day itinerary for Denver
• 2 day itinerary for Cleveland Ohio
• Best Things To Do in Pittsburgh

If you’d like to spend 3 days in Boston, pin it for later.

11 thoughts on “The Perfect 3 Days In Boston Itinerary”

Where is the best place to stay (hotel) for your 3 day tour of Boston?

It totally depends on your budget. I usually stay in Air Bnbs in the Fenway area when I visit, just because it’s close to my daughter. But if it’s your first time visiting, I would opt to stay in the downtown or Back Bay Area. Those areas are central to everything. If you opt for downtown, I like the small XV Beacon. The Inn at St. Botolph in Back Bay is nice and very central too.

Loved your itinerary! My husband and I are visiting Boston for a long weekend at the end of Sept and your ideas were greatly appreciated!!

Perfect time to go to Boston! Enjoy the city!

This is a really thorough and fantastic guide! You clearly know your stuff. Is there a printable version? Thank you!!

Hope you have a great visit! You can only just print it. I don’t have a special plugin for a printer friendly version. Sorry about that.

Ah, it brings back memories of living In the Fenway area for a yr while my husband attended Harvard Med School. Unfortunately we did not get to tour much, so would really like to go back and visit the many places you have described

Very Informative article. I have been planning to spend my vacation in Boston. But I was seriously confused as to where to stay, which places to visit, and what to eat. Your article cleared all my doubts and now I can plan my trip more efficiently and with much ease. Once again, thanks for such a detailed article

You’re welcome! Enjoy Boston.

What day should I add the Boston tea party and ships?

You can see it while you’re doing the Freedom Trail.

Leave a Comment Cancel reply

Save my name, email, and website in this browser for the next time I comment.

Last Updated on March 12, 2023 by Leslie Livingston

Your browser is not supported for this experience. We recommend using Chrome, Firefox, Edge, or Safari.

GET YOUR FREE

Visitor guide, subscribe to our, e-newsletter, online store, plan a trip to boston, boston travel resources.

Boston is a city where nearly 400 years of culture is experienced in every  event ,  restaurant ,  overnight stay , and  neighborhood  you visit. As you plan, let us introduce you to a side of Boston you might not know. Whether you're visiting by air, by land, or by sea, here's everything you need to know about  getting to Boston ,  getting around Boston , and getting to know the real Boston.

Get Your Visitor Guide

Let us help you plan your next trip to Boston with our Official Visitor Guide. View a digital copy or request a print version of our latest edition.

Sign Up For Our Newsletter

Sign up for our free newsletter to stay updated on what's happening in Boston, including seasonal activities, upcoming events, and special offers.

Meet Boston Blog

Discover insider tips and explore our favorite activities, events, and things to do on the Meet Boston Blog.

Great Deals

Find discounts on attractions, restaurants, theatre tickets, tours, and more with our Great Deals.

Boston Common Visitor Center

Start your trip to Boston at the Boston Common Visitor Center. Pick up maps and brochures, book activities throughout Boston, purchase souvenirs, and get insider tips on exploring the city. Open daily from 8:30 am to 5:00 pm.

Excited for your trip to Boston? We are too! Shop our online store, where you can find apparel, planning guides, and attraction discounts before you visit.

Getting to Boston

Getting to Boston is easy! Located 2 miles from the city center, Logan International Airport offers nonstop flights from more than 100 domestic and international cities. With three major rail stations and several ferry options, traveling to Boston by train, bus, or boat is just as convenient.

Getting Around Boston

Weather & seasons, transportation, hotels in boston.

Greater Boston offers a wide selection of accommodations to meet your needs and tastes, from luxury downtown properties to romantic boutique hotels to family & budget-friendly options.

Itinerary Ideas

Discover what to see, where to go, and how to immerse yourself in authentic experiences in Boston.

Get Inspired

50 fun things to do in boston.

There's something for everyone in Boston. Whether you're visiting for our storied history, star-studded live…

10 Fun Things to Do on Your First Visit to Boston

So you are heading to the Hub for the first time and you need help - what to see, where to go, how to immerse in authentic, local…

12 Hidden Gems to Visit in Boston

Discover one-of-a-kind stops for your next Boston trip Sometimes you have to get off the beaten path to truly experience the soul…

Boston Museum Exhibits to Visit in 2024

Boston is home to some of the most famous museums in the country, like the Isabella Stewart Gardner Museum, the Harvard Art Museum…

Pet-Friendly Activities in Boston

Boston is the perfect place for you and your best friend. Whether you're dining, shopping, exploring the city’s green…

13 Parks in Boston to Visit

With nearly 300 parks and open spaces around Boston, it's no wonder we're considered one of America's most walkable…

9 Things to do Along the Charles River

Introducing one of the first places you should visit on your trip to Greater Boston, the Charles River. Nestled among the…

How to Explore Boston by Boat

The warmer season in Boston is like no other city, with easy access to beautiful water views, activities, and experiences. Check…

Picnic spots in Boston

Summers in Boston tend to continue through early fall with the promise of outdoor adventures, blissful weather, and shared meals…

5 Outdoor Adventures in Boston

Seeking some outdoor adventures in Boston? Get away from the hustle and bustle of Beantown and step into the great outdoors!…

Top 13 Luxury Hotels in Boston

Experience the ultimate in luxury at one of Boston’s top hotels. From plush bedding to the very best service, these hotel…

Our Neighborhoods

Top things to do in boston, hotel packages in boston, events in boston.

How to Spend One Perfect Day in Boston, MA (Itinerary + Tips!)

Boston is one of our absolute favorite cities in the USA, and luckily, even one day in Boston, MA is enough to get an overview of what makes the city so special!

We once spent a delightful summer living in Boston, and return visits have continued to leave us increasingly enchanted with the city.

With its gorgeous architecture, deep ties to American history, and impressive walkability, Boston is incredibly fun to explore, whether you have a mere 24 hours in Boston or months to uncover Beantown’s best attractions.

We designed this one day Boston itinerary to help you discover as many of the city’s highlights as possible in a single day–all of which are found along a walkable route!

The famous Freedom Trail, the charming North End (also known as Boston’s Little Italy), stately Beacon Hill, and the bustling Market District are all touched on here, and our hope is that you say goodbye to Boston already excited to plan your next visit.

Here’s how to see the best of Boston in a day!

Table of Contents

The Perfect One Day in Boston Itinerary

What about the freedom trail, where to stay in boston, ma, more than 24 hours in boston, getting around during one day in boston, quick tips for seeing boston in a day, read more about visiting boston (and new england), your one day boston itinerary map.

Some links in this post may be affiliate links. If you make a purchase through one of these links, we may earn a small commission at no extra cost to you. Please see our disclosure policy for more detail.

Start your morning in the Boston Public Garden.

The Boston Public Garden is one of our favorite places in the city and the perfect place to kick off your day in Boston.

The garden is quiet and beautiful, and it’s a great place to relax, take a walk, and enjoy a bit of peace in the midst of the hustle and bustle of the city.

With only 24 hours in Boston (or less, if you’re planning a day trip to Boston) you don’t need to spend long here, but it’s worth stopping by and makes a convenient starting point.

Be sure to check out the Make Way for Ducklings Statue, put in place for the famous children’s book that features Boston, while you’re there! If you’d like to enjoy views of the Public Garden from the water, the swan paddle boats in the garden’s pond are famously inexpensive at $3.00/ride.

Stroll through the Boston Common and enjoy views of the Massachusetts State House.

Located right next door to the Public Garden, the Boston Common is the heart and soul of the city.

Established in 1634, it’s the oldest public park in the USA–though the surroundings are quite a bit different than they were back in the 17th century!

Today, the Common is extremely centrally located, and within a few minutes walk from here you can be in Beacon Hill, in Back Bay, at the Massachusetts State House, in the Theater District, shopping at Downtown Crossing (where you’ll find all the standard chain stores), or exploring a piece of American history (which, of course, the Boston Common itself also is).

The park is gorgeous to walk through–be sure to take in plenty of views of the gold-domed Massachusetts State House while you’re there!

Meander through Beacon Hill, one of the prettiest places to visit in Boston.

Located directly north of the Boston Common (more or less behind the state house), Beacon Hill is widely considered one of the most beautiful neighborhoods in Boston and is my personal favorite to explore.

This is where you’ll find the Boston that you see on postcards: redbrick mansions, black shutters, a cobblestone path or two, tree-lined streets.

We recommend walking from Boston Common up to Louisburg Square, which boasts some of the most prestigious addresses in Boston (former Secretary of State John Kerry lives here).

From there, take a quick stroll to Acorn Street to take advantage of one of Boston’s most photogenic spots.

Just be sure to be cognizant of the residents as you snap photos!

Beacon Hill is a very residential neighborhood, and while photos and admirers are generally welcome, blocking doorways and climbing stoops is not.

Stop by Park Street Church and the Granary Hill Burying Ground.

After enjoying a bit of time in Beacon Hill, head back down to Boston Common and pay a visit to the Park Street Church and Granary Burying Ground, which are located right next door to the Common.

While you can see the bulk of the cemetery from the street, it’s a shady, peaceful spot, and worth a quick peek inside (only a quick one, though: this one day Boston itinerary features a somewhat outsized number of burying grounds).

As you step inside, you’ll notice a large monument with a very familiar name in Granary Burying Ground!

Benjamin Franklin’s parents are buried here, and a monument to the family is erected toward the center of the cemetery.

Visit King’s Chapel and Burying Ground.

The King’s Chapel is my favorite church in Boston to go inside–not because it is ornate, but because it is so unusual among US churches.

Built originally as an Anglican Church in the 18th century, the church has enclosed “boxes” instead of rows of pews.

Originally, prominent families who were members of the church would have a box of their own that they would sit in each Sunday.

The King’s Chapel still has an active congregation–but these days, instead of Anglicans, Unitarians call the chapel home.

Sample the original Boston Creme Pie at the Omni Parker House.

Think you need to make a reservation and sit down to a meal to eat the original Boston Creme Pie?

You definitely don’t!

The Omni Parker House has a small shop on the first floor selling the delicious cakes, and stopping to pick one up is a great way to sample the flavor without eating up too much of your one day in Boston (pun intended).

If you want to also try the original Parker House rolls (which are, in fact, delicious), then consider following in the footsteps of Ulysses S. Grant, John F. Kennedy, Franklin D. Roosevelt, and many more by planning a meal ( or even an overnight stay ) at the Omni Parker House as well.

Stop to admire the Old Corner Bookstore.

The former home of Anne Hutchinson has acted as a bookstore, an apothecary, a private home, a Boston Globe souvenir shop, a diamond store, and now a Chipotle: talk about evolution!

The building is still worth a nod as you go by, though (and is officially part of the Freedom Trail, despite its concurrent status as a place to grab a burrito).

The Old Corner Bookstore also happens to be set right across from the Irish Famine Memorial–a striking statue worth taking a look at during your day visiting Boston.

Pay a visit to the Old State House and the site of the Boston Massacre.

As the oldest surviving public building in Boston, the Old State House has seen more than its fair share of American history!

This building was once the seat of the colonial government, then became the seat of the Massachusetts state government, and eventually Boston City Hall.

And, of course, it was the site of an important moment in the American Revolution: the Boston Massacre, which is commemorated with a plaque in the exact location of the altercation.

The Old State House has been a museum since the 19th century, after more than 100 years in public service and a brief stint as a commercial building.

As you wander your way through Boston on your way to the Old State House, be sure to note the Old South Meeting House along the way!

Head to the Boston Market District to browse (and snack).

The Market District is easily one of the most iconic places to visit in Boston, and a must-see when sampling Boston in a day!

Made up of several markets that are found in very close proximity to each other, there have been markets operating in this area since at least 1743.

Starting with the most famous (though not necessarily the best place to shop), keep an eye out for:

Faneuil Hall Marketplace

Made up of closely located Faneuil Hall, Quincy Market, South Market, and North Market, this is the heart of Boston’s historic market district.

It’s also one of the most touristy places in the USA, comparably with places like Fisherman’s Wharf in San Francisco or Navy Pier in Chicago .

It’s definitely worth stopping by this historic spot during your day in Boston, but we wouldn’t recommend spending long here (and based on the usual levels of crowds, you probably won’t want to).

