brattleboro vt tourism

19 Spectacular Things to Do in Brattleboro VT

By Author Gabe Schatz

Posted on Published: February 8, 2024

There’s only one Brattleboro in this big wide world, and it’s tucked away in southeastern Vermont on the banks of the Connecticut and West Rivers.

With just over 12,000 residents, Brattleboro is a small town with urban flair.

The Abenaki people called the area Wantastiquet , which means ‘Lost River’, ‘River of the Lonely Way’, or ‘River that Leads West’. The town was chartered as Brattleborough in 1753 and grew up as a mill town before becoming a vibrant commerce hub.

Modern-day Brattleboro is an oasis of art galleries, music venues, boutique shopping, and farm-to-table restaurants.

We live just an hour from Brattleboro, and it’s one of our favorite spots for a weekend getaway or adventurous day trip.

Want the inside scoop? Here are some of our favorite things to do in Brattleboro VT.

Table of Contents

Explore the Shops in Downtown Brattleboro

Brattleboro’s Main Street feels like it belongs in a much larger town. There are enough distinctive shops, galleries, and restaurants within walking distance of downtown to fill multiple days of retail therapy and foodie adventures.

From the seemingly endless antique emporium, Twice Upon a Time , to smaller boutiques like the vintage clothing and apparel shop, Boomerang, Brattleboro has a veritable avalanche of options for the avid shopper.

We often spend large chunks of our time downtown in and out of two excellent bookstores just off Main Street. Everyone’s Books , which had a particularly well-curated section on history, politics, and current events, and Brattleboro Books , which boasts a massive collection of used manuscripts in every genre imaginable.

Visit Retreat Farm

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Retreat Farm has been a mainstay in the Brattleboro community since its founding in the 1830s. Encompassing 500 acres of conserved forests, farmlands, trails, and waterways, Retreat Farm is a gathering spot for the community and an oasis of rural living.

Retreat Farm seems to offer something to appeal to any interest; from the rich history of the farm with its lovingly preserved buildings, to its commitment to environmental justice and sustainability, to the celebration of farm-to-table cuisine, and of course, all the farm animals, it’s impossible not to fall in love with Retreat Farm.

If you happen to be visiting Brattleboro on a Thursday during the summer, make sure you stop by the farm for the famous Food Truck Roundup.

This outdoor celebration of great food and music features over a dozen food and drink vendors from the Brattleboro area and a live music lineup curated by the Stone Church. It’s an event that you won’t want to miss (but be sure to leave your dogs at home).

Hike a Trail at Fort Dummer State Park

Fort Dummer State Park is about a 10-minute drive from downtown Brattleboro. The park has several trail options for short day hikes, and the well-maintained campgrounds make it a great choice for visitors who want to avoid hotels and motels.

The campsites are spread out, giving campers ample privacy during their stay, and the three hiking trails are all within walking distance of the campground.

During our visit, we hiked the Sunrise Trail and the Broad Brook Trail. The Sunrise Trail was a mile loop through the woods, and was fairly flat, making it a nice relaxing walk.

The Broad Brook Trail, although a little shorter than the Sunrise Trail, was very steep and might prove challenging to novice hikers, but had a much more rewarding final destination, with the trail leading to a small picturesque swimming hole on Broad Brook.

Visit the Art Galleries

Downtown Brattleboro is packed with galleries where you can browse or purchase locally-made pieces.

During our recent visit, we stopped by Gallery in the Woods , which had some beautiful ceramic pieces alongside handcrafted jewelry, incredibly detailed felt animals, and a wide range of prints and original works from some of Vermont’s best contemporary artists.

We also paid a too-short visit to Harmony Collective Artist Gallery .

Harmony Collective felt more like a mini-museum, with hundreds of unique paintings hanging throughout the shop, and central displays devoted to indescribable sculptures crafted using both traditional materials like clay and paper mache, as well as used handbags, scrap metal, and recycled bottles and cans.

Although we only had the chance to explore two galleries during our recent stay, there were many more options to choose from, and you could easily spend a whole weekend in Brattleboro going in and out of different galleries.

Windham Art Gallery, The Artist’s Loft Fine Art Gallery, Vermont Artisan Designs, and Gallery in the Woods are all within walking distance of each other, and you can find even more options by venturing just a little ways off of Main Street.

Check out Brattleboro Museum & Art Center

Located in the middle of downtown, Brattleboro Museum and Art Center , or BMAC, is an unforgettable addition to the wealth of artistry on display in Brattleboro.

The museum contains six galleries that rotate exhibits every few months, which means you can keep coming back to see new things every time you’re in town.

Admission to the museum is “pay-what-you-can”; a donation of $5-10 per person is recommended but not required.

Step Back in Time at the Creamery Covered Bridge

Creamery Covered Bridge is another addition to Vermont’s famous catalog of covered bridges and is the only one visible from Route 9. Constructed in 1879, this bridge is now closed off to traffic but remains open to pedestrians.

Its proximity to the Brattleboro Farmer’s Market and the Vermont Country Deli makes the Creamery Covered Bridge a popular destination for tourists, and we found that the grassy area beside the bridge was the perfect spot for an impromptu picnic.

Discover the Estey Organ Museum

The Estey Organ Museum was one of the biggest surprises of our recent trip to Brattleboro; it’s a small museum devoted to a fairly uncommon instrument, and the fact that the museum was only open for two hours a week meant we had pretty low expectations.

However, the Estey Organ Museum ended up being one of our favorite destinations on our trip.

The museum is located inside the old factory buildings where Estey Organs were once made. The large slate buildings have since been renovated to house various businesses and apartments alongside the museum.

Inside you’ll find dozens of organs and pianos on display.

Some organs are hooked up to electric power supplies, while others require a hand crank or foot pedals to be worked in order to produce any sound. Best of all, every instrument in the building is available for visitors to play.

Getting the chance to play antique organs was an absolute blast even if we could only remember how to play Hot Cross Buns and Chopsticks.

Our favorite instrument was a traditional pipe organ with an open back which allowed you to literally go inside the instrument while someone else played, creating the ultimate surround-sound experience.

If the interactive aspect of the museum wasn’t enough, there was an abundance of interesting information to discover about the history of organ making in Southern Vermont.

The staff member who was working when we visited had an encyclopedic knowledge of Brattleboro town history which gave context to the exhibits and made us want to stay for hours.

This museum is one of the best things to do in Brattleboro VT, especially if you’re into musical instruments or the history of commerce in Southern Vermont, and will be especially fun for pianists and organ players. Hours are 2-4 pm every Saturday from May through mid-October.

Check Out Live Music at Stone Church

The Stone Church is one of Brattleboro’s most well-known and loved destinations and it’s easy to see why.

The church was renovated to create a unique venue for performers stopping in Southern Vermont, and the gorgeous Gothic architecture creates a performance space unlike any other in Vermont.

The Stone Church has hosted music legends like Don McClean and consistently brings in talented artists from New England and beyond.

The Stone Church has live music almost every weekend, with wildly varying genres. During our visit, there were concerts featuring a folk-punk band with heavy metal influences, and a Caribbean funk duo.

The sheer number of concerts held at the Stone Church makes it pretty easy to find one that will fit your taste, but even if you’re not sure whether you’ll like the artist that’s playing while you’re in town, we still recommend checking them out; it’s a great way to explore new types of music, and the venue alone is well worth a visit.

Discover the New England Center for Circus Arts

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The New England Center for Circus Arts (NECCA) is an institution based around the instruction and practice of circus arts. These include acrobatics, balancing, parkour, juggling, aerials, and much more.

NECCA offers frequent performances as well as classes and workshops for adults and children. Come for the amazing displays of balance and coordination, and stay for the knowledgeable instructors and state-of-the-art facilities!

Visit the Vermont Jazz Center

Similar to the New England Center for the Circus Arts, the Vermont Jazz Center offers both training and performances.

The institution has workshops, classes, and jam sessions for all skill levels, and offers programs for both instrumental musicians and vocalists.

If you’re not a musician yourself, you can still enjoy a visit to the Jazz Center; the Center’s accurately named “Big Band” is well-known in the community for its incredible concerts.

Go Swimming in the West River at West River Park

West River Park is the perfect place to go when you need to escape the summer heat.

If you feel like doing more than just relaxing in the cool, clear water (with a sandy bottom too–water shoes are optional here!), there are some great picnic spots where you can eat while enjoying views of the river.

The park also has several short trails crisscrossing throughout, making it the perfect place for a short walk, and a long swim.

Hang out at the Brattleboro Area Farmers’ Market on Saturdays

The Brattleboro Area Farmers’ Market is in serious competition for the best Farmers’ Market in Vermont, and once you get there you’ll know exactly why.

If the overflowing parking lots weren’t enough of an indication of what is to come, the smells of spicy Thai food, deep-fried samosas, cheesy crepes, and savory tacos will assure you that you’re in the right place.

Besides an abundance of delicious food made with fresh ingredients, you can also pick up an assortment of beverages, from fruit smoothies that are blended to order right before your eyes, to strawberry lemonade and piping hot (or icy cold) coffee and tea.

Once you’ve made it through the gauntlet of tents selling fresh produce and serving food and drink (this took us quite a while as I wanted to eat something from just about every tent we saw), you’ll realize that you’ve only just begun to scratch the surface of what this market has to offer.

Amongst the many vendors, you can find handcrafted jewelry, alpaca wool clothing, fresh fruits and veggies, baked goods in every shape and size, Vermont-made wine and spirits, soap, candles, honey, maple syrup, and much more.

We spent almost two hours wandering around the market and I’m still convinced that we didn’t see everything, so make sure you give yourself plenty of time to explore.

Rent a Boat from the Vermont Canoe Touring Center

Being situated right on the banks of the Connecticut River, the longest river in New England, Brattleboro has a close relationship with the water which is evident in the number of boaters you’ll see out on the river when you’re there.

If you’re feeling envious watching kayaks and canoes dip in and out of the little inlets and coves of the river, then it’s high time you joined them.

Take a trip up the road from downtown Brattleboro to visit the Vermont Canoe Touring Center where you can rent canoes, kayaks, and paddleboards to explore the waterways at your leisure.

Boats are rented in 1, 2, or 4-hour increments, or you can save yourself the trouble of needing to keep track of your time and just rent them for the entire day.

Indulge in a Craft Beer

Like most of Vermont’s larger towns, Brattleboro has plenty of options to satisfy any beer lover. We stopped into Whetstone Station for dinner and enjoyed some fruity brews (an excellent blood orange sour and pear cider) alongside some of the best poutine I’ve ever tasted.

If you decide to visit Whetstone, be sure to check if outdoor seating is available, as the brewery is situated on the bank of the Connecticut River, offering a gorgeous and serene view while you sip your drinks.

A little way up Main Street from Whetstone you’ll find Hermit Thrush Brewery . Hermit Thrush specializes in sours, so it was right up my alley, and although we didn’t get a chance to visit the brewery itself, we picked up a delicious four-pack of their Brattlebeer, a golden sour made with apples grown in Brattleboro.

For another eatery featuring a wide selection of craft beers from all over Vermont, we recommend River Garden Marketplace . The marketplace frequently hosts live music and other interesting events, and on top of their large beer menu, they also serve great food and cocktails.

Catch a Show at Latchis Theatre

The Latchis Theatre is a historic movie theater and performance venue in downtown Brattleboro and is connected to the Latchis Hotel (more on that later). The building which houses both the theatre and hotel was built in 1938 in the art deco style, which was very popular at the time.

The Art Deco movement isn’t the only unique aesthetic choice on display at the Latchis; inside the theatre, you’ll find stunning Greek murals depicting mythological scenes.

The combination of classic Greek murals with Art Deco architecture is dubbed “Greco Deco” by the Latchis Theater website, and its one-of-a-kind aesthetic makes the Latchis one of those rare places that can only be fully appreciated in person.

The Latchis plays current films from popular blockbusters to smaller indie affairs and acts as a venue for live events. The space can also be rented out for private events.w

Venture Over to Madam Sherri Forest in Chesterfield, NH

If you’re looking for a beautiful day hike during your visit to Brattleboro, consider paying a visit to Madam Sherri Forest, which is just a short drive across the New Hampshire border.

You’ll find several trail options to choose from with various difficulty levels. The Anne Stokes Loop Trail is a two-mile hike perfect for hikers who want a less intensive experience.

The trail features a scenic view of Indian Pond at about 0.5 miles, and also goes past the ruins of Madam Sherri’s “castle,” a crumbling stone structure reminiscent of the ancient castle ruins found across Europe.

For a more difficult hike, you can check out the Wantastiquet Mountain trail, a 3-mile round trip hike leading to a gorgeous overlook of the Connecticut River Valley with Mount Monadnock rising in the distance.

Visit Scott Farm Orchard

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Scott Farm Orchard is the ideal fall destination in Brattleboro.

During autumn, the expansive orchards overflow with enthusiastic harvesters who have come to celebrate Vermont’s state fruit and indulge in one of the Green Mountain State’s oldest and most well-loved traditions: apple picking.

The farm has two orchards each with a wide variety of apples and two kinds of peaches. During the harvest seasons, visitors can come to pick their own fruit or choose from over 130 varieties of apples at the Farm Market.

Embark on a Connecticut River Byway Road Trip

Travel along 410 miles of the Connecticut River from one end of Vermont to the other on Vermont’s only designated National Byway.

The Connecticut River Byway is a three-state, 500-mile byway, spanning the west and east shores of the Connecticut River starting in Massachusetts and traveling north through both Vermont and New Hampshire all the way to the Canadian border.

It passes right through Brattleboro and is one of the most scenic drives in all of Vermont .

Sip Bourbon at Saxtons River Distillery

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Saxtons River Distillery is a nationally recognized producer of fine spirits located in Brattleboro. The distillery gained its local and national renown from its maple syrup-infused alcohols like the famous Sapling Maple Bourbon.

When we visited we opted for a bottle of barrel-aged Snowdrop Gin, and I never want to go back to any other brand.

The distillery is open to the public for tastings and dining, and you can browse their wide selection of liquor, wine, mead, and cider on their website.

Where to Stay in Brattleboro

The Latchis Hotel ended up being the perfect place for our recent stay in Brattleboro. The Latchis Hotel also features the same Greco Deco aesthetic that we loved from the Latchis Theatre, giving it a grand historical feel.

Located right on Main Street, the hotel is within walking distance of all the best food and drink Brattleboro has to offer, although one doesn’t even need to leave the hotel to find some of the best things to do in Brattleboro.

You can visit the movie theatre connected to the hotel by its own separate entrance, or the Latchis Pub and Underground Lounge which serves food and drink late into the night.

For a budget hotel in Brattleboro, drive a minute or two outside of the downtown area and stay at the Colonial Motel and Spa . The rooms are basic but very comfy, and the indoor saltwater pool makes it feel like a more high-end vacation.

Want a posh vacation rental with historical significance? Stay at Naulakha, the former home of Rudyard Kipling and a National Historic Landmark.

Much of Kipling’s original furniture remains, which means that guests can sit at the very desk where the famed author wrote The Jungle Book, Captains Courageous, and portions of the Just So Stories.

This fully furnished three-story house makes an enchanting family getaway for a special occasion.

Awesome Brattleboro Restaurants for Your Dining Pleasure

Yalla : This wonderfully addictive little eatery is one of the reasons I make the drive to Brattleboro over and over again. Serving Eastern Mediterranean specialties like falafel, hummus, homemade pitas, and a bunch of other delicacies. This is one lunch spot that you absolutely have to put on your Brattleboro itinerary.

Whetstone Station : For dinner, we enjoyed visiting Whetstone Brewery where you can pick up classic American pub food like burgers, hot dogs, and wings, as well Vermont favorites like poutine (yes, I know poutine is Canadian, but Vermont is as infused with Canadian culture as any US state can be, so let us have this).

River Garden Marketplace : River Garden Marketplace is great for a casual drink and a snack, or a full meal. With a frequently changing menu of tasty appetizers and entrees, and an extensive selection of beer, cider, and hard seltzer, this is one spot that we keep coming back to.

Amy’s Bakery Arts Cafe : We stopped into Amy’s for lunch on a whim and discovered yet another not-so-hidden gem on Brattleboro’s Main Street. Amy’s features a relatively small menu of sandwiches, soups, and salads, as well as fresh baked goods, coffee, and tea. We loved the sourdough bread they used to make their sandwiches, as well as the mountain of toppings they packed between the slices.

Check out these incredible things to do in Brattleboro VT the next time you’re passing through the southeast corner of the state. You’ll love exploring this beautiful Vermont town.

More Things to Do in Vermont

Grab our five-page printable bucket list that includes all the best things to do in Vermont !

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Gabriel Reed recently graduated from Keene State College with a degree in English and is a writer and photographer from Southern Vermont. He currently works for the Manchester Journal. In his free time, Gabe enjoys spending time outdoors and pursuing his love for fantasy stories, medieval aesthetics, and grilled meats.

Saturday 9th of March 2024

Can you elaborate on your stay at the Latchis Hotel? I’ve heard it’s very outdated. But see mostly good reviews. Saw there’s new management and they’re updating. Would love to hear more.

Tara Schatz

HI Jennifer. We loved the stay at the Latchis for it's location right in downtown Brattleboro. The bed was super comfy and we got a room with a view. I agree that some aspects are outdated (the bathroom in our room), but I think they are going for a vintage feel as there are record players in the room and antique furniture throughout. If you are looking for modern amenities, you won't find them at the Latchis, but we found it very comfortable and affordable, and loved the location. Hope that helps!

Stauffer family

Tuesday 19th of September 2023

You forgot the world renowned Harris Hill Ski jump & the competition that draws athletes from around the world in a 3 day event.

Guide to Brattleboro, Vermont | Eat, Stay & Play

Enjoy small-town character mixed with plenty of busy downtown fun in the artistic hub of Brattleboro, Vermont.

By Cathryn McCann

Jun 09 2022

Guide to Brattleboro, Vermont | Strolling of the Heifers

Things to Do in Brattleboro, Vermont

Brattleboro area farmers’ market | shopping, brattleboro museum & arts center  | art, brattleboro books | shopping, retreat farm | family fun, west river and mount wantastiquet | outdoors, where to eat in brattleboro, vermont, t.j. buckley’s uptown dining  | upscale, vermont country deli | on the go.

WHETSTONE STATION | BREWERY/CASUAL

Superfresh organic café | vegetarian, three stones | mexican, see more picks: favorite brattleboro, vt, restaurants, where to stay in brattleboro, vermont, latchis hotel  | hotel.

THE INN ON PUTNEY ROAD  | BED & BREAKFAST

Meadowlark inn  | inn, see more picks: brattleboro, vt | hotels & inns guide, favorite events in brattleboro, vermont, brattleboro winter carnival  | february.

HARRIS HILL SKI JUMP COMPETITION  | FEBRUARY

Strolling of the heifers  | june, see more: guide to concord, new hampshire | eat, stay, and play the essential guide to plymouth, ma the ultimate guide to freeport, maine.

Cathryn McCann

As Digital Assistant Editor, Cathryn writes, manages, and promotes content for NewEngland.com and its social media channels. Prior to this role, she lived and worked on Martha’s Vineyard as a newspaper reporter, covering everything from environmental issues and education to crime and politics. Originally from New Hampshire, Cathryn spends most of her time out of the office on the trails, slopes, or by the water.

16 Top-Rated Things to Do in Brattleboro, VT

Written by Barbara Radcliffe Rogers Updated Mar 24, 2023 We may earn a commission from affiliate links ( )

Barbara Radcliffe Rogers and her husband, photographer Stillman Rogers, live a few miles from Brattleboro and do most of their shopping there. They especially enjoy Brattleboro's bookstores and art galleries.

The best thing about Brattleboro is just being there. There's a relaxed, easygoing vibe that's both artsy and outdoorsy (Main Street shops testify to both these). A turn up Elliot Street will assure you that bookish is another accurate description.

What you won't find is pretense. Flannel shirts, down jackets, hiking boots, and Birkenstocks are fashion statements here, and the best things to do in Brattleboro are to follow the locals to their favorite places: art galleries, kayaking waters, hiking and cycling trails , and one of New England's best farmers markets.

This southern Vermont town was home to the back-to-the-landers who settled here in the 1960s and '70s. Many of them stayed, and their lifestyle and progressive attitudes still show in the do-it-yourself and buy-local civic mind-set.