Boston Public Market

Looking to purchase some New England specialties, whether to devour immediately or to take home as souvenirs?

Boston Public Market is the perfect spot for that: featuring exclusively New England-based products and companies, you can pick up anything from produce to donuts to crafts here.

This is one of my favorite spots in Boston–and not just because of how good the ice cream is!

If you’re lucky enough to have your 24 hours in Boston overlap with a Friday or Saturday, be sure to swing by Haymarket (located right in front of the Boston Public Market) to check out a fabulous farmer’s market!

Pause at the New England Holocaust Memorial.

Right in between the Boston Public Market/Haymarket area and the Faneuil Hall Marketplace sits the sobering New England Holocaust Memorial.

It takes very little time to walk through–no line, no entrance fee–but is absolutely worth taking a moment to slow down and appreciate.

Make your way into the North End for some sightseeing.

Boston’s North End (also known as “Little Italy”, though you won’t catch a local calling it that) is the oldest neighborhood in Boston and a fascinating sort of place.

Once a neighborhood popular with Italian immigrants, today it is more popular with tourists thanks to its beautiful architecture, many historic sights, dozens of restaurants, and famous pastry shops.

Here are a few things to be sure to check out when visiting the North End!

Paul Revere House

The oldest remaining building in downtown Boston once belonged to none other than Paul Revere!

Whether you head inside for a tour as part of your one day Boston itinerary, or simply admire the facade as you stroll by, be sure to note this piece of American history sitting in the North End.

Old North Church

And speaking of Paul Revere…

The whole “one if by land, two if by sea” story?

That lantern was said to have been hung here, at the Old North Church (which also happens to be the oldest church in Boston that is still standing today).

You’ll find a statue of Paul Revere on his horse nearby as well.

Copp’s Hill Burying Ground + The Spite House

Boston’s second-oldest cemetery holds more than 1200 marked graves that include plenty of notable burials from the colonial era… but that’s not the only reason to visit.

Right across the street from Copp’s Hill Burying Ground sits the Spite House (also known as the Skinny House), which is home to one of my favorite Boston stories.

As the story goes, two brothers inherited land from their father.

While one was away serving in the American Civil War, the other brother built a large home, taking over part of the soldier’s inheritance.

When the soldier returned home, he built the “Spite House”–incredibly skinny, and yet incredibly effective at blocking his brother’s view.

The legitimacy of the story is somewhat questionable, but it’s a classic Boston tale.

Enjoy an Italian-American dinner in the North End.

While the North End is indisputably touristy today, it still serves up incredible Italian-American food… if you know where to look.

Like many iconic neighborhoods around the world, you’ll find a mix of mediocre-to-terrible tourist traps and delicious restaurants here, so it’s imperative to check reviews before sitting down!

We have loved our experiences at both Ristorante Euno and Tresca (pictured below: everything was delicious, but their house special of chicken parm made with vodka sauce was a standout!).

Not in the mood for Italian-American food?

I can’t say I understand, but you do have options!

The Bell in Hand Tavern (the burger is one of my favorites) and the Union Oyster House are both Boston classics that you can find nearby, and Neptune Oyster is another excellent option (I’m not an oyster fan and found plenty of tasty options when visiting).

More into ambiance than anything and not ready to hang up your sightseeing hat?

A scenic dinner cruise on the Boston Harbor might be right for you!

Book your dinner cruise on the Boston Harbor today!

… and some classic pastries for dessert!

If you’ve heard one thing about eating dessert (and specifically cannoli) in the North End, it’s probably about how delicious Mike’s Pastry is.

If you’ve heard two things, it’s probably that Modern Pastry is better and more “unknown”.

Here’s what we can tell you firsthand: Modern Pastry is tasty (though it’s no longer unknown and getting more popular every day), and the line at Mike’s Pastry is always too long for us to bother with (though we’ve heard from others it dies down sometimes–if you visit in the winter, you might get lucky!).

Looking for something slightly further off the beaten path?

We found the beautiful Caffé Vittoria thanks to my stepmom (a Boston local of 30 years) and it’s now our go-to pastry spot in the North End, with great prices, a beautiful interior, and delicious desserts.

If you know of one attraction in Boston, it’s probably the Freedom Trail.

This famous 2.5-mile sightseeing trail covers 16 historical sights related to American history in Boston and it is easily (and deservedly!) one of the most popular things to do in the city.

So don’t worry–it’s definitely on the list!

In fact, the vast majority of the  16 sights on the Freedom Trail  are covered as part of this one day Boston itinerary, including the Boston Common, Park Street Church, King’s Chapel, Faneuil Hall, every historical sight I discuss in the North End, and more.

By following this Boston itinerary, you’ll spend quite a bit of time walking the Freedom Trail, and you’ll have tons of opportunities to check out the brick markings that denote where it leads!

Rather than simply list something so vague and malleable as part of the itinerary, though, we wanted to be sure to give specific suggestions.

After all, the trail can be seen in any order and doesn’t need to be seen all at once!

With only 24 hours in Boston, you likely won’t be able to tour the interior of each building, but you’ll see them from the outside and can pick and choose which ones to enter.

With only 24 hours in Boston, we recommend staying somewhere close to a Boston T (metro) stop that is near the center of the action.

The North End is a tempting option, but it is fairly difficult to get in and out of.

Back Bay or the Historic Downtown area along the Freedom Trail are both ideal places to stay.

The Theatre District (near Downtown Crossing and Chinatown) is another solid option with a great central location.

If budget is an issue, you may need to go a bit further out. That’s not a problem–just make sure you’re within walking distance of a T stop!

For budget travelers not willing to sacrifice on location, the HI Boston Hostel is a great option.

Mid-range travelers will love the location (and breakfast) at the Boston Park Plaza .

Want access to a kitchenette in your room? Copley House features some studios and apartments!

For travelers looking to splurge, the Boston Omni Parker House Hotel has it all: history, a prime location on the Freedom Trail, plenty of ambiance, and of course, the original Parker House rolls and Boston cream pie served right on-site.

Check rates & book your stay in Boston today!

If you’re lucky enough to have more than 24 hours in Boston, it’s safe to say that you absolutely will not run out of things to do!

With a full weekend in Boston or more, the first things we’d recommend adding on would be plenty of time exploring the neighborhood of Back Bay, getting out on the water with a whale-watching cruise or harbor cruise , and visiting at least one museum.

Boston is chock full of world-class museums, but you can’t go wrong with the Isabella Stewart Gardner Museum (the Venetian-style building alone is worth a visit, and the museum is famously the victim of a heist ), the Museum of Science, or the Boston Tea Party Ships and Museum (especially if you’re visiting Boston with kids, but it’s fun for all ages).

Other fun things to do in Boston include visiting Fenway (or even attending a Red Sox game), saying hello to the penguins at the New England Aquarium, or digging into some of Boston’s hidden gems and visiting quirky attractions like the Mapparium (one of the most memorable maps we’ve ever laid eyes on!).

If you’d like to complete the Freedom Trail, the USS Constitution, and the Bunker Hill Memorial are both a bit further from the city center than the attractions covered in this one day Boston itinerary, but they’re well worth a visit!

And, while it doesn’t make sense with only 24 hours in Boston, if you are staying longer and checking out some of the above attractions, be sure to price out a Boston Go Card to see if it can save you money on your trip!

Here’s our full guide to 55 cool things to do in Boston.

Thanks in large part to the fact that Boston’s historic core was built long before horseless carriages took over the roadways, the best things to do with a day in Boston are found surprisingly close together!

This entire one day in Boston itinerary is found along a walkable route that takes about an hour in total to cover, though that depends highly on how much you meander in places like the Boston Common and Beacon Hill (and meandering is truly one of the best parts of visiting Boston).

Walking doesn’t appeal?

If so, the wildly popular Boston Duck Tour or a Hop-On/Hop-Off Bus Tour might be right for you.

If you want to trim just some walking, or need an efficient way to get back to your hotel at the end of the night, Boston’s subway system (the T) has several stops near this route that you can take advantage of.

If you’re driving into the city for the day, there’s a very convenient parking garage right under the Boston Common that will deliver you more or less right to the starting point of this Boston itinerary.

Alternatively, you could park in a garage outside the city center and take one of the commuter rails into the city (less convenient, but generally less expensive and allows you to avoid driving into the city center).

Pick and choose your indoor attractions (weather permitting).

This itinerary for Boston mentions several buildings-turned-small-museums that don’t take long to step inside individually, but add up to eat up a decent chunk of your day (and in the case of some, your wallet).

For places like the King’s Chapel, Old South Meeting House, Paul Revere’s House, etc., we’re assuming that you’ll see each from the outside as you walk the Freedom Trail, and pick and choose which to enter based on your personal sightseeing style.

And, you may be more inclined to spend more time inside museums on a winter day than a summer one!

Tickets generally run between $5 and $15 per adult for each attraction.

Some Freedom Trail attractions, like Faneuil Hall , the Boston Common, and the burying grounds, are free to visit.

Don’t want to walk? Consider a Duck Tour.

Cheesy? Yes.

Entertaining? Absolutely.

Boston’s Duck Tours are famous for the unmistakable truck-slash-boat contraptions that they cart tourists around in by both land and sea, and they’re very popular with visitors of all ages.

Corniness aside, if you’re looking for an excellent way to get an overview of Boston’s most famous sights and history without too much walking, a Duck Tour might be the right choice for you!

The tours do sell out, especially in the summer, so be sure to book in advance if you want to make a Duck Tour part of your 24 hour Boston itinerary!

Book your duck tour in Boston today!

… but wandering is at least half the fun.

I truly can’t overstate this enough: Boston is one of the absolute best cities in the US to explore on foot (personally, I’d say Savannah is the other city closest to its level, with places like New York , Charleston , and New Orleans also ranking extremely close).

If you arrive in Boston with dry weather and no mobility issues, wear your most comfortable shoes and spend the day hitting the pavement!

You’ll see and experience much more on foot in Boston than you would any other way, and hopefully have a lot of fun as you do.

Keep the season in mind.

Boston is an extremely seasonal destination, with sightseeing crowds peaking in the summer and fall (when the fall foliage is at its best in New England, the crowds are plentiful in Boston).

… but Boston can be enjoyed year-round.

Summer and fall may be most popular, but there are benefits to visiting Boston year-round… as long as you’re willing to bundle up!

Winter, while cold and dark, is a much less crowded time to spend a day in Boston (and it’s much easier on the wallet).

Spring brings temperamental weather, but increasingly longer days and the fun of watching the city wake up.

With a big enough coat and thick enough boots, we’d be happy to visit Boston year-round.

Make your dinner reservations in advance.

This itinerary for Boston in a day suggests having dinner in Boston’s famous North End… and while the experience is absolutely worth it, you don’t want to show up without a reservation!

The neighborhood’s restaurant scene is incredibly popular, and without planning ahead, you may end up finding yourself without a table–or worse, at a tourist trap restaurant rather than a delicious one.

Same-day or next-day reservations are generally all that’s needed on weekdays and/or if you’re willing to eat on the early or late side, but ideally, it’s best to plan at least a couple of days in advance (or longer if you’re heading out on a summer Saturday night and are hoping to nab a table at a trendy new place).

Planning a trip to Boston soon, and want to keep reading?

You can browse all of our 100+ USA blog posts here , or check out these guides:

• 55 Best Things to Do in Boston (+ Travel Tips!)
• 21 Best Places to Visit in New England
• 17 Fun Weekend Getaways from Boston
• 15 Amazing Things to Do in Acadia National Park
• 15 Wicked Fun Quotes About Boston

Take This Map With You! Click each highlight to pull up the name of the destination. To save this map to “Your Places” on Google Maps, click the star to the right of the title. You’ll then be able to find it under the Maps tab of your Google Maps account! To open the map in a new window, click the button on the top right of the map.

About Kate Storm

In May 2016, I left my suburban life in the USA and became a full-time traveler. Since then, I have visited 50+ countries on 5 continents and lived in Portugal, developing a special love of traveling in Europe (especially Italy) along the way. Today, along with my husband Jeremy and dog Ranger, I’m working toward my eventual goal of splitting my life between Europe and the USA.