Tourists will find iconic Vermont attractions , too, including two covered bridges, pick-your-own apple orchards, and a premier display of stone walls. And there are one-of-a-kind things to do that you'll find only here: You can warm your hands around a cup of hot cocoa as you watch world champion ski jumpers fly through the frosty air, or perhaps you'd like to walk inside a pipe organ to see how it works.

Whatever your pleasures, you'll find plenty of places to visit with this handy list of the best things to do in Brattleboro, Vermont.

1. Main Street

2. take a gallery walk, 3. shop and eat lunch at the brattleboro farmers' market, 4. visit the brattleboro museum & art center, 5. take in a show at the latchis theater, 6. go retro shopping, 7. walk the retreat trails, 8. get lost in bookstores, 9. photograph covered bridges, 10. admire the stone walls at scott farm, 11. brattleboro retreat farm, 12. walk or bike the west river trail, 13. jelly mill falls, 14. the estey organ museum, 15. paddle a kayak on west river, 16. go skiing, map of things to do in brattleboro, vt, brattleboro, vt - climate chart.

If you were to draw a picture of classic 19 th -century small town Main Street, it would look a lot like Brattleboro. Three blocks of brick mercantile buildings face each other across Vermont Route 5 as it passes through the center of town. Take time to look up and admire the decorative brickwork and notice the absence of box and chain stores.

The Main Street shops tell you a lot about Brattleboro. Within its three blocks, you'll find two bicycle stores (one of which is also a sporting goods store with snowshoes, skate-, and snowboards), Beadniks, with the largest selection of beads in New England, and a museum of antique beads downstairs.

At Sam's , a Vermont institution since the 1930s, you can shop for outdoor and practical clothing. Step inside, and you'll see that it goes on through room after room on three floors and into an adjoining building. Like Sam's, Brown and Robert Hardware seems to go on forever, with the region's best housewares center tucked into one side; you can find everything here, from cast iron skillets to Cuisinarts.

Main Street is a place to stroll, browse, shop, say hello to strangers, and stop for a bite. Stray up Elliot and Flat Streets and continue down the hill past the elegant Art Deco Latchis Hotel and Theater to find the Brattleboro Co-op and its selection of Vermont cheeses.

Get your Birkenstocks at The Shoe Tree , a flannel shirt at Sam's, grab a coffee at Mocha Joe's , or a pastry from Amy's Bakery , and you're ready to amble along Main Street.

As you walk down Main Street and adjoining Elliot Street, you're sure to notice the number of art galleries and shops featuring handcrafted works. On the first Friday evening of each month, more than a dozen of these stay open for a Gallery Walk from 5 until 8 or 9pm. You can visit on your own with the help of a gallery map or join a free docent-led tour.

Of course, you can visit the art galleries during business hours most days, as well, to find fine art, photography, and hand-crafted jewelry, clothing, pottery, furniture, and decorative objects.

On Main Street are Mitchel Gibbons Fine Art, Penelope Wurr, Gallery in Woods, Vermont Artisan Designs , and ZPOTS . The latter is a family-owned studio of paintings and pottery that includes tableware and decorative works.

In the autumn, look for the collection of terra-cotta jack-o-lanterns; each one is unique, and you can choose from dozens of original faces.

Official site: https://www.brattleboro.com/downtown/gallery-walk/

In what is considered the premier farmers market in the northeast , and a popular attraction for tourists, as many as 50 vendors display their produce and handwork in a tree-shaded spot beside Whetstone Brook. In the center are picnic tables (an entire row of vendors sell ready-to-eat foods), a big sandbox full of kids, and very often a group of local musicians playing anything from Celtic jigs to bluegrass and jazz.

While the purpose was — and is — to sell vegetables, fruits, herbs, flowers, plants, maple syrup, honey, cheese, and other products of local farms, the market has grown into a weekly social gathering place and market for hand-crafted works. You'll find pottery, hand-spun and woven woolens, silver jewelry, fresh-baked breads, jars of farm-made preserves, handmade soaps, granola, and inlaid wood breadboards.

The market is a popular place to visit for Saturday lunch, with a choice of foods from around the world. Along with Thai favorites, you might find French crepes, Indian vegetarian dishes, French macarons, stuffed grape leaves, kimchi and dumplings, baguettes, gelato, and fresh-squeezed lemonade.

Address: 570 Western Ave. (Route 9), West Brattleboro, Vermont

Official site: www.brattleborofarmersmarket.com

You'll find more works by local artists at Brattleboro Museum & Art Center, located inside the distinctive former Central Vermont & Boston & Maine Union Station building at the foot of Main Street. The non-collecting museum is dedicated to presenting rotating exhibits that not only expose the work of contemporary local artists, but provoke thought and inspire creativity.

Past exhibitions have included subjects as diverse as works representing art used for social change and the entries in an annual LEGO contest. More than 60 programs each year include classes and workshops on subjects such as wool felting, sculpture with foraged materials, transfer prints, oral history, Ukrainian Easter Eggs, and mask making.

Address: 10 Vernon Street, Brattleboro, Vermont

Official site: www.brattleboromuseum.org

You can't miss the marquee of the Latchis Theater, nor the Art Deco Latchis Hotel above it. The Latchis is actually four movie theaters, three of them also used as performance spaces, so you might also find a Gilbert and Sullivan operetta or a concert by the Windham Philharmonic.

The beautifully restored main theater, which seats 750, has the largest screen in southern Vermont and all the theaters are fully accessible. In addition, audio amplification headphones, closed captioning goggles, and descriptive audio technology headphones are available free of charge.

Address: 50 Main Street, Brattleboro, Vermont

Official site: https://latchis.com

The combined legacy of the back-to-the-landers and good old Yankee thrift has made Brattleboro the goal of shoppers looking for all things vintage, retro, repurposed, and second-hand. Whether it's '70s or '80s fashions or good solid furniture for an apartment, Brattleboro is the place to look.

For clothing, begin at Boomerang on Main Street, where you'll find a blend of used, vintage, and new wearables for both men and women. Mixed in with gently worn sportswear and current styles, you may find a fringed suede cowboy shirt or a Fedora hat.

Look here, too, for costume jewelry, but for the real thing, step a few doors up Main Street to Renaissance . One of New England's best collections of antique and estate jewelry may include treasures such as an Italian cameo ring, old mine cut diamonds, or a Victorian mourning pin.

Persephanie , almost hidden in a sunken doorway opposite the Latchis Theater, features an eclectic mix of vintage, upcycled, and handcrafted finds displayed with an eye for home décor.

Just off Main on Flat Street, Experienced Goods is a charity thrift shop funding the Brattleboro Area Hospice. This isn't a jumble sale; everything is clean and undamaged.

Back on Main Street, Turn it Up! Is the place to look for vintage vinyl records from the 1950s, VHS recordings, CDs, posters, and vintage memorabilia.

The largest shop, Twice Upon a Time , fills three floors of a former department store opposite Sam's, and once inside this Aladdin's cave, you'll have trouble leaving. Whether you're looking to outfit your kitchen with vintage 1940s painted-handle tools, or furnish a room in mid-century modern, you'll likely find what you want here. It's like browsing through a museum of the past century or two.

Within walking distance of Main Street is a network of 10 miles of walking trails across a wooded hillside that were built by and for the patients at the Brattleboro Retreat, a private mental health and addictions center.

You can access these from the Retreat Farm or from behind the solar field on Western Avenue, and you can plan a hike of any length or terrain by combining several loops.

For a steep climb, choose the trail up to the Retreat Tower, built by staff and patients in the 1800s. Other trails pass the Harris Hill Ski Jump and an Ice Pond that provided more than 30,000 ice blocks a year for the Retreat. Near the Western Avenue entrance is the one-mile Woodlands Interpretive Trail , with sign boards describing interesting natural features.

These trails are among the best hikes in Vermont .

Address: Off Western Avenue (Route 9), Brattleboro, Vermont

Considering that Rudyard Kipling wrote some of his best-loved works here, Saul Bellow lived here for a quarter century, and the police force was made world-famous by Archer Mayer, it's not surprising that Brattleboro is a bookish kind of place. You'll find their works and thousands more, new and used, in Brattleboro's busy bookshops.

Two of them face each other across Elliot Street, one for new books, one for used. Everyone's Books is devoted to new books in all genres and subjects, but especially strong in the environment, social action, politics, nature, food, history, and do-it-yourself. The selection of children's literature is especially good.

Brattleboro Books , across the street, is floor-to-ceiling in used books. From vintage Julia Child to the latest bestsellers that have been read once, you'll find it here. Bibliophiles and avid readers won't want to leave. The same is true of the smaller Book Lovers on Flat Street, where you'll find used books, especially strong in niche subjects that are hard to find elsewhere.

Covered Bridge fans will find two, one in Brattleboro and one just over the line into neighboring Dummerston.

Visible from Western Avenue (Route 9) just before the Brattleboro Farmers Market, Creamery Covered Bridge is a classic red bridge with a covered pedestrian walk added in the early 1900s. Built in 1879, it has been bypassed by a new bridge that carries traffic to the popular Living Memorial Park . On a nice afternoon, you might find a group of local musicians practicing inside the bridge.

Only seven miles north of town on Route 30, the 1872 West Dummerston Covered Bridge crosses over the West River. Like Creamery Bridge, it is a Town's Lattice Truss construction, but in two spans. More than three times as long as the Creamery Bridge, at 271 feet it's the longest covered bridge in Vermont that's still in use.

Read More: Vermont in Pictures: Beautiful Places to Photograph

The scenic Scott Farm, with its orchards of more than 100 varieties of heirloom apples, is owned by the non-profit Landmark Trust USA, but picking or buying apples is only one reason to visit. The farm is also the training center for the Stone Trust, dedicated to the art of dry stone wall building.

These are not the walls that you'll see along roadsides and fields throughout northern New England, built by long-ago farmers to clear their fields of unwanted rocks. The walls taught here are meticulously crafted and often in ornamental patterns.

Those passing tests for Advanced or Masters certification must build examples of their work, which are incorporated into the farm landscape as the Stone Wall Park .

Stroll through the park and look into the workshop under the massive barn to see wallers at work. If the farm looks a little familiar, it was the main setting for filming Cider House Rules .

On the way to Scott Farm, you'll pass Naulakha, the home built by Rudyard Kipling and where he wrote The Jungle Book .