Leave a Comment Cancel reply

4-Day Boston Itinerary

Navigate forward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Navigate backward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

• Boston in 4 days
• 1-Day Boston Itinerary
• 2-Day Boston Itinerary
• 3-Day Boston Itinerary
• 5-Day Boston Itinerary

Table of contents

Day 1: most popular attractions, day 2: south side of town, day 3: off the beaten path, day 4: proximity is everything, faneuil hall marketplace.

Boston Harbor City Cruises

New England Aquarium

Christopher columbus waterfront park, the paul revere house, boston public market, citizens bank opera house, where to eat, union square donuts, the daily catch north end, bostonia public house, mare oyster bar.

Track your travel spending and split costs with friends

Plan your trip. Keep your budget organized. Split the cost between tripmates. Wanderlog does it all.

Fenway Park

Museum of fine arts, boston, isabella stewart gardner museum, el pelón taqueria, phinista cafe.

Don’t forget to pack anything

Stay organized with a to-do list, packing list, shopping list, any kind of list.

Boston Common

Boch center - wang theatre, norman b. leventhal park, old state house, public garden, charles river esplanade, phở pasteur, haley.henry, clover food lab, saus boston.

All travel reservations in 1 place

Never dig through your emails again — access all your flights, lodging, and any reservations in 1 place.

Museum of Science

Bunker hill monument, uss constitution museum, old north church, trinity church, saltie girl, thinking cup, regina pizzeria, tasty burger.

Perfect for road trips

See time and distance between places, and optimize your route to get the most of your day.

Top searches in Boston

Popular road trips from boston, what's the weather like in boston.

It depends on when you visit! We've compiled data from NASA on what the weather is like in Boston for each month of the year: see the links below for more information.

• Weather in Boston in January
• Weather in Boston in February
• Weather in Boston in March
• Weather in Boston in April
• Weather in Boston in May
• Weather in Boston in June
• Weather in Boston in July
• Weather in Boston in August
• Weather in Boston in September
• Weather in Boston in October
• Weather in Boston in November
• Weather in Boston in December

All road trips from Boston

• Boston to New York City drive
• Boston to Washington DC drive
• Boston to Montreal drive
• Boston to Orlando drive
• Boston to Philadelphia drive
• Boston to Toronto drive
• Boston to Chicago drive
• Boston to Niagara Falls drive
• Boston to Newport drive
• Boston to Baltimore drive
• Boston to Quebec City drive
• Boston to New Orleans drive
• Boston to Portland drive
• Boston to Ogunquit drive
• Boston to Nashville drive
• Boston to Conway drive
• Boston to Ottawa drive
• Boston to Gatlinburg drive
• Boston to Atlanta drive
• Boston to Mystic drive
• Boston to Williamsburg drive
• Boston to Pittsburgh drive
• Boston to Savannah drive
• Boston to Cleveland drive
• Boston to Provincetown drive
• Boston to Atlantic City drive
• Boston to Charleston drive
• Boston to St. Augustine drive
• Boston to Gettysburg drive
• Boston to Miami Beach drive

Explore nearby places

All related maps of boston.

• Map of Boston
• Map of Chelsea
• Map of Somerville
• Map of Cambridge
• Map of Everett
• Map of Brookline
• Map of Winthrop
• Map of Revere
• Map of Malden
• Map of Medford
• Map of Arlington
• Map of Watertown
• Map of Belmont
• Map of Melrose
• Map of Milton
• Map of Winchester
• Map of Newton
• Map of Quincy
• Map of Saugus
• Map of Nahant
• Map of Stoneham
• Map of Waltham
• Map of Lynn
• Map of Woburn
• Map of Dedham
• Map of Wakefield
• Map of Lexington
• Map of Needham
• Map of Swampscott
• Map of Braintree
• Map of Weymouth

Boston throughout the year

• Boston in January
• Boston in February
• Boston in March
• Boston in April
• Boston in May
• Boston in June
• Boston in July
• Boston in August
• Boston in September
• Boston in October
• Boston in November
• Boston in December

Looking for other day-by-day itineraries in Boston?

Check out our other curated itineraries that are also filled with jam-packed days:

Day itineraries for nearby cities

• 4-Day Cambridge Itinerary
• 4-Day Somerville Itinerary
• 4-Day Quincy Itinerary
• 4-Day Brookline Itinerary

• Itinerary + map in one view
• Live collaboration
• Auto-import hotels and reservations
• Optimize your route
• Offline access on mobile
• See time and distance between all your places

Jetsetting Fools

Travel Far. Discover More. Spend Less.

Boston Itinerary: A Weekend Trip To Boston, MA

Welcome to JetSetting Fools, here you will find our best travel tips for destinations worldwide. Some of the links on this site are Affiliate Links and if you use them to make a purchase, we may earn a commission. For more information, read our Disclosure Policy .

On a Boston weekend trip, visitors have an array of options regarding how to spend their time. In our Boston Itinerary, we feature a range of activities so that travelers can get a taste of all the city has to offer!

Weekend Trip to Boston Itinerary

One of the great things about Boston is that it is fairly compact and walkable. Our Weekend in Boston Itinerary is designed to insure you see the top sights and partake in the best events. 

We highlight top Boston attractions and intriguing neighborhoods – as well as historic places and iconic eateries. Our detailed itinerary for a Boston getaway weekend is all you need to plan your trip!

3 Days in Boston

The first question many travelers ask is, How many days in Boston for a trip? For our weekend getaway, we outline the best way to see Boston in 3 days. We believe visitors can squeeze the top things to do in Boston into a well planned 3 day trip.

Our 3-Day Itinerary assumes that you will spend a long weekend in Boston, arriving early on Friday or Saturday and staying until Sunday or Monday evening. However, as not all Boston vacations take place over the weekend, our trip plan can also be used for weekday visits.

Furthermore, we understand that not everyone is planning 3 days for Boston weekends. Some people are limited to visiting Boston in a day, while others are trying to plan a 5-Day Boston getaway. To help fellow travelers, we outline several sample itineraries with top tips on how to plan a trip to Boston for any timeframe! 

Planning a Weekend in Boston Itinerary

When we recently visited for a long weekend in Boston, it wasn’t our first trip to the city. Far from it, actually. Our previous Boston weekend trips had revolved around sporting events (admittedly, one of the best things to do in Boston), but we had missed out on some of the top sights.

On this weekend trip, we arrived with plans; big plans to see the Best of Boston! We were ready to spend a weekend in Boston that included visiting historic points of interest, exploring great neighborhoods and dining on local fare.

Armed with this detailed plan, we were ecstatic to finally have a complete Boston 3-Day Itinerary. Now, we are sharing those details to help you create your perfect weekend Boston trip plan!

Pro Tip:  Get (and stay) organized for your Boston Trip by using our Travel Planning Printables !

3-DAY BOSTON ITINERARY

Our Boston long weekend trip plan includes absolutely everything you need to know for visiting Boston in 3 days. In addition to our day-by-day Boston guide, we include tips for how to get there, where to stay and what to pack.

Save, Pin or Bookmark our Boston Travel Guide to plan your trip to New England!

Day 1: Freedom Trail, Famous Landmarks and Fenway Park

Day 1 of your Boston Weekend Itinerary is all about historic spots, local eats, lush parks and the Red Sox! After getting situated in your accommodations (suggestions below), start your trip by visiting top Boston sights and taking in a baseball game at famous Fenway Park.

Freedom Trail Boston

Walking the 2.5-mile Freedom Trail is a must-do activity on weekend trips to Boston. The full route includes 16 of Boston’s top historic sites – all of which played a role in shaping the future of the Untied States of America. 

Sights on the Boston Freedom Trail

The Freedom Trail sights are listed in order so that you end in Boston Common and then continue on from there.

Technically, this is considered walking the trail backwards, but we believe that it makes more sense to complete the route in reverse. The order of the stops doesn’t actually matter. In fact, you can pick and choose which sights you want to see if you have other interests for things to see in Boston in three days. 

Freedom Trail Route and Sights

Our recommendations is to begin your Freedom Trail Walk in Boston at Bunker Hill. 

• Bunker Hill – An obelisk monument marking the first battle of the Revolutionary War; visitors can climb up the tower and visit the nearby museum. 
• USS Constitution Museum  – Nicknamed Old Ironsides, it is the oldest US warship still floating.
• Copp’s Hill Burying Ground – Historic cemetery for North End residents.
• Old North Church and Paul Revere Statue – Boston’s oldest church, which is most well-known for it’s part in the start of the American Revolution – One if by land, two if by sea.
• Paul Revere House – The home where Paul Revere lived in the late 1700s.
• Faneuil Hall – The site of America’s first ‘Town Hall Meeting’ and a place where many events of the American Revolution occurred. 
• Boston Massacre Site – The site of the clash between residents and Redcoats in March 1770. 
• Old State House – The oldest public building in Boston (circa 1713).
• Old South Meeting House – The site of countless meetings and speeches that led to the events of the Boston Tea Party; now a museum. 
• Old Corner Bookstore – Built in 1718; it ranks as the oldest commercial building in Boston.
• Ben Franklin Statue and Boston Latin School – The oldest public school in the United States, established in 1635, which was attended by Benjamin Franklin.
• King’s Chapel and Burying Ground – An Anglican church (Boston’s first) dating to 1686.
• Granary Burying Ground – Cemetery dating to 1660 where many famous residents – such as John Hancock, Samuel Adams and Paul Revere – are buried.
• Park Street Church – Founded in 1809, the steeple rises 217 feet; it was one of the tallest structures in Boston when it was built. 
• Massachusetts State House – Gold-domed building housing Massachusetts government since 1798.
• Boston Common – The city’s first (and best!) green space.

Freedom Trail Tour or Self-Guided Walk for your Weekend in Boston?

On your long weekend Boston trip, you will need to decide if you want to join a guided walking tour or complete the Freedom Trail on your own. There are pros and cons to both.

Guided Tour of Boston

An engaging guided tour – like this one – features a local who will provide facts about the history of Boston. Best of all, they will lead the way. However, you will be on the guide’s timetable and will likely not have the opportunity to go inside some of the sights. 

Boston Self-Guided Walk

Visitors can also opt to do a Self-Guided Freedom Trail Walk. The route is fairly easy to follow – as it is marked by a red stripe through the streets of Boston. Plus, all 16 Freedom Trail destinations include informational plaques. For more interesting facts along the way, you can download an audio guide . 

Those exploring on their own will be able to enter sites along the way and make a few detours to other nearby Boston points of interest. Expect the walk to last at least 2 hours, but it could take longer depending on your curiosity, pace and detours. We recommend getting an early start and finishing the trail by mid-afternoon.

Pro Tip: If you choose to complete the route in the opposite direction, just make your way back to Boston Common using the subway (just called the T). Either the Green or Orange line will get you there! 

Lunch on the Freedom Trail

There are plenty of places to stop to eat along the Freedom Trail, however we have a few suggestions. All of our recommended Boston restaurants for lunch are in the North End neighborhood along the Freedom Trail route. 

Quincy Market

Faneuil Hall is an official stop on the historical Freedom Trail. Part of a complex of buildings called Faneuil Hall Marketplace, it also includes the Quincy Market. The historic Boston marketplace dates to the mid-1800s and today it is packed with many famous eateries.

The Bell in Hand Tavern

We love the classic pubs in Boston – and The Bell in Hand Tavern is one of the best! Located along the Freedom Trail (but not an official stop), The Bell in Hand Tavern claims to be the oldest tavern in America. 

Lobster Rolls

If you are looking for a scrumptious seafood lunch, then a Boston ‘Lobstah’ Roll is the way to go! These two restaurants in Boston are well-known for their Lobster Rolls: Neptune Oyster in the North End and Union Oyster House in downtown.

Boston Public Market  

An upscale, indoor market, Boston Public Market features 30 local vendors, including numerous chic eateries. The market is across the street from The Bell in Hand. 

Boston Common and Public Garden

Anyone visiting Boston in a weekend will want to spend some time on the Common. Established in 1634, it’s the oldest park in the USA. Stroll through the space from east to west, passing by the popular Frog Pond and walk into Public Garden. 

Boston Public Gardens is a botanical garden (the first in America) and opened in 1838. The two most popular sights are the Swan Boats and the Make Way for Ducklings statue. It is highly recommended that you include paddling a Swan Boat to your Boston trip planner!

Back Bay Boston

Built on reclaimed land along the marshy banks of the Charles River, the affluent Back Bay neighborhood features wide, tree-lined boulevards and Victorian Brownstones. However, Back Bay also thrives as a commercial hub and one of the top shopping destinations in Boston. The district is a must-see when you visit Boston for the weekend.

At the heart of the district is Copley Square, which is where the famed Boston Public Library stands. Other significant Back Bay structures include 200 Clarendon Street (formerly the John Hancock Tower), Trinity Church and the Prudential Tower.

Pro Tip : Get an overview of the Freedom Trail and Back Bay on a 2-hour guided tour of the area. This tour covers some ground and is highlighted by an entertaining recount of Boston’s history.

Red Sox Game at Fenway Park

This wouldn’t be the Best Boston Itinerary if we didn’t include watching the Red Sox! End the first day of your Weekend in Boston Itinerary watching a baseball game at legendary Fenway Park. Built in 1912, Fenway reigns as the oldest MLB ballpark. It’s also one of the smallest so be sure to buy tickets in advance!

If the Red Sox are away or you are visiting Boston outside of the baseball season, you can take a Fenway Park Tour of the stadium instead. The engaging tour is a must for baseball fans. Get the details!

Pro Tip : You can catch a glimpse of the ballpark from the iconic Bleacher Bar. Occupying the former visiting team batting cages, The Bleacher Bar is situated beneath the Fenway bleachers with a window that provides a view of the outfield.

More Evening Boston Entertainment

Baseball isn’t the only sport in the city! The Boston Celtics (basketball) and Boston Bruins (ice hockey) teams play in the city center TD Garden Arena. The New England Patriots (NFL) play in nearby Foxborough at Gillette Stadium. 

Not a sports fan? No problem! Instead of including a sporting event in your Boston Weekend Itinerary, spend an evening in the bustling Boston Theater District watching a theatrical performance or comedy show. 

Day 2: Harvard, Cool Districts and Boston Beer

Today you’ll visit one of the most prestigious University campuses in the world, explore iconic neighborhoods and end the day on an brewery tour.

Impressive and classic, the Ivy League Harvard campus is just a short jaunt from Boston. Simple to reach using public transport, it’s a must to include in your 3 Day Boston Itinerary. Visitors can wander the campus to top sights, like Harvard Yard, then head to the Mr. Bartley’s Burgers, an institution since 1960 that serves up wicked good burgers.

Pro Tip : If you’d prefer not to discover Harvard sights on your own – join an informative student-guided tour to all the important spots!

Beacon Hill

When deciding what to do in Boston for a weekend, we highly recommend adding Beacon Hill to your list! Perhaps the most picturesque neighborhood in Boston, Beacon Hill (located on the north side of Boston Common) is home to landmark sights and quaint lanes.

Visit the golden domed Massachusetts State House, picture-perfect Acorn Street and the well-to-do Louisburg Square. The original Cheers bar, which provided inspiration for the 1980s sitcom of the same name, is located in Beacon Hill and is a great spot for lunch and a beverage.

Pro Tip : Visitors to the Beacon Hill neighborhood can also embark on the 1.5-mile Black Heritage Trail. The 10-sight route features houses and buildings that celebrate the history of the Black community and explains events that took place during the American Civil War. Follow the signs or get more information (and an audio tour) on the National Park Service website . 

South Boston

Next up on your Boston visit is the once rough and tumble neighborhood of Southie. Made famous in movies like Good Will Hunting and The Departed, the area has seen a flurry of gentrification in recent years. Southie has transformed from a gritty district into another one of Boston’s hip places to live, eat and play.

Now re-branded as SoBo – it still has a few old school haunts, but it is quickly becoming known for its upscale bars and gourmet eateries. Some of the places to visit in Southie include Dorchester Heights and the Monument, Joe Moakley Park and Medal of Honor Park. The Harborwalk, a 40-mile coastline path, connects Southie east to Pleasure Bay and Castle Island and south to the UMass Boston campus.

Pro Tip: Summertime visitors might consider heading to one of the South Boston beaches. Carson Beach and Pleasure Beach are our two top picks for sunbathing – but any stretch of the shoreline is fun to explore!

Boston Brewery Tour

Boston has a long and interesting history with beer. So naturally, when you plan a trip to Boston, hoisting a few pints should be on your list! 

The classic taverns and historic brewpubs – some of which date to the city’s founding in the mid-1600s – are excellent places to socialize. There are also a hefty number of Boston craft breweries where you can take a tour and get a taste as well. You can create a DIY brewery tour for your Weekend in Boston Itinerary with this list of breweries .

However, joining an organized Boston brewery tour is likely a lot more fun! Evening beer tours – like one of these – include samples, transportation and dinner.

Day 3: Boston on the Water

On the final day of your Boston trip itinerary, start off exploring the New England Aquarium. Next, get a taste of clam chowder, head out on the water and then eat a divine seafood meal on Boston Harbor. 

New England Aquarium

A must-see in Boston for 3 days, the New England Aquarium is a top attraction. The site should definitely be on a Boston family vacation itinerary.

Located on Central Wharf, the aquarium is a 4-level facility that features a massive fish tank and a variety of sea life. Top attractions are the penguins, seals and the you-can-touch tidepools. 

Pro Tip: Tickets can be purchased at the aquarium or visitors can use the Boston CityPass for entry. The card is also valid for harbor cruises, the Museum of Science and other Boston tourist attractions. 

Lunch of Clam Chowder at Boston Sail Loft

There are countless restaurants to get a good bowl of chowda in Boston, but far and away our favorite place is Boston Sail Loft. Perched over the water, the relaxing restaurant serves up a delectable and creamy clam chowder to a mix of locals and tourist.

Other dishes that we love at Sail Loft are the lobster roll – which is piled high with huge pieces of tasty lobster – and the absolutely decadent potato skins.

Pro Tip: If the weather is nice, try to get a seat outside on the small deck! 

Duck Boat Tour Boston

After spending the better part of three days in Boston on your feet, it’s time to sit back, relax and enjoy a ride. Wrap up your fun weekend in Boston on a Duck Boat Tour !

The famed Boston Duck Boat Tours use replica World War II amphibious road-and-waterway DUKW vehicles. They are able to take tourists for a spin around the streets and then a cruise on the river. The narrated tours offer a unique vantage point to some of Boston’s top landmarks while perched above the streets and on the Charles River. It’s the perfect final activity for your Boston Itinerary!

Pro Tip: If the Duck Boat just isn’t your style, instead consider taking one of the fun Boston Harbor cruises. Options include the historic Boston Harbor Cruise ( get the details) or the ever-popular Whale Watching Tour ( reserve your seat ).

Seaport District Restaurants

Seaport – or the South Boston Waterfront – is another recently revitalized area. Appealing to tech and innovation companies, the hip harbor front is a mixed-use Live, Work, Play district.

Seaport also features more than 80 places to eat, making it one of the top dining destinations in Boston. Home to numerous Boston seafood restaurants, we recommend eating at one of the city’s highly rated spots, like The Barking Crab or Legal Harborside.

Going out in Boston Seaport isn’t only about eating! For after-dinner drinks, head up to the swanky Lookout Rooftop and Bar or grab a swing at The Lawn on D. For something a little more down to earth, check out Harpoon Brewery.

More Things To Do in Boston, Massachusetts

We’ve highlighted the best activities in our Boston Weekend Itinerary, but fellow travelers may want to include these alternate attractions on their visit. 

Boston Museums

Learn about the city’s history or appreciate fine art at the best museums in Boston! You can easily add one of these fascinating museums to your 3 Days in Boston Itinerary by swapping out some neighborhood exploration or the Duck Boat Tour. 

Boston Tea Party Ships and Museum

Follow the story of the Boston Tea Party, which was a pivotal event in America’s history, through engaging exhibits, historic artifacts and interactive displays. Buy tickets!

Museum of Fine Arts Boston

The Boston Museum of Fine Arts – or MFA – features more than 450,000 works of art and entertains more than 1 million visitors each year. The space ranks as one of the largest art museums in the world with collections that span centuries.

Isabella Stewart Gardner Museum

From the late 1800s through the early 1900s, Isabelle Stewart Gardner amassed an impressive collection of art works. These include masterpiece paintings, tapestries and rare books. The world-class art exhibits are displayed in her beautifully designed, Venetian-inspired mansion. 

Mapparium Museum Boston

A gigantic stained-glass globe, the Mapparium Museum inside the Mary Baker Eddy Library introduces visitors to an intriguing look at the world circa 1935. Renovated for modern times, the 3-story museum now features a light and sound show.

Day Trips From Boston

We have packed our Boston 3-Days Itinerary to the brim, but there is more to see in New England! Travelers interested in regional exploration – rather than neighborhood discovery – might want to add a highly-rated tour into their Boston Itinerary. While there are numerous short trips from Boston, we are highlighting a few of the most popular.

Boston Tours to Martha’s Vineyard

A summer colony for celebrities and the wealthy, Martha’s Vineyard is a beautiful place to see. On a full-day tour from Boston, visitors travel by mini-coach along the coast to Cape Cod, then board a ferry to the island. Once on Martha’s Vineyard, participants can choose to explore on their own or upgrade their experience to a guided tour. Find out more!

Plymouth Colony Trip from Boston

Take a day trip from Boston back in time! Visit the Plimoth Plantation – a recreation of the 17th century Plymouth Colony established by Pilgrims. Then see Plymouth Rock – where the English colonists landed, and other historical sites on an all-day tour. Get the details!

Salem, Massachusetts

Well-known for the infamous Salem Witch Trials of 1692, Salem is a historic coastal town that is not far from Boston. Visitors can make the trip from Boston to Salem on their own using the convenient ferry and then join a walking tour once in Salem.

How Many Days Do You Need to Visit Boston?

Boston is diverse, historic and modern. Shabby and chic. Lively and relaxing. Therefore, determining how many days to spend in Boston can be tricky.

We love the city – and could easily spend weeks there. That said, to really get a good feel for it, we believe 3 days in Boston is ideal. That’s not to say if you are limited to a Boston One Day Itinerary you should skip it. Even with limited time, our sample itineraries will show you how to visit Boston!

Boston in 1 Day Itinerary

For a One Day Boston Itinerary, we recommend following Day 1 from above. If there is no sporting or cultural event during your visit, instead take the Brewery Tour or a Boston Food Tour .

Pro Tip : Visitors pressed for time can streamline their One Day in Boston Itinerary with a convenient self-guided tour on the extremely popular Boston Trolley ! 

2 Days in Boston Itinerary

To create the ultimate Boston in 2 Days Itinerary, we recommend simply following Days 1 and 2 of our above outlined itinerary. With this trip plan, you can get a really good feel for the city. If time allows, squeeze in the duck boat tour after exploring Southie for a fun way to finish off the trip!

However, if you are planning what to do in Boston for 2 days for a family trip, then we recommend using Days 1 and 3 from above. The aquarium and boat trip will likely be more interesting to kids than neighborhood discovery. 

Boston 4-Day Itinerary

To plan a Boston Itinerary for 4 Days, we recommend using our detailed outline for 3 days, then add one of the top Boston day trips. Alternatively, if you want to stay in the city and on foot, we recommend delving into a neighborhood that you skipped – or taking a longer stroll on the Harborwalk.

Boston Itinerary 5 Days

To create a 5 days in Boston Itinerary, we recommend using our above suggestions for 4 days then visit some of the city’s famous museums. You could also attend another event or take an additional day trip!

New York – Boston Itinerary

Since New York City and Boston are in close proximity, they make perfect destinations to combine on an US East Coast Trip. 

If you are planning an itinerary that includes both Boston and New York, start big with our 1-Week New York Itinerary – then get all our advice on how to experience NYC on a Budget . Furthermore, you can add other East Coast cities to your trip – like Philadelphia and Washington DC .

Top Travel Tips For Trips in Boston

Now that you know how to visit Boston in 3 days, we have a few final travel tips and packing hacks for your trip!