Address: 707 Kipling Road, Dummerston, Vermont

Official site: https://www.scottfarmvermont.com/

The picturesque farm overlooking West River was originally intended to provide food, as well as fresh air and activity for patients at the Brattleboro Retreat, a mental health hospital founded in 1834. Today the farm continues to raise animals and crops, with the mission of connecting people to the land.

Along with its historic barns (notice the siding of local slate), you can visit with the farm animals, one of the favorite things to do for families . Sign boards with historic photographs describe the work of the farm and the Retreat, and on weekends, you'll often find food trucks here, along with special programs.

Visitors with children will want to follow the half-mile Storybook Walk near the Piggery, and find the Forest Playground , or you can follow a trail through the riverside meadow filled with pollinator-friendly wildflowers.

This big dairy farm is a perfect location for the large Grafton Village Cheese shop, where you can taste samples of farmstead cheeses from all over Vermont and the world.

Address: Route 30, Brattleboro, Vermont

Official site: https://www.retreatfarm.org

The three miles of trail beside the West River from Brattleboro to Dummerston follow the bed of the West River Railroad, a line that opened in 1879. While the narrow and winding route between the river and the steep hillside was not an easy one for trains, it is a delightful one for walkers and cyclists.

The trail is level, and the surface relatively smooth, and the fringe of trees opens up regularly for views of the river.

Begin at the Marina below Route 5, just north of the Brattleboro Common. Cyclists can continue north beyond the trail, following the road that replaced the tracks. You'll pass some of the rusting equipment from a former quarry that was served by the railroad.

Official site: www.westrivertrail.org

More than a cascade, Jelly Mill Falls are a series of low ledges that form a watery staircase interspersed with shallow pools. Stickney Brook is a broad, shallow stream shaded by an arch of trees as it flows over the flat ledges, making it a good spot for a picnic. The shallow pools are safe for children to play in.

Alongside the brook are stone walls of the former mill that gave the falls their name. About 3.5 miles north of Brattleboro on Route 30, you'll see Stickney Road on the left. Just past it is a pull-off space for parking. A trail leads a few yards through the woods to the falls.

Organs and melodeons made in Brattleboro were once played around the world. Housed in a row of somber gray buildings (the siding on the factory buildings is made from slate), the Estey Organ Company built more than 3,000 pipe organs for churches, theaters, and auditoriums, and more than half a million reed organs. The latter were popular fixtures in fashionable parlors and smaller chapels.

The shop closed in 1960, and the museum preserves its heritage, capturing both the artistry and the musical significance of organs in the 19 th and early 20 th centuries.

If you've ever wondered how a pipe organ works, you can find out here. A 1915 pipe organ from a New Hampshire church has been modified so that visitors can walk inside and see the mechanisms hidden there.

Address: 108 Birge Street, Brattleboro, Vermont

Official site: https://www.esteyorganmuseum.org/

From a launch opposite the Retreat Farm on Route 30, you can paddle in the broad expanses of the West River just before it joins the Connecticut River. The shores of this wide expanse, known as the Retreat Meadows, are prime places to go for bird-watching, and you can paddle upstream as the river narrows somewhat.

Except in the spring runoff, the current is gentle for easy paddling as you pass beneath the striking highway bridge and between the lightly wooded banks. You can rent kayaks, canoes, and paddleboards at the Vermont Canoe Touring Center , on Route 5.

Address: 451 Putney Road (Route 5), Brattleboro, Vermont

Official site: https://www.vermontcanoetouringcenter.com/

The Brattleboro Outing Club , founded in 1922, is a volunteer organization that maintains more than 20 miles of cross-country trails through the forest and across fields overlooking the Connecticut River. You'll find groomed and ungroomed trails, and the club also holds evening ski tours using headlamps. There is a warming hut at the trailhead.

For a few downhill runs on an un-intimidating slope, you can't beat the $5 lift tickets at the Brattleboro Ski Hill in Living Memorial Park. A T-bar lift takes you to the top of an open slope for a half-mile gentle run. When the slope opened in 1937, it was one of only three ski areas east of the Mississippi with a lift.

To watch world champion ski jumpers, come to Brattleboro in February for the annual Harris Hill Ski Jumping Competition , when champions from across the world compete for world records. Wear warm clothes and watch as skiers soar above the 90-meter hill.

Official site: www.brattleborooutingclub.org

• Best Places for Cross-Country Skiing in Vermont
• Top-Rated Ski Resorts in Vermont

More on Vermont

THE 10 BEST Things to Do in Brattleboro

Things to do in brattleboro, tours in and around brattleboro.

Guided Brattleboro History Walking Tour

WW2 Small Arms Experience

Colonial Flintlock Musket Experience

Superman Zipline Tour in Morningside

2 Hour Forest Immersion Retreat in Woodland Sanctuary

Green Mountain Adventure Challenge Passes

Cycling New Hampshire's Covered Bridges

Wacky Williamstown Scavenger Hunt

Mountain Top Zipline Tour in Morningside Flight Park

Nutty Northampton MA Scavenger Hunt

Top attractions in brattleboro.

Other Top Attractions around Brattleboro

What travellers are saying

• Brattleboro Farmers' Market
• Creamery Covered Bridge
• Saxtons Distillery
• Brattleboro Museum & Art Center
• Retreat Farm
• Retreat Trails
• Living Memorial Park
• Fort Dummer State Park
• Bonnyvale Environmental Eduction Center
• Robb Family Farm
• Grafton Village Cheese Company Brattleboro

Tap into Your Creative Side: 19 Things to do in Brattleboro VT

Once a mill town powered by the Whetstone Brook, Brattleboro has evolved into an inclusive arts haven budding with creatives interested in perfecting their craft. With a rejuvenated downtown and farm-to-table dining focus, this small town in Southern Vermont is perfect for those looking to pair outdoor activities with hands-on creative pursuits.

Brattleboro’s history in the arts goes back to author Rudyard Kipling penning classics like “ The Jungle Book ” nearby. Today, you will find chocolatiers and circus artists, glassblowers and ceramicists, woodworkers and photographers, visual artists and chefs. And it isn’t just a place where you can go to watch or buy, you can also get hands on and express your own creativity through a variety of workshops and classes.

As many times as I’ve stopped in Brattleboro on my Vermont road trips , it took me staying a couple of days to dig beneath the surface of what seemed like a cool but sleepy town, to see the vibrant community that lies beneath. And, this time I visited in the winter. Imagine how much more there is to do in Brattleboro in the summer or fall when the farmer’s market, food truck festivals, and outdoor recreation are in full swing!

Things to do in Brattleboro Vermont

Editor’s Note: I recently revisited Brattleboro as part of a media stay to research this article. Portions of my stay, including accommodations and meals, were complimentary. All opinions are my own.

If you are ready to get crafty or just looking for an artsy and outdoorsy weekend getaway , let me introduce you to a sampling of things to do in Brattleboro Vermont. Oh, and it is Vermont, so of course there is going to be some cheese and craft beer involved too!

Go to the Circus

Have you ever watched Cirque du Soleil and wished you could move like that? Or have you ever wanted to try the flying trapeze? Before you run away and join the circus, give circus arts a try at the New England Center for Circus Arts . This premiere circus training school is both a pre-professional school for those serious about careers in the circus arts, and a place where community members and visitors can come and give it a try.

You will need to check the calendar before you visit to see if there is a performance you can watch or if you will be in town during one of the Friday Flight Nights to give the flying trapeze a try. In addition to recreational classes in Chinese pole, straps, and trapeze, NECCA also offers workshops that are perfect for visitors.

If you are really interested in circus arts, you could sign up for an aerial and circus skills week, which is kind of like a full-day circus camp for adults. NECCA also offers group events and executive leadership retreats for women.

Get Fired Up

Fire Arts Vermont has both hot glass and clay studios, along with a gallery featuring the work of 25 local artists. It is a joint collaboration between Randi Solin, who is an award-winning master glassblower whose work is featured in the permanent collections of the White House, United States Embassies, and in the Metropolitan Museum Breuer Gallery; and Natalie Blake, who specializes in producing large public art and residential projects in sculptural tile.

The glass and clay studios are open to the public whenever the gallery is open so that you can observe the artists at work (it is fascinating!) Walking through the gallery, I started to feel guilty that I don’t have any hobbies or talents when it comes to working with my hands. But if you feel the same, you can sign up for workshops during your visit for things like beginner glass classes or “make your own” creature out of clay.

The Wheelhouse Clay Center in downtown Brattleboro also offers workshops and classes, many of which are weekly classes for residents but some are suitable for visitors too.

It’s Hammer Time

Wood turning, carving, joining, and building — if you have ever wanted to create something out of wood, HatchSpace is your place. This community woodworking maker space offers the tools and training necessary to turn project dreams into reality. There are five shops that house tools and equipment from hand-held tools to industrial-scale machines.

While HatchSpace is primarily a member-based workspace, there are plenty of classes and workshops for those looking to try out or get better at woodworking. Check the website for offerings such as making a tiled serving tray, a sculpted stool, a French rolling pin, or charcuterie board. You can easily turn your visit to Brattleboro into a weekend of artistic workshops!

HatchSpace is co-located in the High Street and Green Building along with other creative ventures such as First Proof Press, Wheelhouse Clay Center, and the Vermont Center for Photography. In the future, they plan on offering weekend retreats, allowing visitors to sample workshops from each over the course of one to two days, including community meals and celebrations.

Also in this space you will find Gravitate Pinball, the community radio station, and Vermont table, a farm-to-table restaurant.

Take a Photo

There are plenty of Instagrammable spots around Brattleboro, from the “Welcome to Brattleboro” mural to the bubbling waterfall of Whetstone Brook. But if you want to brush up your photography skills or purchase some vintage camera equipment, head to the Vermont Center for Photography . This gallery plus workshop features monthly exhibits, artists talks and workshops, plus a darkroom facility.

The Brattleboro Museum and Art Center is a surprising find in small downtown Brattleboro. Located in a former train station, this small contemporary art museum features just five to six exhibits at a time and they rotate the exhibits three times a year, to provide a different experience each time you visit.

The shows are curated from living artists and the work is on loan rather than in a permanent collection. The exhibits tend to be a mix of famous artists and local or regional artists.