When To Visit Boston

One thing to consider when planning a Boston trip is when to go. Personally, we believe autumn is the best time to visit Boston. However, there are reasons for visiting Boston in every season! 

Summer is a fantastic time for a Boston visit. The weather is usually sunny and dry and the days are long – which is ideal for sightseeing. Plus, the Red Sox are playing! However, Boston summers can get hot and humid. Additionally, prices for hotels and flights tend to peak during the summer months. 

The fall is an ideal time for exploring Boston. With slightly cooler weather and fewer fellow tourists, it is delightful to explore Boston on foot during the autumn months. The fall is also a fantastic time to delve into the spooky side of Boston on the Nighttime Ghost Trolley Tour !

Many travelers dismiss the idea of visiting Boston in winter – but it can be very romantic. Although the weather will be brisk, it is perfect for cozying up in a classic tavern, ice skating at Boston Common and visiting the excellent museums.

Springtime in Boston can be hit or miss. Travelers who go to Boston in the spring will beat the crowds (and likely find better prices, too). If the weather cooperates, it is a great time to see Boston and enjoy the spring blossoms!

How To Get to Boston

Boston can be reached by car, bus, boat, train or plane. On our Boston weekend trips, we have always flown into Boston Logan International Airport. Read our hacks for the best airfares , then start your search for flights to BOS on SkyScanner !

Boston Airport to Downtown Boston

To get from the Boston Logan Airport into the city, visitors can use public transportation, Uber/Lyft, private transport or  shared transport .

To get from Logan Airport to Boston via public transportation, it’s best to take the free Silver Line SL1 Bus into Downtown Boston. The last stop is South Station, which has Boston subway and other bus connections. 

Where To Stay in Boston for a Weekend Trip

We believe the best place to stay in Boston is downtown. A central location will put you within steps to our outlined activities of what to do in Boston in 3 days. 

There is a wide range of Boston accommodations – from luxury properties to Airbnb apartments to budget hotels.

Boston Airbnb

Generally, we prefer staying in Airbnb apartments. We have found that we can usually get more space (including a kitchen to make breakfasts) for less money than hotels. 

That said, on a short Boston weekend trip, it might not be the best option. Airbnb fees can add up quickly and it can be time-consuming coordinating check-in and check-out with your host. 

Weekend Itinerary Boston Hotels

Staying in a hotel is ideal on a weekend trip to Boston. While they do tend to be pricey, weekend Boston visitors can sometimes score a deal on downtown hotels that typically cater to business travelers. 

Top choices for the best location include Club Quarters (an affordable option in the heart of town) and Omni Parker House Hotel (a luxury stay that is close to everything). The citizenM is a hip and modern hotel in the nearby West End and can be a fun place to stay for Boston weekends!

What To Pack For Your Trip to Boston

Packing can be a chore! Be sure to read our Ultimate Packing List , but we have a few specific packing tips for your trip to Boston as well. Grab your FREE Packing Checklist and let’s get started!

Boston Weather Apparel

The weather in Boston is unpredictable. Summers are typically hot and humid and winters can be cold and wet – and spring and autumn can be anything in between!

For your trip to Boston for the weekend, be sure to pack clothing that can be layered. Regardless of the season, bring a travel umbrella or packable raincoat . 

Durable Walking Shoes 

In our 3-Day Boston Itinerary, we cover some ground! Be sure to pack comfortable travel shoes for your trip. Flat, rubber-soled shoes – like these Columbia shoes for women or Merrell trail shoes for men – are what we wear while walking Boston city streets.

Travel Camera for the Best Photos of Boston

As one of the most historic cities in America, Boston is gorgeous. If you are anything like us, you will be snapping a ton of pictures during your weekend getaway to Boston.

Rather than messing with your phone, we recommend upgrading to an actual camera . We use a Canon Rebel with a 18-135mm lens that takes great pictures…and it is easy to use! Best of all, it comes with a complete kit, which is a perfect budget option for beginner photographers !

Weekend Trip Boston Day Bag

Whether you travel with a backpack or a suitcase , you will definitely want a great day pack for your Boston trip. We like to carry these small backpacks for all our adventures. They are perfect for securing our phones, keys, camera and all of our everyday travel items .

Start planning your trip to Boston, USA ! Search for the lowest airfares , the best accommodations and fun things to do …then start packing !   Want more travel advice? Head over to our Travel Planning Page for tips on traveling – and for country-specific information, take a look at our Travel Guides Page !

More USA Destinations: East to West

There is no shortage of places to visit in the United States! Get inspired for your next trip with our list of the Best USA Destinations for Weekend Trips and check out our Top Underrated US Spots !

Are you venturing out West in the US? Be sure to read our detailed guides to Oregon , California  and Montana. How about a Weekend in San Diego ,  San Francisco , or the Mile High City of Denver ? We also have great tips for visiting Seattle , Portland, OR or Vancouver WA or an adventure in Malibu , Phoenix or Flagstaff AZ !

Pin it! See all of our travel pins on our JetSetting Fools Pinterest Board .

Share This Story!

• Click to share on Pinterest (Opens in new window)
• Click to share on Facebook (Opens in new window)
• Click to share on Twitter (Opens in new window)
• Click to share on LinkedIn (Opens in new window)

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

• Search Please fill out this field.
• Manage Your Subscription
• Give a Gift Subscription
• Sweepstakes
• Destinations
• Massachusetts

Boston Travel Guide

Boston is not only one of America's oldest cities, it's also one of the most walkable, and we'd even go as far as saying it's one of the easiest to explore. From the Italian roots of the North End to Boston's quintessential brick facades and New England charm, the city has historical and cultural fascination around every corner. First-time visitors wondering what to do in Boston will be thrilled to find that there is an activity to please every kind of traveler—Red Sox games for the sports fans, oysters shucked fresh at the Boston's best restaurants for the foodies, Freedom Trail walking tours for the history buffs, and public green spaces for relaxing in the summertime.

Boston is an intimate city, but its cultural breadth makes it feel like a much larger hub. You can feast on some of the country's best dim sum in Chinatown, then walk 15 minutes and be at a brewery by the water. You can go spend an afternoon at a world-renowned art museum and wind up at a Sox game that night, or start your day strolling the Harvard University campus and end the day taking in a concert at the legendary House of Blues.

Eastern Standard Time (Daylight Savings Time, seasonal. Dates vary)

Best Time to Go

The best time to visit Boston is from May to November. The late spring and summer months bring beautiful weather (temperatures reach nearly 70 by May and hover in the low 80s by July). Fall in Boston is picturesque, with Harvard University, MIT, and Boston University's campuses trimmed in foliage and temperatures slipping into the low 70s in September and low 60s in October.

Visiting in the late spring means catching the Bruins and Celtics close to the playoffs, but you'll want to avoid the graduation weeks in May if at all possible. The summer is lovely in Boston—it's not too hot, and while tourists flock to the city in June, July, and August, the student population clears out. Fall is by no means the off-season, with tourists continuing to arrive and students moving in, but visiting in September and October affords you some of the very best Boston weather. We'd recommend avoiding Boston travel from November to April, as these are the coldest, grayest months.

Things to Know

Boston Common is the oldest public park in the United States dating back to 1634.

Boston was the first U.S. city to build a subway line, the Tremont Street Subway built in 1897.

Another Boston first was Revere Beach, the first public beach in the country.

Boston baked beans, New England clam chowder, Boston cream pie, lobster rolls, and Fenway Franks are some of the foods associated with the city.

Boston's Beacon Hill neighborhood is one of the city's oldest communities, named for the beacon that once warned locals about invasions. Today it's a protected historic district, and its classic homes can be admired on a self-guided walking tour .

The National Park Service manages several of Boston's popular tourist sites.

How to Get Around

Trains: Public transportation in Boston runs through Massachusetts Bay Transportation Authority (MBTA), which offers two types of trains: the metro and the commuter rail. There are 13 commuter rail lines, all of which will take you out to various suburbs of the city. There is also a comprehensive metro—which Bostonians call "the T"—that runs throughout Boston and can easily bring you to most major attractions and neighborhoods in the city. The T has four lines—the red line, blue line, orange line, and green line—and is generally very easy to navigate. Find the subway map here .

You can purchase a CharlieCard , a reusable card to use on MBTA trains and buses.

Buses: The MBTA offers a vast number of city buses , all numbered and servicing different areas of the city. They also have Silver Line buses that go to Logan Airport from South Station.

Taxis: While taxis are not as abundant here as they are in, say, New York City, it's still simple to grab a cab at Logan Airport or at South Station (a central transportation hub where most buses and trains from other cities arrive). You can also, of course, call in advance for a taxi from a local cab company like Boston Cab Dispatch .

Car service: Uber and Lyft are available in Boston, as are black car services like Master Livery .

Best Hotels

Boston harbor hotel.

Address: 70 Rowes Wharf, Boston, MA 02110 Phone: (617) 439-7000 Book Now

The epitome of luxury hospitality in Boston, Boston Harbor Hotel is a five-star property right on the water with 232 rooms and suites. The centrally located hotel is walking distance to South Station, Faneuil Hall, and State Street. Guests will enjoy dining on-site at Rowes Wharf Sea Grille, exercising in the private health club, and languishing in the beautifully designed common areas.

Encore Boston Harbor

Address: 1 Broadway, Boston, MA 02149 Phone: (857) 770-7000 Book Now

Bringing Las Vegas hotel vibes to Boston, Encore Boston Harbor opened in 2019 offering the chic atmosphere promised by Wynn Hotels. In Everett, Massachusetts, it's slightly out of the way, but you can still make it to the heart of downtown Boston in 15 minutes by car. Encore Boston Harbor has a 24-hour casino and exemplary dining at Rare Steakhouse.

Four Seasons Hotel Boston

Courtesy of Four Seasons Hotel Boston

Address: 200 Boylston Street, Boston, MA 02116 Phone: (617) 351-2036 Book Now

Four Seasons Hotel Boston gives travelers a taste of the Back Bay and is near Boston's Freedom Trail and Beacon Hill. The hotel is perfect for long-term stays or families. Four Seasons Hotel Boston has a lovely heated indoor pool and on-site dining with views of the Boston Public Garden at Aujourd'hui Lounge. "You can tell that the staff of Four Seasons Hotel Boston considered every angle of the guest experience," said Liz Cantrell , a T+L senior editor.

The guest rooms were redone in 2019 and the property underwent a renovation of the public spaces in 2023. "The new design is stunning and reflects the Boston Public Garden and pays homage to the historic brownstones around the neighborhood of Back Bay," Cantrell added. "There are shades of green and botanical touches throughout the hotel, but I found the most stunning example to be the impressionist mural — depicting the Public Garden's flora and fauna — behind the reception desk."

XV Beacon Hotel

Address: 15 Beacon Street, Boston, MA 02108 Phone: (617) 670-1500 Book Now

Named for its address of 15 Beacon Street, XV Beacon Hotel is a five-star property with a boutique spirit and a historic facade. The beaux-arts building in the luxe Beacon Hill neighborhood of Boston is home to just 63 rooms, cultivating an intimate, exclusive feel. But even more remarkable is the fact that there are only seven rooms to a floor, which guarantees ample space and privacy in each guest room.

Kimpton Nine Zero Hotel

Address: 90 Tremont Street, Boston, MA 02108 Phone: (617) 772-5800 Book Now

On Boston's iconic Tremont Street, Kimpton Nine Zero is an inviting boutique hotel with complimentary wine happy hours and 190 rooms and suites with chic decor pieces (if you're lucky, you might end up with an Eames chair set by the window). The hotel sits at the intersection of Downtown Crossing, Beacon Hill, and the Financial District, and is a short walk to Faneuil Hall, Boston Common, the waterfront, and TD Garden for those keen on catching a Celtics or Bruins game.

The Liberty, a Luxury Collection Hotel

Address: 215 Charles Street, Boston, MA 02114 Phone: (617) 224-4000 Book Now

On Charles Street, The Liberty has North End charm with exposed brick-lined interiors and high-end Italian fare at Scampo. The hotel was once the Charles Street Jail, and the common spaces really play into that theme. Visit Alibi for cocktails and small plates "set in the old 'drunk tank' of what was Boston's historic Charles Street Jail," and their seafood restaurant called CLINK, also on-site.

The Charles Hotel

Address: 1 Bennett Street,Boston, MA 02138 Phone: (617) 864-1200 Book Now

The Charles Hotel is a Cambridge landmark located right in Harvard Square—situating it next to great coffee houses, music venues, shopping, and some of the most idyllic brick-lined streets in Cambridge. The rooms at The Charles Hotel are furnished with historic pieces from all over New England and some offer views of the Charles River. You'll also find high-end suites to accommodate larger families, including the Dean's Suite, Presidential Suite, and Chancellor's Suite.

The Verb Hotel

Address: 1271 Boylston Street, Boston, MA 02215 Phone: (617) 566-4500 Book Now

A boutique, three-star hotel near Fenway Park known for keeping the spirit of rock music alive, The Verb Hotel features eclectic music-inspired decor and vibrant colors. The vibe in the rooms and common spaces is very retro-chic, and the hotel has an outdoor pool and lively pool deck. You can also dine on-site at The Verb's sushi restaurant, Hojoko.

907 Main Hotel

Address: 907 Main Street, Boston, MA 02139 Phone: (617) 354-9907 Book Now

A boutique hotel in Cambridge, 907 Main Hotel just opened in fall 2020 as a city venture by independent New Hampshire hotel company Hay Creek Hotels. In the buzzing Central Square, 907 is minimalist and cozy with a rooftop bar (the only rooftop bar in Central Square, in fact). And it's close to both Harvard University and MIT.

The Newbury Boston Hotel

Address: 1 Newbury Street, Boston, MA 02116 Phone: (617) 536-5700 Book Now

The Newbury Boston Hotel opens in spring 2021 and will sit at the intersection of Newbury and Arlington streets. Formerly the Taj Boston Hotel, this iconic property at 1 Newbury Street was originally a Ritz-Carlton when it opened in the 1920s. Located in the Back Bay, one of the famously high-end neighborhoods of Boston, The Newbury is walking distance to the Boston Public Garden and a myriad of other Boston attractions.

Best Restaurants

Neptune oyster.

Address: 63 Salem Street #1, Boston, MA 02113 Phone: (617) 742-3474 Website

An iconic North End seafood restaurant, Neptune Oyster serves great lobster rolls and the freshest of fish. But most patrons come for the oysters, as Neptune features eight or nine varieties, as well as for the clams, which are served fried or on the half shell. You'll have to navigate the mad scramble for the coveted seats at the counter, or wait a while for a table in this intimate but lively space, but it's worth it either way.

Oleana Restaurant

Address: 134 Hampshire Street, Cambridge, MA 02139 Phone: (617) 661-0505 Website

Oleana Restaurant is a signature Cambridge restaurant featuring outstanding Turkish and Middle Eastern cuisine, and an imaginative mix of small plates with bold flavors. A popular place that generally requires reservations, you'll be exposed to a creative use of spice blends, delicious leafy vegetables, and a classic cassoulet .

The Boston Sail Loft

Address: 80 Atlantic Avenue, Boston, MA 02110 Phone: (617) 227-7280 Website

When you think of the Seaport District, your first thoughts may stray to tea being dumped in the harbor. But as more and more restaurants are calling this area home, visitors have flocked to the Seaport for a wide range of cuisines. The Boston Sail Loft, winner of multiple Best Clam Chowder in Boston awards, may be no-frills, but it certainly has a lot to offer, including their broiled fresh scrod that's sure to please.

Santarpio's Pizza

Address: 111 Chelsea Street, Boston, MA 02128 Phone: (617) 567-9871 Website

An East Boston landmark for more than 100 years, now with a location in Peabody, too, Santarpio's is in the Pizza Hall of Fame. Four generations of Santarpios have been assembling "upside-down" pizzas—toppings, cheese, and then sauce—on a thin crust that is unequivocally regarded as the best pizza in the city. It's hard to find, in the shadows of Logan Airport, but it's where discussions about great pizza begin and end.

Tatte Bakery & Cafe

Address: Multiple locations Website

It's not often that a bakery starts from one's home and in 14 short years expands to 18 brick-and-mortar bakeries, including two in Washington, D.C.. Nor is it easy for a bakery to be gluten-free, but Tatte's does have a "gluten-friendly" menu that's a big hit. While pastries and desserts are a big draw for patrons, Tatte's does have a dinner menu, an all-day menu, and a weekend brunch.

Christina's Homemade Ice Cream

Address: 1255 Cambridge Street, Cambridge, MA 02139 Phone: (617) 492-7021 Website

Featuring some of the area's finest homemade ice cream, this Cambridge institution has been hand-cranking out its product for almost 30 years. Conveniently located between Harvard and MIT, Christina's is known not only for its innovative and bold flavors, but for the sheer number of flavors that practically forces you to return multiple times. Thankfully, it's open seven days a week.

Address: 1 Huntington Avenue, Boston, MA 02116 Phone: (617) 412-4600 Website

Part of the Columbus Hospitality Group, operating seven restaurants and two hotels in the Boston area, Sorellina brings contemporary Italian-Mediterrranean cuisine to historic Copley Square. The extensive wine list is sure to impress, and their knowledgeable staff complement the "warm-modern design and chic decor" that brings loyal patrons back again and again.

Modern Pastry

Address: 257 Hanover Street, Boston, MA 02113 Phone: (617) 523-3783 Website

In the ongoing cannoli wars in the city's North End, Modern consistently earns top prize. A family-owned business dating back 90+ years, their hand-crafted pastries attract such a following that lines often snake out the door and around the corner. Want something other than a cannoli? Try their carrot cake, ricotta pie, or their delicate pizzelle.

Address: 9 East Street, Boston, MA 02111 Phone: (617) 654-9900 Website

Omakase, a form of Japanese dining where patrons leave themselves entirely in the hands of the chef, is elevated to art form at O Ya. If you don't wish to splurge on omakase, the sushi à la carte is exceptional, and there's a nice range of sakes available to complement the sushi.

Mamma Maria

Address: 3 N Square, Boston, MA 02113 Phone: (617) 523-0077 Website

Mamma Mia is a Boston institution, featuring regional Italian dishes that leverage the local markets, and the bountiful New England produce, meats, and seafood. Romantic, old-world, and authentic are some of the adjectives used to describe this intimate restaurant overlooking North Square, with its cobblestones and historic buildings that transport you back in time.

Address: 21 Bow Street, Somerville, MA 02143 Phone: (617) 616-5319 Website

Union Square in Somerville, just across the Charles River from Boston, is home to this gem of a restaurant, serving luscious Peruvian food. As you immerse yourself in Andean culture, you'll be guided through the staples of Peruvian cuisine, like slow-cooked stews and ceviches. The original "closed-door" in-home restaurant has now expanded to its current space, and integrates Andean music, art, and design for a full sensory experience.

Hei La Moon Restaurant

Address: 88 Beach Street, Boston, MA 02111 Phone: (617) 338-8813 Website

Situated on the outskirts of Chinatown, Hei La Moon has a huge space and a menu to match. It's a great spot for dim sum, available seven days a week, with authentic Chinese food items ranging from shark fin dumplings to fried taro cake.

Alive & Kicking Lobsters

Address: 269 Putnam Avenue, Cambridge, MA 02139 Phone: (617) 876-0451 Website

Lobster rolls, with a twist. Perfectly seasoned lobster meat, salt, pepper, minimal mayo, layered not on a hot dog bun, but two beautifully buttered and toasted pieces of scali bread is what you'll find at Alive & Kicking Lobsters. It's an actual lobster sandwich, that you can take outside and eat, sitting at their picnic tables of this unassuming Cambridge shop. It's definitely worth crossing over the Boston bridges for this tasty treat.

Things to Do

Fenway park.

Address: 4 Jersey Street, Boston, MA 02215 Phone: (877) 733-7699 Website

Visiting Fenway Park is a rite-of-passage activity, because one of the best things to do in Boston is drink beer on the third baseline at a Red Sox game. Opening day at Fenway tends to fall in April, and baseball season—if the Sox make the playoffs—will run into October. Whether you're in Boston on a summer day, or you have to bundle up for a game in late September, it's always worth it to catch a Red Sox game at Fenway Park.

The Freedom Trail

Violet Smirnova/Travel + Leisure

Address: 204 Freedom Trail, Boston, MA Website

Walk the 2.5-mile Freedom Trail as a self-guided tour. It starts at Boston Common and passes 16 important Boston landmarks, including Old North Church and Paul Revere's house. The Freedom Trail organization also offers guided tours, homing in on specific subject matters, from Boston breweries to revolutionary women.

Quincy Market

Address: 206 S Market Street, Boston, MA 02109 Website

Historic Quincy Market, which opened in 1826, is a Boston food hall that first-time visitors won't want to miss. Grab a steaming chowder in a bread bowl from Boston Chowder Co., or an ice cream cone at Quincy's Place. You'll also love shopping at the adjacent North Market, where you'll find local retailers, like Boston Pewter Co., and a myriad of souvenir shops.

Isabella Stewart Gardner Museum

Address: 25 Evans Way, Boston, MA 02115 Phone: (617) 566-1401 Website

The Isabella Stewart Gardner Museum is regarded as one of the most beautiful museums in the country, not just because of the art, but thanks to the opulent courtyard garden. The idyllic courtyard blooms year round, featuring hydrangeas in May and June, bellflowers in August and September, and even winter tropical plants in January. Art lovers will also enjoy the contemporary selection juxtaposed with iconic pieces by Rembrandt, and of course, an ever-relevant rotation of new exhibits.

Museum of Fine Arts

Address: 465 Huntington Avenue, Boston, MA 02115 Phone: (617) 267-9300 Website

One of the most recognizable museums in the world, the MFA hosts exceptional traveling exhibitions—including impressionist exhibitions featuring the memorable works of Monet and Cezanne. They also have long-standing collections that delve into contemporary art and a stunning repertoire of global work.

Boston Common

Address: 139 Tremont Street, Boston, MA 02111 Website

Boston Common is the start of the Freedom Trail, but it's also just a beautiful place to sprawl out for the day in the summer or fall. On Boston Common, you'll find Frog Pond, a picturesque pool in the warmer months and a delightful skating rink in the winter. The park dates back to 1634 and is considered America's oldest park.

Boston Public Garden

Address: 4 Charles Street, Boston, MA 02111 Website

Next to Boston Common is Boston Public Garden, another prime place to relax on a Saturday in Boston. The artfully landscaped gardens are home to iconic artwork, like the Make Way for Ducklings statues. The garden's centrally located pond is where you'll find the famous Swan Boats for a quintessentially romantic Boston experience.

Address: 100 Legends Way, Boston, MA 02114 Phone: (617) 624-1000 Website

TD Garden is where the Celtics and the Bruins play, which means you have the chance to catch a basketball or hockey game while staying in the heart of the city. (In fact, a big perk of Boston is that three of their four major sports teams play in Boston proper.) Catch the Bruins from October to April (or even May if they make the playoffs) and the Celtics on a similar timeline.

House of Blues

Address: 15 Lansdowne Street, Boston, MA 02215 Website

Certainly the most iconic music venue in Boston, the House of Blues on Lansdowne Street is where you can find A-list musical talent. You'll want to scour Ticketmaster in advance of your trip to see if there are any good shows when you're visiting.

Boston Sailing Center

Address: 54 Lewis Wharf, Boston, MA 02210 Phone: (617) 227-4198 Website

Sailing in Boston Harbor is a delightful way to see the city in the summertime. If you're a proficient sailor, you can rent a boat at Boston Sailing Center, but you can also go out with an instructor for a private sailing lesson.

Charles River Bike Path

There are ample biking and running trails in Boston, including the Minuteman Bikeway, which runs from Cambridge all the way to Bedford, Massachusetts, and Cambridge's Fresh Pond. But one of the best Boston paths is the 24-mile Charles River Bike Path, which runs along both the Boston and Cambridge sides of the river passing landmarks from Boston's Museum of Science to Watertown Square, just outside the city.

Trillium Brewing Company

Fancy an outdoor craft beer? Trillium Brewing Company has three prime locations in Boston, one in Fenway with indoor and outdoor space, one near the Seaport district which boasts a great restaurant, and a lively seasonal beer garden near the waterfront.