Browse the Galleries

If you are more an art appreciator than an artist, it should come as no surprise that Brattleboro has plenty of art galleries right in the downtown historic district. Vermont Artisan Designs has two floors of paintings and sculpture, along with a wide array of fine hand-made crafts, including glass, jewelry, pottery, wrought iron, fiber art, and more.

The Harmony Collective Artist Gallery has 31 member artists across different media all exhibited in a collaborative gallery. Mitchell Giddings Fine Arts is focused on the regional New England arts scene and features artists who consciously engage with the myriad of challenges of personal expression within their chosen medium.

A great way to explore the local galleries is on one of the Gallery Walk events or annual events like the LUV Crawl. Check the Downtown Brattleboro Alliance calendar for dates.

Snack on Artisanal Chocolate

With a brand-new retail space in the heart of downtown Brattleboro, it is now easier than ever to sample the elegant, seasonally-inspired artisan confections at Tavernier Chocolates . These chocolates are locally handcrafted using traditional European techniques blended with unconventional methods that utilize locally-sourced and foraged ingredients.

These mouth-watering delights start with the finest, ethically sourced chocolate and are developed to perfection with an artistry that has been recognized nationwide. In addition to chocolate bars and truffles, you simply can’t miss the truly unique chocolate charcuterie.

Meant to pair with a wide array of cheeses, fruits, sauces and cured meats, this pâté-style, ganache brick is made from single origin Latin American chocolate and blended with Vermont cheeses, raw honey and tree syrups. It is unlike anything you have experienced and sure to be the star of your next party.

Sip a Local Craft Cocktail

It isn’t all about art in Brattleboro, you can also enjoy local craft spirits and beer. Saxtons Distillery started 18 years ago by creating a maple liqueur, in the style of founder Christian Stromberg’s Lithuanian ancestral traditions of flavored liqueurs. Today, Saxtons has three brands: Sapling, which uses maple syrup from local farms to create flavored bourbons, rye, and liqueur; Snowdrop, which uses both local and exotic herbs and botanicals to create vodka and gin; and Perc, which uses ethically-sourced Peruvian coffee beans from a local roaster to create a coffee liqueur that has become popular for espresso martinis.

You can find Saxtons’ products throughout New England, but while you are in town, stop in to the distillery for a tasting and cocktail and enjoy the spacious tasting room or outdoor picnic area with a stage for live music. While in Brattleboro, you may also visit Saxtons at the downtown tasting room and shop.

Taste Local Beer

You can follow the Southern Vermont Beer Trail straight to Brattleboro. Whetstone Beer Co . offers a wide range of craft beer and seasonal specialties including Pale Ales, IPAs, Porters, Ambers, and Brown Ales. Sample a flight while overlooking the river and munching on some small bites or lunch.

If you love sours, like I do, be sure to stop at Hermit Thrush Brewery because they focus exclusively on sour beers. There is even a sour IPA (Green SIPA) and collaborations with other Vermont breweries such as Magic Hat and Lawson’s to create co-branded sours.

Shop the Boutiques

Downtown Brattleboro isn’t large, but you can still spend some time browsing the various boutiques. If you are into antiques, Twice Upon a Time offers a treasure trove of antiques and collectibles at this multi-dealer and consignment ship with an array of furniture, collectibles, vintage clothing, china, musical instruments, and more. Beadniks is a lovely store dedicated to beads, rocks, crystals, artisan-made jewelry, and retro toys.

Cara Wolff Jewelry features handmade jewelry from natural and repurposed materials, inspired by natural beauty, from a metalsmith and wildlife biologist. Book lovers can check out Everyone’s Books , a local independent bookstore and Brattleboro Books , which is a used book store.

Sample Vermont Cheese

Grafton Village Cheese Company , just north of town and next to the Retreat Farm, may just be my favorite cheese shop in the world since I stop there every time I visit Vermont. One of Vermont’s legacy cheesemakers, Grafton Village Cheese creates award-winning, naturally aged and naturally flavored cheeses. You can taste their cheese, along with dozens of others they offer in the shop. The shop is also stocked with Vermont products, charcuterie, and local beers.

Take a Hike

Brattleboro isn’t just about the art. I mean, it is Vermont after all. You have to spend some time in the great outdoors. The Retreat Farm plays a central part in the Brattleboro community. Located on traditional Abenaki homelands, the Farm encompasses 500 acres of conserved forests, farmlands, and waterways, along with miles of hiking trails. They also host community events including the summer Food Truck round-up and live outdoor music events.

You can also enjoy the 3.5 mile West River Trail with views of the river and the golden Vermont hills. You will also see where the trail bed was cut from rock to build the railroad in 1879, one of Vermont’s oldest transportation routes.

Visit a Maple Sugar Farm

The Robb Family Farm was established in 1907 and is still family run. This former dairy farm has been focusing on maple syrup production since 2011. Today, they are happy to show you around, tell you all about maple syrup, and you can stock up on all sorts of maple sugar products.

Stroll the Brattleboro Farmers’ Market

The  Brattleboro Area Farmers’ Market  is southern VT’s premier farmers’ market featuring over 50 agricultural, craft, and food vendors. It wasn’t in season when I was last in town, but the market happens every Saturday from 9:00 a.m. to 2:00 p.m. from May to October.

Watch a Movie

The Latchis Theatre is a 1930s Greco Deco member of the League of Historic American Theaters. Movie goers have been watching films there since the days of vaudeville and silent films. Today, you can still watch a movie at the Latchis from indies to cinema classics.

Enjoy Live Music

There are a couple of spot to catch live music in Brattleboro. The Latchis Pub and Underground Lounge has karaoke night on Thursdays and live performers on many weekends. The Stone Church is located in a renovated Victorian Gothic church and features a full calendar of live music and events.

Eat Apple Cider Donuts

If you visit in the fall, be sure to stop by Scott Farm Orchard for some fresh cider, cider donuts, and pick your own apples. This is also home to Stone Wall Park, featuring master stone walls created by craftspeople of the Stone Trust (and yes, they also offer workshops for stone masons!)

Scott Farm Orchard is also used for events and you can rent out one of the five overnight rental properties that are maintained by the Landmark Trust USA. This even includes Naulakha, Rudyard Kipling’s 1892 home and where he wrote The Jungle Book .

Hit the Trails

The Brattleboro Outing Club offers four recreation programs including tennis, rowing, cross-country skiing or snowshoeing, and paddling. The organization maintains 33 km of groomed trails as snow and weather conditions warrant.

Take a Sleigh Ride

Fair Winds Farm offers seasonal sleigh rides and hayrides, either private or group rides through the woods and fields.

Where to Eat in Brattleboro

For a small town, Brattleboro offers a wide range of dining options for various budgets and tastes, from the pub grub at Whetstone Station to fine dining at Peter Havens, Mediterranean specialties at Yalla Vermont to on-the-go options at the Brattleboro Food Coop. Here are a few to check out during your stay:

Coffee Shops

If you need a pick me up, Mocha Joe’s serves up specialty grade locally roasted coffee, which is roasted fresh just down the street. Coffee lovers can also stop into the Latina-owned Duchess Coffee for a taste of her modern espresso blend.

Guilford Country Store and Cafe

Located just south of downtown Brattleboro, the Guilford Country Store and Cafe is a local hangout. This cozy historic building is part country store, part coffee shop and deli serving up delicious sandwiches, tempting baked goods, breakfast options, and fresh coffee.

Whetstone Station

Combine your beer tasting with lunch (or dinner) at Whetstone Station . This brewery restaurant serves up award winning fries and burgers, along with healthy vegetarian and gluten free options. On a nice day, grab a table on the terraces overlooking the Connecticut River for a meal with a water view.

River Garden Marketplace

The River Garden Marketplace combines food, craft beer, entertainment, and a craft market under one glass roof. The Marketplace also serves as an event space and has both indoor and outdoor seating, which overlooks Whetstone Brook. This is perfect for a casual lunch or drinks.

The Oyster Bar at Peter Havens

This small bar serves up fresh oysters, small plates, and signature cocktails in a small, cozy but classy setting. The Oyster Bar at Peter Havens is the perfect stop for a pre-dinner drink or happy hour.

Echo Restaurant & Lounge

Echo Restaurant and Lounge has a varied menu of sandwiches, pizzas, and traditional entrees such as the pan-seared ribeye at reasonable prices for those that can’t decide what they are in the mood for but want a cool vibe and good food.

Peter Havens

Just around the corner from the Oyster Bar, Peter Havens is a full-service, fine dining restaurant, which is perfect for a date night or special evening. As you may expect, the menu features an array of fresh seafood, but also American classics like a New York strip steak or Long Island duck breast. There are even creative options for vegetarians such as the heart of palm cake starter, which is like a crab cake but uses heart of palm.

Where to Stay in Brattleboro

If you are looking for a classic Vermont experience, stay at the charming Inn on Putney Road . This French Baronial style, six room bed and breakfast is perfectly situated next to the West River and miles of walking trails, while also being only a five-minute walk from downtown Brattleboro.

Each room is uniquely appointed, with four rooms and suites in the main inn and two additional in the carriage house. In addition, there is a large living room with a fireplace and billiards table, a second floor sitting room overlooking the gardens, and a conservatory with beautiful original windows and a tin ceiling.

The innkeepers also excel at providing a two or three-course home-cooked, gourmet breakfast each morning. You will be happily fueled up for a busy day exploring the area! In addition, coffee, tea, and cookies are always available and there are complimentary snacks in each guest room.

Visiting Vermont? You may also be interested in…

• Vermont road trip itinerary
• Stops on a Route 100 Vermont road trip
• Things to do in Manchester Vermont
• Glamping in Vermont at the Highwoods Retreat
• Things to do in Burlington Vermont
• Romantic getaways in Vermont

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Tamara Gruber is the Founder and Publisher of We3Travel. A former marketing executive and travel advisor, Tamara is an award-winning travel writer and recognized expert in family travel. Tamara is a member of SATW and the Adventure Travel Trade Association, and serves on the Board of the Family Travel Association. She is also the publisher of YourTimetoFly.com and the co-host of the Vacation Mavens travel podcast.

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Publish Date: February 14, 2024

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Brattleboro

• 1 Understand
• 2.3 By train
• 3 Get around

Brattleboro is a town of 12,000 people in southern Vermont . From points south, it will most likely be the place for travelers to begin their exploration of Vermont.