Best Shopping

Newberry street.

Newbury Street is the most luxurious shopping street in Boston whether you're ready to buy one-of-a-kind pieces at high-end boutiques or you're more of a window shopper. Highlights include Bobbles & Lace for women's clothing and Rothy's Newbury Street for the cult-shoe enthusiasts.

SoWa Vintage Market

Address: 450 Harrison Avenue, Boston, MA 02118 Website

The South End is known for SoWa Vintage Market, which is quite a trendy shopping scene. You'll find vintage apparel, furniture, a slew of gorgeous old leather goods, and of course, vinyl records galore.

Address: 98 Charles Street, Boston, MA 02114 Phone: (617) 722-9200 Website

For those who love a luxurious independent boutique in a charming neighborhood, look no further than Good on Charles Street. You'll find elevated New England home goods, jewelry, and accessories, not to mention a well-curated selection of vintage.

Faneuil Hall Marketplace

Address: 4 S Market Street, Boston, MA 02109 Website

The Faneuil Hall Marketplace is a shopping epicenter of Boston, situated right in front of Quincy Market and adjacent to North Market and South Market. Faneuil Hall Marketplace is where you'll find everything from souvenir shops to New England home goods to favorite, fashion-forward chain stores. Think of Quincy Market, North Market, South Market, and Faneuil Hall as one expansive shopping area, where you'll find great food, plenty of shopping, and a hefty dose of American history.

The Shops at Prudential Center

Address: 800 Boylston Street, Boston, MA 02199 Phone: (617) 236-3100 Website

Have you ever wondered what's actually in the Prudential Center? Well, there's quite a lot going on at the Pru, but many see it as a shopping capital of Boston. With more than 75 stores, including essentials like Saks Fifth Avenue and Canada Goose, and a number of restaurants, it's a lovely place to spend an afternoon on a cold day.

Brattle Book Shop

Address: 9 West Street, Boston, MA 02111 Phone: (617) 542-0210 Website

One of Boston's famous independent book stores is Brattle Book Shop, right off Tremont Street near Boston Common. First opened in 1825, it's "one of America's oldest and largest antiquarian book shops."

Boston Public Market

Address: 100 Hanover Street, Boston, MA 02113 Website

Boston Public Market, near the Haymarket metro station and Quincy Market, is a popular indoor food market open year-round. It feels like a gourmet indoor farmer's market, where you'll find artisanal, locally sourced goods and delicious prepared foods.

Formaggio Kitchen

Address: 268 Shawmut Avenue, Boston, MA 02118 Phone: (617) 350-6996 Website

For the passionate foodie, Formaggio's Kitchen is a culinary institution with a truly revelatory cheese selection. They started out in Cambridge (where they have two locations), and have now expanded to a Boston location in the South End on Shawmut Avenue—and have even set up a shop in New York City.

Copley Place

Address: 100 Huntington Avenue, Boston, MA 02116 Phone: (617) 262-6600 Website

Copley Place, in the Back Bay, is a prime shopping area for legacy brands. The enclosed shopping center has more than 50 high-end boutiques, including coveted names like Louis Vuitton and Burberry.

December Thieves

Address: 51 Charles Street, Boston, MA 02114 Phone: (857) 239-9149 Website

Venture to the chic enclave of Beacon Hill—which some might think of as a more intimate version of the Back Bay—and you'll find December Thieves, which offers a "curious and cultivated" selection of clothing, accessories, and home goods. The Beacon Hill boutique fuses luxury comfort, high-fashion, and academia.

Neighborhoods to Know

Back Bay: Often regarded as the ritziest neighborhood in Boston, Back Bay is home to Newbury Street, Copley Square, and the Prudential Center. Come for the classic Boston attractions, stay for the luxury, brick-facade row houses.

Cambridge: Cambridge sits directly across from Boston, with the Charles River separating the two. Cambridge is, of course, home to Harvard University and MIT. Think of it this way: Boston is to Manhattan as Cambridge is to Brooklyn. Known for more than just the ivy leagues, visitors will love poking around Harvard Square during the day, grabbing a cup of coffee from the Peet's featured in Good Will Hunting and picking out a book at The Coop, and checking out the lively scene in Central Square at night.

South End: Tucked just beyond Back Bay and Fenway/Kenmore, the South End is known for its Victorian-style row houses. It's a low-key neighborhood with residential charm, but still offers local shopping and trendy eateries.

North End: The North End is right by the water, across from East Boston, and a short walk from Faneuil Hall and Quincy Market. It's the hub of Italian culture in Boston—often called Boston's Little Italy—and is one of the oldest neighborhoods in Boston, home to landmarks like Old North Church and Paul Revere's house.

Seaport: Southeast of downtown, nestled by the Boston waterfront is the chic yet laid-back Seaport neighborhood. The Seaport is a charming area to simply walk along the water and fantasize about living in the high-rises overlooking the harbor.

Fenway/Kenmore: In terms of hanging out in the Room Where It Happens, Fenway/Kenmore tends to be the heart of the action, especially during baseball season. Fenway/Kenmore is home to Fenway Park, the House of Blues, pub-lined Landsdowne Street, and a slew of great restaurants. It's also where you'll find the famous Boston Latin Academy, and is adjacent to the Back Bay and close to the Isabella Stewart Gardner Museum and the Museum of Fine Arts.

Winter : Expect up to nine days of rain or snow in the winter months, and temperatures dipping into the low 30s. Generally, December to February is cold and snowy—with quite a bit of slush. Spring : You'll still get about eight days of rain per month in the spring, but temperatures will start to rise by April to the mid 50s, and by May can get up to the high 60s. Summer : If you like a warm breeze on summer evenings, you'll love Boston in June, July, and August, when temperatures are in the high 70s and low 80s. Summer is extremely pleasant (and mild compared to the Southeast), though it does get a bit humid. Fall : September temperatures can still be in the 70s during the day, but by October, you can feel dips into the 40s at night. Nonetheless, fall brings mild temperatures and lovely foliage.

The following are average Fahrenheit lows and highs by month. Average annual precipitation 21.14 inches.

January 23 - 37 February 24 - 38 March 31 - 45 April 41 - 56 May 50 - 66 June 59 - 76 July 66 - 82 August 65 - 80 September 58 - 73 October 47 - 62 November 38 - 52 December 29 - 42

Apps to Download

MBTA : Bus, metro, and commuter rail schedules iOS | Android

ParkBoston : A preferred way to pay for parking in most Boston neighborhoods iOS | Android

Uber : Rideshare servicing Boston iOS | Android

Lyft : Rideshare servicing Boston iOS | Android

forgot password?

Keep me signed in

Want to save your trip ideas?

Woo hoo! You’re going on vacation in Massachusetts!!! Okay, settle down, and let’s plan this. “My Trips” is your trips, your personal trip planner to bookmark fun, delicious, interesting, beautiful places that you want to check out on your vacation. Get some inspiration from our trip ideas, share plans with friends, and plan an amazing trip. And then it’s okay to get all excited again.

Don’t have an account yet? If you know your name and email address, you’re already halfway there! Sign up over there in the red box.

Featured Trip Ideas

Winter Wonderland

It's a good thing humans don't hibernate, because there's a whole lot of fun to be had around here in winter. Here are a few of our favorites.

Outdoor Adventure

Skydiving. Whitewater rafting. Ziplines. Dune-buggy tours. Alright, really, do we need to keep going? It's safe to say your next outdoor adventure should be in Massachusetts.

The Bar Scene

Let's raise a glass and toast the amazingness that is the Massachusetts social scene. Then let's get some friends together and raise some more glasses together, because, man, these places are a whole lot of fun.

Get even more trip inspiration here.

Don't miss an update

Sign up to receive updates about outdoor activities.

One-Day Itinerary

Day Trips From Boston

Sam Adams Brewery Tours

Top Things to Do

Free Things to Do

Things to Do With Kids

Skiing Near Boston

Beaches Near Boston

Hikes Near Boston

Boston Public Garden

Museums in Boston

Fenway Park Guide

Shopping in Boston

The Best Time to Visit Boston

Weather & Climate

Neighborhoods to Know

Driving in Boston

Public Transportation in Boston

Getting Around Boston: MBTA "T" Subway System

Navigating the MBTA "T" Subway System and More

Elijah-Lovkoff/Getty Images

One of the most daunting parts of visiting Boston for the first time is figuring out how to navigate the city’s public transportation: the Massachusetts Bay Transit Authority’s (MBTA) subway and bus system, commonly known as the “T.” However, once you get a lay of the land and try it out a few times, you’ll likely find that it’s an easier — and more affordable — way to get around. Parking can be hard to come by, so you’ll be happy not having a car if you plan on staying in the city.

How to Ride Boston’s T (Subway and Busses)

The T is the United States’ oldest subway system, which started running back in 1897. It’s not particularly nice, but it will conveniently get you from one point to another within the city so you can see even more than you could by foot (though Boston is a walkable city). It also comes in handy during winter months when walking isn’t enjoyable.

• Fares : A single ride CharlieTicket for the bus is $2 and the subway is $2.75. However, you’ll save on each ride if you load money onto a CharlieCard (for example, save 50 cents per ride on the train). Do some research and determine if it make sense to purchase a 7-day unlimited pass, which you can use on both the trains and busses. There are also monthly passes available if you’re in town for an extended stay. Children under 11 who are with an adult ride for free, along with military personnel, police officers, firefighters and government officials. Reduced fares are available to students and seniors.
• Types of Passes: There are two types of passes and the best option for you depends on how often you’ll be riding the T, along with the modes of public transportation you want to take. First is the CharlieCard, which is ideal for those that plan on taking the bus and/or train frequently and will give you discounted one-way fares. Oftentimes a CharlieTicket is best for visitors, as they can be bought at any train station and loaded with cash or passes as you need them. While you won’t get discounts this way, they’re also valid on the Commuter Rail and Ferry and will allow you to ensure you aren’t spending more than you need on public transportation.
• Hours of Operation: Hours will vary depending on the line and station you plan on traveling on, but for the most part, you’ll find that the T runs from 5 a.m. to somewhere between midnight and 1 a.m. Don’t wait until it’s getting close to 1 a.m. to head to the train or bus though — that’s recipe for missing the last one from your station. Boston bars typically stay open until 2 a.m., so if you plan on staying out until they close, you’ll need to take an Uber, Lyft or taxi home.
• Subway Lines: The T consists of five separate lines, each of which connects at several locations within the city. The Green Line began as America’s first underground subway system in 1897. Today, the line consists of four separate branches (be sure to get on the right one). The other lines are the Red Line, Blue Line, Orange Line and Silver Line. The main stations that you can connect from one line to another are North and South Stations, as well as stops like Park Street and Downtown Crossing.

Map out your travels using the MBTA trip planner website , which will help you determine the best options for trip, as well as real-time departure and arrival information.

Where and How to Buy Passes for the Boston MBTA Trains & Busses

There are lots of ways to pay for your MBTA train and bus passes, most of which can be purchased online or at MBTA train stations throughout the city. These are the places you can purchase them, including which options accept cash:

• Fare vending machines: Fare vending machines can be found at all subway stations, as well as at the Lynn and Worcester/Union Commuter Rail stations. Here you can buy or renew CharlieTickets and CharlieCards, including 1-day, 7-day, cash value and monthly passes. These machines accept cash and major credit and debit cards, though keep in mind that some will be marked as not accepting cash.
• Retail sales locations: There are select stores in the Boston area and even Providence, RI where you can purchase a CharlieCard and add cash value or a pass to it or add to an existing CharlieCard or CharlieTicket if you already have one. Plan ahead and find a retail store closest to you . These locations accept cash or credit/debit cards.
• Online: If you already have a CharlieCard or order one ahead of your Boston trip, you can register for a MyCharlie account and easily add cash value or passes online. This can also come in handy because it protects you if you happen to lose your card somewhere along the way. Sign up for MyCharlie here — or you can load money onto an existing card here without logging in .
• At street-level stops along the Green Line or Mattapan Trolley: If you’re riding either of these lines, you can add up to $20 cash value on your CharlieCard or CharlieTicket right onboard at these street-level trolley stops. Note that this option does not apply to 1-day, 7-day or monthly passes. To pay at a street-level stop, you’ll need to use cash or coins.

Other Transit Options

• Airport Transit : There are two free MBTA options to get from Logan Airport to Boston. First, take the MBTA Silver Line SL1 Bus, which will go to South Station, which connects to the Red Line, Commuter Rail and several busses. Or you can opt for the Blue Line via a free Massport shuttle bus, which will take you right from the airport terminal to Airport Station on the Blue Line. Alternatively, there is a scenic water taxi that will take you to various destinations along the waterfront, but it’s not the easiest option if you’re traveling with luggage.
• Ferries : The MBTA has two ferry lines that travel to Boston, including the Charlestown Ferry and the Hingham/Hull Ferry, both of which are popular among commuters who live in these areas. Both go to Boston’s Long Wharf, which is easily accessible to many of the city’s hotels and attractions. If you’re looking to visit Boston area beaches, you may want to use the Hingham/Hull Ferry to get to South Shore towns.
• Commuter Rails to Nearby Suburbs: If you’re not renting a car, the Commuter Rails are a great way to get to Boston area suburbs. There are several lines to choose from that will take you in any direction. Rates will depend on where you are traveling to, as they are priced by zone.
• Ubers, Lyfts and Taxis: It should come as no surprise that there is an abundance of Ubers, Lyfts and taxis in the city of Boston. Ride-sharing services are oftentimes more affordable than taxis, though some prefer the convenience of picking up a taxi at a designated taxi stand.
• Bike Sharing: An increasingly popular way to get around Boston is through the city’s Blue Bikes bike share program . There are over 1,800 bikes at 200 stations throughout the city and it’s easy to use – simply become a member online, buy a pass from the app or a kiosk and pick up a bike in a location that’s convenient to you. When you’re done, find a drop-off location, check it in and you’re good to go.
• Car rentals: Car rentals are certainly available in Boston, especially by Logan Airport , but think about if you’ll truly need one before you book. Most Boston neighborhoods lack ample parking, especially without a resident sticker, so you may end up paying a good amount of money to park it. There are plenty of other ways to get around the city without a car. If you plan on spending a decent amount of time outside the city, then a car rental may be necessary. But you could also explore services like ZipCar to use one for a day, for example, which may offer cost savings.

Tips for Getting Around Boston

• Winter weather causes delays. Bad weather — especially snow — typically impacts public transportation, so plan for delays and resulting crowds. Unfortunately, this is due to the MBTA’s old infrastructure in many cases.
• Apps will help predict timing, especially for busses. The MBTA has gotten much better about providing riders with real-time updates on wait times for the trains, but apps can also be helpful. There is an MBTA-endorsed Transit App , as well as others that riders find helpful like the MBTA Bus app.
• Hours of operation end between midnight and 1 a.m. Don’t wait until 1 a.m. to catch the last train or bus — you’ll likely miss it.
• Taking the T can help avoid traffic. With the exception of the Green Line, which is above-ground for much of its path, the T is underground, helping you avoid traffic during peak hours.
• Avoid renting a car unless you plan to leave the city.  You'll find it's both easier and more affordable, as public city parking can be hard to come by and expensive.
• Plan ahead to determine if your best bet is public transportation, walking or Uber/taxi. Google Maps comes in handy here, as you can play out your options to determine which will be faster. It really depends on where you are going and what day of the week or time you’re traveling.
• Think through the best MBTA pass to ensure you get the best cost savings. As mentioned earlier, this depends on how often you’ll be using public transportation, as well as what you plan to see while you’re in town and the number of days you’re visiting for.
• Compared to other major cities, the T is affordable. Keep that in mind if you’re used to NYC fares, for example. Again, do the math before deciding how to get around the city.
• Pay attention to inbound vs. outbound when taking the T. It’s easy to get caught riding in the wrong direction if you don’t look at the map and enter the station on the correct side.

Getting Around Salt Lake City: Guide to Public Transportation

Getting Around New Orleans: Guide to Public Transportation

Getting Around Pittsburgh: Guide to Public Transportation

Getting Around Seattle: Guide to Public Transportation

The 13 Best Day Trips from Boston

Getting Around Paris: Guide to Public Transportation

Your Trip to Boston: The Complete Guide

Getting Around Barcelona: Guide to Public Transportation

Park on the Mass Pike and Take the T Into Boston

How to Visit Los Angeles Without a Car

Getting Around Madrid: Guide to Public Transportation

New York City Guide: Planning Your Trip

Getting Around Beijing: Guide to Public Transportation

Getting Around Denver: Guide to Public Transportation

How to Travel From Dulles Airport to Washington, DC, by Train, Bus, and Car

Getting Around Los Angeles: Guide to Public Transportation

• Massachusetts Tourism
• Massachusetts Hotels
• Massachusetts Bed and Breakfast
• Massachusetts Vacation Rentals
• Flights to Massachusetts
• Massachusetts Restaurants
• Things to Do in Massachusetts
• Massachusetts Travel Forum
• Massachusetts Photos
• All Massachusetts Hotels
• Massachusetts Hotel Deals
• Last Minute Hotels in Massachusetts
• Massachusetts
• Things to Do
• Restaurants
• Vacation Rentals
• Travel Stories
• Rental Cars
• Add a Place
• Travel Forum
• Travelers' Choice
• Help Center

Boston to Cape Cod - Massachusetts Forum

• United States    
• Massachusetts (MA)    

Boston to Cape Cod

• United States Forums
• Europe Forums
• Canada Forums
• Asia Forums
• Central America Forums
• Africa Forums
• Caribbean Forums
• Mexico Forums
• South Pacific Forums
• South America Forums
• Middle East Forums
• Honeymoons and Romance
• Business Travel
• Train Travel
• Traveling With Disabilities
• Tripadvisor Support
• Solo Travel
• Bargain Travel
• Timeshares / Vacation Rentals
• United States forums
• Massachusetts forum

The ferry looks good but it’s over a $100 per person (I think) so ideally would like to do it a little cheaper. The train if I’m reading correctly only goes in the weekend?

Any advice/tips much appreciated

4 replies to this topic

Some fun options suggested by Hank, particularly if budget is a concern.

I guess it really depends on what you like (e.g., if you're intrigued by the history of the Salem witch trials - that could be a very good option and would save you a few dollars).

Good luck whatever you decide. I don't think there's a bad decision there..

You could take a trip out to the Boston Harbor islands and explore them a bit or take a whale watch.

There are buses that go to the Cape. Perhaps look into a trip to Falmouth or Wood's Hole.

• Excited for unique shops, but any outlet malls for teens? 11:37 am
• Boston to Cape Cod 11:18 am
• First-time visitor advice 10:29 am
• hotel choice 9:24 am
• Santarpio 's pizza now open at Logan. yesterday
• Last week in October scheduling a visit yesterday
• AirBnB in Boston yesterday
• Transport advice yesterday
• 2 nights in Boston yesterday
• English Premier League Football yesterday
• Seafood yesterday
• Girls trip in mid July. yesterday
• Car Rental Location in Boston or Outside Boston? yesterday
• Lobster Rolls on a Budget yesterday
• Large indoor pool or water park, and kid-friendly 6 replies
• Coastal Towns near Boston 4 replies
• Best Berkshires spas 2 replies
• New England Anniversary Getaway - Few Days in Early August 9 replies
• Suggested Places to visit/stay on the coast north of Boston 7 replies
• Quaint towns/villages 16 replies
• Sleigh Rides in Massachusetts 4 replies
• Beach Resorts Near Boston 2 replies
• Suggested Itinerary - road trip New England 8 replies
• rustic/outdoor wedding locations in MA 13 replies

Massachusetts Hotels and Places to Stay

• Cashless Tolls in Massachusetts
• Is it Possible to Visit the Cape/Islands without a Car?
• Trip Reports of Massachusetts (and other parts of New England as well)
• What did you want to know about the Ferries??

Weather | What’s next for meteorologist Matt Noyes after…

Share this:.

• Click to share on Facebook (Opens in new window)
• Click to share on Twitter (Opens in new window)
• Click to share on Reddit (Opens in new window)
• Click to print (Opens in new window)
• Your Tax Dollars
• Massachusetts

Weather | What’s next for meteorologist Matt Noyes after leaving NBC10: ‘A new beginning’

He and his wife plan to launch a weather website, app.

Longtime meteorologist Matt Noyes and his friendly face will no longer greet morning viewers on NBC10 Boston, but the beloved forecaster says he will still be delivering critical weather info to locals.

Noyes and his wife Danielle, also a meteorologist, plan on launching a weather website and app to “meet the public where they’re at,” he told the Herald on Thursday as he took a trip down memory lane while looking ahead.

On Wednesday, Noyes said goodbye to his NBC10 and NECN family after more than two decades there .

“It’s been a crazy 24 hours,” Noyes told the Herald. “Folks have been surprised but very supportive, which is lovely.

“It’s a nervous time, but at the same time it’s an exciting chance at a new beginning,” he added. “It was very amicable and a wonderful ending to a great career there.”

So what’s next for Noyes? He shared that he’ll be heading into the digital-first weather market with his wife, who has been freelancing with NBC10 Boston — and who previously competed against Noyes when she was with WBZ.

The couple is planning on launching a weather website and app.

Noyes cited a recent YouGov poll that showed only 43% of respondents turned to local TV news for weather information, while 53% of people used an app. However, only 34% of respondents found those apps to be very accurate.

“There’s been a huge shift in the way people consume weather information,” Noyes said. “And my mission statement since college has been wanting to deliver the best forecast possible to the greatest number of people possible.

“Local TV is still critically important, but I’m going to stick with my mission statement and pivot to follow the viewers,” he added. “We’re going to launch a digital entity, and meet the public where they’re at.”

Noyes didn’t reveal the name of the website and app, but that should be shared soon.

“My focus has always been on Boston and New England, and that will remain my primary focus,” the Haverhill native said. “At the same time, it’s not a far leap to build a national data set, so we will end up bringing this to a national level as well.”

While Noyes was looking toward the future, he also reflected on some of the most memorable storms during his time at NECN and NBC10 Boston.

The “most impactful event” was the June, 1, 2011 tornado in western Massachusetts. That destructive storm was the strongest tornado in nearly 60 years to rip through the Bay State.

“That was a scary day for a lot of folks,” he said. “We were ready for it, and tracked it at the street level, and people really appreciated that.”

When Noyes first arrived at NECN, he never imagined working a snow storm like the Blizzard of ’78. Since he started in Boston, multiple storms have dumped higher one-day snow totals — including on Jan. 29, 2022 and Feb. 17, 2003.

“We’ve outdone the single storm snow record, the 24-hour snow record, the coastal flooding record,” Noyes said, noting the significant impact of climate change. “It has not happened all at one time, but we’re living through a period of historic weather now.”

There was also the 2015 winter snow blitz when storm after storm pounded the region.

“We had a seasonal snow record, but it didn’t start until the end of January,” he said. “That was incredible.”

Noyes also looked back on the deluge of rain that sparked severe flooding along the Merrimack River in the mid-2000s, along with tracking Hurricane Irene in August 2011.

There was also the big “wintercane” storm on Dec. 9, 2005. The monster delivered 100-plus mph winds to Cape Cod, where not much snow fell, while 9 inches fell in Boston and about 13 inches fell in Worcester.

Noyes said, “There have been these extreme events that when I started my career, I thought I’d see one of these happen, not thinking I’d see all of these happen over the last 20 years.”

25 years ago I knew my career mission: deliver the best weather info possible to as many people as possible. Thank you, Boston & New England, & NBC Boston/NECN, for an incredible ride. A lot has changed in two decades – I'm excited to make the necessary change, to stay with you. pic.twitter.com/b9qiZtWp0d — Matt Noyes (@MattNBCBoston) March 28, 2024

More in Weather

Local News | What to do during an earthquake: ‘Duck, cover, and hold on’

World | Awe and dread: How religions see solar eclipses

Weather | Massachusetts pounded by wicked nor’easter; Solar eclipse forecast looks ‘really favorable’

Weather | radar: gusty nor’easter sparks spinouts and power outages across massachusetts.