Understand [ edit ]

As a Connecticut River town in southern Vermont, Brattleboro benefited greatly from the easy availability of water and water power, and thus has been a prosperous town since the 18th and 19th centuries, as shown by the extraordinary collection of beautiful buildings in various styles that survive from those days and the first few decades of the 20th century. Only a very small selection of them are shown in this article.

Get in [ edit ]

By car [ edit ]

• Route 91 . The major highway running north-south with 3 exits in the town. 91 goes north all the way to Canada . South it goes through Greenfield , Springfield and Hartford , terminating in New Haven .
• Route 9 . Runs east-west through town. Going west it hits Bennington , and to the east, Keene .

By bus [ edit ]

• Greyhound , terminal at 1102 Putney Rd, near exit 3 on route 91.

By train [ edit ]

• Vermonter operates daily between St. Albans and Washington, D.C. including stops in Essex Junction , Waterbury , Montpelier , White River Junction , Claremont , Bellows Falls , Brattleboro, Greenfield , Northampton , Holyoke , Springfield , Windsor Locks , Hartford , Meriden , New Haven , Bridgeport , Stamford , New York City , Newark , Trenton , Philadelphia , Wilmington , Baltimore , and New Carrollton .

Get around [ edit ]

For getting around the center of town, all you should need are your feet. Amble around the streets, stop at some shops, and just take your time. For getting out the town, a car would be the best way to go. Be aware that traffic in downtown Brattleboro can resemble that found in cities orders of magnitude larger, in part due to a long term construction project on I-91 that causes people to leave the highway, but more due to all the major streets feeding into Main St in the center of town. Driving within the center should be avoided and parking all day is quite cheap (under $10). If you are in the mood, though, rent a bike at the Brattleboro Bicycle Shop located downtown at 165 Main St.

See [ edit ]

• Gallery Walk . The first Friday of each month from 5:30PM-8:30PM. Shops and galleries are open and people come to see the sights. A good way to get a feel for the locals. See the fashion show at Twice Upon a Time, a local consignment shop.  

Do [ edit ]

• Hooker-Dunham Theater & Gallery , 139 Main St . The Hooker-Dunham Theater puts on concerts and dramatic performances. Tickets are usually very reasonably priced. The gallery has an ever-changing selection of art.  
• Brattleboro Farmer's Market ( Saturday Market: Take exit 2 from I91, turn west on Rt. 9. Market is .5 mile on the left just past the Creamery Covered Bridge. Wednesday Market: From I 91 exit 2 turn east on Rt. 9. Follow to the 'T' on Main Street, turn left, Market is .25 mile on the right, next to the Gibson-Aiken Center. ). Saturday and Wednesday . The Brattleboro Area Farmers' Market is Southern Vermont's premier farmers' market featuring over 50 vendors with agricultural products, crafts, live music and animals and ethnic foods from around the world. Whether you are local or a tourist, you can stop by to get your weekly produce and grab a quick lunch, or come with your family and stay for the day! In the winter the market is held in the River Garden on Main Street in downtown Brattleboro. At least one person recommends the chicken sticks at Anons.  
• Grafton Village Cheese , 400 Linden St , ☏ +1 802 246-2221 . Sa-Th 10AM-6PM, F 10AM-8PM . Watch world renowned Grafton Village Cheddar being produced while munching on copious free samples provided around the store, which also sells a wide variety of Vermont-made products. ( updated May 2015 )

Buy [ edit ]

• Everyone's Books , 25 Elliot St , ☏ +1 802 254-8160 . Small new-book store with a social justice focus, although they carry a little bit of everything.  
• Brattleboro Books , 36 Elliot St , ☏ +1 802 257-7777 . Tightly packed store selling used and rare books.  
• Harmony Underground , 26 Harmony Pl , ☏ +1 802 257-8080 .  
• [formerly dead link] Mystery on Main Street , 119 Main St , ☏ +1 802 258-2211 . In a small town that already has three other bookstores, you wouldn't expect a store selling only new mystery novels to survive, but Brattleboro is not your average town. ( updated May 2015 )
• Penelope Wurr , 167 Main Street ( Exit 1 or 2 off Interstate 91 to Brattleboro center ), ☏ +1 802-246-3015 . Daily 11AM-6PM; closed Tuesdays in the late Winter and early Spring . ( updated May 2017 )

Eat [ edit ]

• Blue Moose Bistro , 39 Main St ( The cafe is located at the back of the store. ), ☏ +1 802 254-6245 . M-F 8AM-5PM, Sa 10AM-5PM, Su 9AM-4PM . The cafe has the standard assortment of coffee, espresso, and tea, plus a decent selection of gourmet sodas and juices. The baked goods are quite good. The food is great with lots of vegetarian options and is moderately priced. The area is well lit and a good place to read, surf online, or study. The only downside is that they play cheese-ball music. It does not get in the way of conversations or interrupt studying. Cell phone conversations are not encouraged inside the store or cafe, which is nice. The cafe has free Wi-Fi with purchase.  
• Brattleboro Food Coop ( The Coop ), 2 Main St ( Near malfunction junction ), ☏ +1 802 257-0236 . Healthy foods at reasonable prices, in a relaxed and friendly environment. Staff is knowledgeable and eager to help shoppers in any way that they can.  
• Kipling's Restaurant & Pub ( Kipling's ), 78 Elliot St ( Between McNeill's Brewery and the entrance to the parking garage. ), ☏ +1 802 257-4848 . kitchen: afternoon - evening . Kipling's is a homely little restaurant with a few booths and a bar where you can get a decent burger or the standard pub fare.  
• Three Stones (Mexican/Mayan Cantina) , 105 Canal St ( From downtown, go through malfunction junction and up the hill. The restaurant is on the right just before the stop sign. ), ☏ +1 802 246-1035 . evenings . Maybe the best restaurant, or at least the most interesting restaurant, in Brattleboro. All the food is fantastic and the atmosphere is great. They have a good selection of Mexican cervezas and wines to accompany the amazing food. All the food is authentic Mayan/Mexican food and they use a lot of local and organic ingredients.  
• Amy's Bakery Arts Cafe ( Amy's Cafe ), 113 Main St ( On the east side of Main Street in the middle of downtown. ), ☏ +1 802 251-1071 . Amy's has great food and baked goods, plus they have the standard coffee shop items. The area in the back is a nice place to sit and over look the river. Overall, a great place and one of the most popular lunch spots in Brattleboro.  
• Echo Bar and Lounge , 73 Main St , ☏ +1 802 254-2073 . Daily 5:30-9PM or 10PM . Trendy wood-fired pizza place downtown. Echo offers salads and some sandwiches in addition to their pizza options. To wash down your pie, you can choose from a small, but high-quality selection of beers, many of them local.  
• T. J. Buckley's , 132 Elliot St ( Past the fire station. ), ☏ +1 802 257-4922 . By far the fanciest and most elegant dining in Brattleboro. The restaurant is housed in an old diner. The location is a little off the beaten track, but only by a block or two.  
• Top of the Hill Grill , 632 Putney Rd , ☏ +1 802 258-9178 . lunch & dinner, spring-fall . Top of the Hill Grill serves hickory smoked beef brisket, pulled pork and ribs, smoked turkey, grilled chicken and fresh ground burgers. Also, homemade sides – always from scratch and always fresh – include coleslaw, corn bread, baked beans, roasted potatoes and root vegetables, pasta and potato salad. Great BBQ. ( updated Feb 2018 )
• The Chelsea Royal Diner , 487 Marlboro Rd ( take exit 2 off Route 91 to Route 9 West, drive 2 miles. Just when you think you've passed the Royal Diner it will appear on your right. Remember the best part of the Royal Diners' location, just outside of Brattleboro, is that you have to pass it on the way up to Vermont and on the way home ), ☏ +1 802 254-8399 . breakfast, lunch, & dinner . A vintage 1938 Worcester diner. Decor and food speak of times gone by with Daily Blue Plate Specials, generous portions and extremely friendly pricing. The cuisine is probably best described as "high-end home style". Authentic Mexican fare served Tuesday through Saturday evenings, prime rib Friday and Saturday nights, real mashed potatoes, homemade soups, breads, pies and desserts. Breakfasts are served all day and they are a feast, with homemade pancakes and Belgian waffles, eggs Benedict, and the diners' specialty "Cajun Breakfast Skillet" making for some tough choices. The menu also offers an array of sandwiches, pizza, and a kids menu. Take-out is available for every item. April through October is the season for the Royal Soft Serve Stand, featuring Columbo Nonfat Frozen Yogurt, 10 flavors of soft-serve daily, and the Royal's Homemade "Royal Madness" Ice Cream. There's lots of classic eats too, such as footlong hotdogs with fries, and double cheese burgers.  
• Elliott Street Cafe , 134 Elliot St ( Up Elliott St., past the fire station, on the left ), ☏ +1 802 246-1251 . breakfast, lunch . Great Mexican inspired breakfast and lunch. Very basic set up, very good food. Lots of vegetarian options. They cook all their dishes from scratch, with the highest quality and local ingredients they can find. They are committed to supporting local, sustainable food systems, and a strong local economy. They also have ping pong and host performances.  
• Superfresh Organic Cafe , 30 Main St. , ☏ +1 802-579-1751 . Su M 10AM-9PM, Tu 10AM-4PM, W Th 10AM-9PM, F Sa 10AM-10PM . A wonderful vegan, gluten free, organic cafe. They have amazing baked goods and smoothies. Quaint and welcome space. ( updated Jun 2017 )

Drink [ edit ]

• 42.851598 -72.560071 1 McNeill's Brewery , 90 Eliot Street ( The bar is to the left of Kipling's and across from the fire station. ), ☏ +1 802-254-2553 . Opens at 2PM on the weekends, open until it's closed . A full service drinking establishment located in downtown Brattleboro on Elliot Street in an old firehouse that is across the street from the actual firehouse. As for the full service concept, McNeill's provides glasses and will even pour beer into your glass for you for a small charge. They can also put beer in a growler for you (a deal at 10 bones with refills for just 8). They also have some pub food that is better than just edible. And darts. And that game with a ring on a string that you swing and catch on a hook, which is surprisingly difficult even before a few beers. If it's possible to have a "dive brewery," this is it. Cash Only. ( updated Oct 2016 )
• 42.851654 -72.559971 2 Kipling's Restaurant & Pub ( Kipling's ), 78 Elliot St ( between McNeill's Brewery and the entrance to the parking garage ), ☏ +1 802 257-4848 . afternoon - last call . Kipling's has standard pub food and a decent selection of beer. A nice place to stop and get a beer, hang out with friends, etc. Kipling's isn't as trendy as Flat Street Brew Pub and lacks the character and charm of McNeill's, but Kipling's make up for that by being the warmest, friendliest, and most "down-to-earth" bar in Brattleboro. The waitress is really nice too. Cash only. ( updated Oct 2016 )
• The Weathervane , 19 Elliot St ( Between Main Street and the parking garage on the north side of the street. ), ☏ +1 802 258-6529 . 5PM-2AM . The Weathervane is a unique place. They offer live music (sometimes it's a DJ) 5 to 7 nights a week. It's a favorite hangout of Brattleboro townies.  
• 42.852056 -72.55942 3 Metropolis Wine Bar , 55 Elliot St , ☏ +1 802-254-8500 . Metropolis Wine Bar is a nice spot if you want a cocktail or a glass of wine. Sometimes they have DJ and dancing and sometimes they host art showings. ( updated Oct 2016 )
• 42.853459 -72.559658 4 Hermit Thrush Brewery , 29 High St , ☏ +1 802 257-2337 . Brewery in the former home of Blue Moose Cafe, an old auto warehouse on High St. Hermit Thrush is dedicated to sours and Belgian-style beers, even producing a sour IPA. They only offer growler fills and sample flights due to licensing requirements. There are usually at least 8 beers to try and you can chat with the owners in the rustic wood and brick taproom. ( updated Oct 2016 )
• 42.85198 -72.558024 5 Mocha Joe's , 82 Main St , ☏ +1 802 257-7794 . Mocha Joe's is a tiny basement coffeeshop that has a full menu of espresso drinks and a small selection of baked goods. They roast their own coffee, which you will find for sale in stores around the region. The shop is split into two rooms, one for ordering and a seating area with a mix of tables and a comfortable couch in the back. The walls feature a rotating art display with pieces available for purchase. ( updated Oct 2016 )

Sleep [ edit ]

• 42.851309 -72.557803 1 Latchis Hotel , 50 Main St , ☏ +1 802 254-6300 , toll-free: +1-800-798-6301 . Check-in: 11AM , check-out: 2PM . Definitely the nicest hotel in Brattleboro. Plus it's right downtown and close to all the good stuff that downtown Brattleboro has to offer. Prices go up on the weekend and during the fall foliage season. $100-130/night per double. Larger rooms for up to 5 people are available; the 5-person suite is $180/night . ( updated Oct 2016 )
• 42.89191 -72.552635 2 Quality Inn and Conference Center Brattleboro , 1380 Putney Rd ( 5 miles from the center of Brattleboro ), ☏ +1 802 254-8701 . Pet-friendly. On-site restaurant, pools, sauna, and fitness center. Provides free wifi and extended stay amenities and services. ( updated Oct 2016 )
• 42.838122 -72.565913 3 Econo Lodge , 515 Canal St , ☏ +1 802 254-2360 . Budget chain hotel by I-91. $65/night . ( updated Oct 2016 )
• 42.878616 -72.559076 4 Colonial Motel , 889 Putney Rd , ☏ +1 802 257-7733 . Very affordable independent motel with an attached tavern. $70/night . ( updated Oct 2016 )
• 42.890232 -72.554176 5 Lamplighter Inn Motel , 1336 Putney Rd , ☏ +1 802 254-8025 . ( updated Oct 2016 )
• 42.888212 -72.55539 6 [dead link] Motel 6 , 1254 Putney Rd , ☏ +1 802 254-6007 . Budget chain hotel neat I-91 exit 3. $56/night . ( updated Oct 2016 )
• 42.882527 -72.557225 7 Super 8 , 1043 Putney Rd , ☏ +1 802 254-8889 . Budget chain hotel. $66/night . ( updated Oct 2016 )
• 42.847936 -72.559691 8 The One Cat Bed & Breakfast , 43 Clark Street ( From Route 91, tax exit 1 to Canal Street ), ☏ +1 802 579-1905 , [email protected] . Check-in: flexible , check-out: flexible . The One Cat is a small, friendly bed & breakfast five minutes' walk from downtown. Rates include taxes, a full breakfast catering to all diets, use of a small-but-well-stocked library and the breakfast room, which doubles as a place to relax on a rainy day or stormy night. The One Cat offers a discount to guests taking the train. Check the website for unadvertised specials, more information, policies and lots of photographs. Rates go up on weekends and in high season. From $99 per night . ( updated May 2016 )

Connect [ edit ]

• The Brattleboro Reformer . The major local paper.

Go next [ edit ]

Keene , New Hampshire is about 40 minutes' drive via US Route 5 North and State Route 9 East, and has more pretty buildings for you to see.

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25 Best Things to Do in Brattleboro, VT

Last Updated By VI on March 10, 2024 in Things to Do in Vermont & Places to Visit

Creamery Covered Bridge

Brattleboro museum & art center, retreat trails, brattleboro area farmers' market.

• See the Complete List

Guilford Street off Route 9 west, over Whetstone Brook, Brattleboro, VT 05301

10 Vernon St, Brattleboro, VT 05301, Phone: (802) 257-0124

Ranging from old jeep roads to winding single tracks, the Retreat Trails cater for all levels, from easy trails for beginners and families to challenging single tracks, with some trails leading up to the top of the town’s ski jump, which boasts spectacular views of the surrounding countryside. Several of the trails still have the names they were given 175 years ago when they were created for the use of the patients and staff of the “Vermont Asylum”, which is in operation today as the Brattleboro Retreat.

Western Ave, West Brattleboro, VT 05301, Phone: (802) 254-8885

The Retreat Farm

45 Farmhouse Square, Brattleboro, VT 05301, Phone: (802) 490-2270

Fort Dummer State Park

517 Old Guilford Road, Brattleboro, Vermont 05301, Phone: 802-254-2610

Estey Organ Museum

108 Birge Street, Brattleboro, VT 05301, Phone: (802) 246-8366

KidsPLAYce: Southern Vermont Children's Discovery Center

20 Elliot St, Brattleboro, VT 05301, Phone: (802) 254-5212

Twice Upon a Time

63 Main St. Brattleboro VT, 05301, Phone: (802) 254-2261

Whetstone Station Restaurant and Brewery

36 Bridge Street, Brattleboro, VT 05301, Phone: (802) 490-2354

Brattleboro History Center

230 Main Street, 3rd Floor, Phone: 802-258-4957

Hermit Thrush Brewery

29 High Street Suite 101C, Brattleboro, VT 05301, Phone: (802) 257-BEER

Dosa Kitchen

Grafton Cheese Village, 400 Linden Street (on Route 30) in Brattleboro, Vermont, Phone: (646) 388-2221

Saxtons Distillery

155 Chickering Drive, Brattleboro, Vermont 05301, Phone: 802-246-1128

T.J. Buckley's Uptown Dining

132 Elliot Street, Brattleboro, VT 05301, Phone: (802) 257-4922

Peter Havens

32 Elliot Street, Brattleboro, VT 05301, Phone: (802) 257-3333

Superfresh! Organic Cafe

30 Main St. Brattleboro, VT, Phone: (802) 579-1751

The Robb Family Farm Sugar House

822 Ames Hill Road, Brattleboro, Vermont 05301, Phone: 802-257-0163

Brattleboro Outing Club

In 1922, a local sports enthusiast by the name of Fred Harris founded the Brattleboro Outing Club with one mission in mind: to encourage and promote greater community participation in outdoor sports and activities. Today, the Brattleboro Outing Club is one of the country’s oldest outdoor sports civic associations and hosts regular events and activities throughout the year. The club focuses on four distinct outdoor activities in particular: tennis, rowing, cross-country skiing, and paddling. Guests to the club can enjoy the use of six exceptionally maintained red clay tennis courts or try their hand at rowing down the West and Connecticut Rivers on club-owned rowing boats or participate in group kayaking or canoeing trips. In the winter, the club also offers skiing and snowshoeing activities along many miles of breathtaking trails. Each program is situated at different locations throughout the city while their activities can be booked ahead of time. Phone: 802-246-7843

28 Spring Tree Road, Brattleboro, Vermont 05301, Phone: 802-257-7563

118 Elliot Street, Brattleboro, Vermont 05301, Phone: 917-239-8743

Harris Hill Ski Jump

Cedar Street, Battleboro, Vermont 05301, Phone: 802-254-2565

Boys and Girls Club of Brattleboro

17 Flat Street, Brattleboro, Vermont 05301, Phone: 802-254-5990

Wheelhouse Clay Center

48 Harmony Place, Brattleboro, Vermont 05301, Phone: 802-490-2693

• 1. Creamery Covered Bridge
• 2. Brattleboro Museum & Art Center
• 3. Retreat Trails
• 4. Brattleboro Area Farmers' Market
• 5. The Retreat Farm
• 6. Fort Dummer State Park
• 7. Estey Organ Museum
• 8. KidsPLAYce: Southern Vermont Children's Discovery Center
• 9. Twice Upon a Time
• 10. Whetstone Station Restaurant and Brewery
• 11. Brattleboro History Center
• 12. Hermit Thrush Brewery
• 13. Dosa Kitchen
• 14. Saxtons Distillery
• 15. T.J. Buckley's Uptown Dining
• 16. Peter Havens
• 17. Superfresh! Organic Cafe
• 18. The Robb Family Farm Sugar House
• 19. Brattleboro Outing Club
• 20. The Marina
• 21. 118 Elliot
• 22. Harris Hill Ski Jump
• 23. Boys and Girls Club of Brattleboro
• 24. Wheelhouse Clay Center

Located in Southern Vermont on the bank of the Connecticut River, Brattleboro is a popular four-season tourist destination, with excellent skiing, snowshoeing and skating in the winter, and swimming, tennis, golf, hiking and biking in the summer. Brattleboro, VT is home to the Brattleboro Museum & Art Center , the Tasha Tudor Museum , the Estey Organ Museum and other cultural institutions. Here are the best things to do in Brattleboro, Vermont.

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THE 15 BEST Things to Do in Brattleboro

Things to do in brattleboro, tours in and around brattleboro.

Guided Brattleboro History Walking Tour

WW2 Small Arms Experience

Colonial Flintlock Musket Experience

Superman Zipline Tour in Morningside

2 Hour Forest Immersion Retreat in Woodland Sanctuary

Green Mountain Adventure Challenge Passes

Cycling New Hampshire's Covered Bridges

Wacky Williamstown Scavenger Hunt

Mountain Top Zipline Tour in Morningside Flight Park

Nutty Northampton MA Scavenger Hunt

Top attractions in brattleboro.

Other Top Attractions around Brattleboro

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• Brattleboro Farmers' Market
• Creamery Covered Bridge
• Saxtons Distillery
• Brattleboro Museum & Art Center
• Retreat Farm
• Retreat Trails
• Living Memorial Park
• Fort Dummer State Park
• Bonnyvale Environmental Eduction Center
• Robb Family Farm
• Grafton Village Cheese Company Brattleboro

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Take a History Tour!

Take a walking tour of downtown brattleboro.

Click here for a link to a map courtesy of the Brattleboro Historical Society and take your own walking tour of historic downtown!

While you’re downtown visit the Brattleboro History Center at 196 Main Street Brattleboro.  Hours: Thursdays & Fridays, 2-4pm; Saturdays, 12-3pm.

Follow the African American Heritage Trail

Visit a Local History Center!

Go Hug a Tree! 

After you’ve gotten a sense of Brattleboro’s historic roots, check out our other beloved roots with the Treasured Trees Walk that starts in downtown Brattleboro!

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23 Best & Fun Things to Do in Brattleboro (VT)

In search of the best and fun things to do in Brattleboro, VT?

Brattleboro, a famous four-season tourist destination, is located in Southern Vermont on the bank of the Connecticut River.

Brattleboro is endowed with amazing parks for a good time out with friends and family, a good playground for kids to play and have fun. You can also go swimming, great restaurants, cinemas, biking, nice spots for games like tennis, hiking, golf, baseball, and others, snowshoeing and skating in winter, and other exciting places to discover.

Are you planning a vacation to Brattleboro? Here are the best things to do in Brattleboro, VT

Things to Do In Brattleboro

1. explore the brattleboro museum and art center.

In Brattleboro Museum and Art Center , its focus is on displays of crafts and works by regional and international artists to educate and inspire tourists.

Brattleboro Museum and Art Center was founded in 1972 and it was built in the former Union Station in downtown Brattleboro.

Some segments make up the Brattleboro Museum & Art Center. First, the museum portion which displays traditional art, antique glass, and vintage toys. Secondly, the art center focuses on local fine arts legends and regional artists.

It organizes educational programs for learning, art displays, guided tours, and gallery walk through the museum. You can also rent Brattleboro Museum and Art Center for special programs and events.

The museum showcases work by artists, including works by Janet Fish, Chuck Close, Andy Warhol, and Wolf Kahn. There are also times for special exhibitions from community organizations and local school groups.

Address: Art Museum10 Vernon St., Brattleboro, VT 05301

2. Take a Walk in Retreat Trails

One of the top things to do in Brattleboro, VT, is exploring Retreat Trails which has a stone tower that gives tourists a scenic path in a wilderness, and is home to deer and eagles.

One of the best spots is an Olympic ski jump named the Harris Hill Ski Jump. There are accessible networks of trails that wind through the forested and hilly area north of the Massachusetts border on the Retreat Trails.

Retreat Trails is located in the South of Green Mountain National Forest.

Varying from old jeep roads to looping single tracks, the Retreat Trails provide few trails up to the peak of the town’s ski jump. The sight gives an incredible view of the surrounding countryside.

There are easy trails for beginners and challenging single tracks too. The Retreat trail system is measured over nine miles long.

Many of the trails still bear the names given to them 175 years ago when they were created to be used by the “Vermont Asylum” staff and the patients and still working as the Brattleboro Retreat to date.

Address: Hiking TrailsCedar Street, Brattleboro, VT

3. Visit the Creamery Covered Bridge

The Creamery Covered Bridge built in 1879 can also be called the Crystal Springs Covered Bridge or the West Hill Covered Bridge. It was named after a creamery that was situated adjacent to the bridge site.

The Creamery Covered Bridge is listed on the National Register of Historic Places as one of the best popular tourist attractions that attract tourists from far and near to the pleasant place.

Creamery Covered Bridge gives a scenic view of the creek and forests all around it as a historic covered bridge. Tourists can use the bridge for an excellent photo shoot opportunity.

The Creamery Covered Bridge is a beautiful place covered with a wooden bridge within the town of Brattleboro.

Address: BridgesGuilford Street Off Route 9 west, Over whetstone brook, Brattleboro, VT 05301

4. Have a Good Time in Brattleboro Area Farmers’ Market

The Brattleboro Area Farmers’ Market is a top-ranked farmers market that constitutes over 50 vendors selling several products and things like; agricultural products, animals, live music, arts and crafts, and ethnic foods from around the globe.

The market, which is Southern Vermont’s prominent farmers’ gathering, provides both locals and visitors with a course in Vermont food.

The foods offered are the free-range beef and lamb to cheeses, honey, freshly baked pastries, fruit and veggies and, maple syrup.

The Brattleboro Area Farmers’ Market opens every Wednesday at Whetstone Pathway off Main Street between 9 am – 2 pm. The Saturday’s market is held in West of town by the Creamery Bridge same time.

Address: Farmers MarketsRoute 9 West, Brattleboro, VT

5. Go to the Retreat Farm

The Retreat Farm is a historical site and a non-profit center concentrating on recreation, conservation, education, and sustainable enterprise.

The Retreat Farm is an outdoor amusement and recreation area located on 475 acres, and the farm consists of a variety of animals that tourists can play with and pet. The farm also has a trail network.

The Retreat Farm is a dwelling place to one of the five trailheads that make up the nine-mile Retreat Trails recreation network, which is open for skiers, hikers, horse riders, and bikers.

The farm is an actual reflection of the cultural and rural way of life in Vermont. It also gives hands-on farming experiences for the family, including playing with chicks, petting goats, feeding sheep, and playing in the corn.

All these encourage kids to interact with different animals and know more about life on a farm. There is a gift shop that offers an order of souvenirs to take home.

Address: Farms & Ranches350 Linden St Route 30, Brattleboro, VT 05301

6. KidsPLAYce: Southern Vermont Children’s Discovery Center

Are you in search of fun things to do in Brattleboro with kids? KidsPLAYce is a beautiful place to visit.

The KidsPLAYce: Southern Vermont Children’s Discovery Center is an indoor play-space that provides educational play structures, interesting, engaging, and fun environment where kids can play and learn new things.

It is also family-friendly and a party location for the kids.

There are fantastic and creative displays designed to educate, inspire, and encourage discoveries, such as a life-size castle, the musical marimba bench, zoom tubes, a pirate ship, art stations, and a train.

There are spaces available for babies and toddlers, consisting of soft play areas, a unique puppet stage, and colorful murals by local artists.

Children can enjoy their lunch and snacks during lunchtimes as there is a comfortable and inviting area. There are different programs and events to be enjoyed throughout the year, such as the ‘Fine Dining Raffle,’ ‘Visit with Santa’, and many others.

Address: 20 Elliot St, Brattleboro, VT 05301

7. Twice Upon a Time

Twice Upon a Time is a shop situated in a beautifully restored historic turn-of-the-century department store.

It is a family-owned business that sells various vintage and collectible items from the 18th Century to date.

Twice Upon a Time offers an extensive selection of collectibles, glass, china, home décor furniture, and vintage clothing from over 100 dealers and 4,000 consignors.

It also provides rental spaces, local deliveries, and pickups, as well as consignments. It covers 10,000 square feet of space with the actual mezzanine level.

Address: 63 Main St. Brattleboro VT, 05301, Phone: (802) 254-2261

Planning a vacation and wondering where to visit in the United States? Here are a list of things to do in Reno Nevada , things to do in Sioux Falls, SD and fun places to visit in Chattanooga, TN for fun exploration.

8. Historical Society of Cheshire County

Historical Society of Cheshire County was established in 1927 as a non-profit. It is committed to conserving and promoting the history of the local area.

The Historical Society of Cheshire County utilizes a 13,000 square-foot museum filled with historical documents and displays.

It has the commission to collect, maintain and communicate the history of Cheshire County.

To achieve the commission of the Historical Society of Cheshire County, it shares and interprets the materials of Cheshire County history with people who are interested in its past and present.

The Historical Society of Cheshire County works as an educational center consisting of artifacts, archives, manuscripts, research collections, public information, etc. It also sponsors educational displays and publications.

Address: Specialty Museums246 Main ST., Keene, NH

9. Top of the Hill Grill

The restaurant is family-friendly and serves real barbecue food, including beef grilled chicken, smoked turkey, freshly ground, pure beef burgers, brisket and ribs, and hickory-smoked pork.

Top of the Hill Grill also serves tasty prime-cut meats accompanied by various freshly made salads and sides such as roasted potatoes, cornbread, baked beans, root vegetables, and coleslaw.

Vegetarians are also catered for, with a range of non-meat dishes and pasta made available for them.

Also, premium exclusive Children’s Menu offers mac and cheese, hot dogs, chicken fingers, burgers, and sloppy joes.

The beautiful wooden deck with picnic tables provides fantastic outdoor dining in the summer, alongside an indoor heated deckhouse that provides warmth in the winter.

Address: Williamsville, VT 05362.

10. Learn New Things at Estey Organ Museum

The Estey Organ Museum , which was named after Jacob Estey, was established in 2002 to celebrate the heritage of the Estey Organ Company of Brattleboro.

Jacob Estey founded a giant Estey pipe, reed, and electronic organ manufacturing establishment best of its kind.

The Estey Organ Museum is dedicated to sharing historical information about the company, its practices and, its products, all done through magnificent collections and displays of Jacob Estey and other organs.

Estey Organ Museum is a fascinating and educational place and a must-see center for organ lovers to visit, alongside nicely arranged antique organs with photographs and Estey family genealogy on display.

The museum inspires tourists to discover and learn about music, arts and crafts, histories, and others by collecting artifacts in Estey Organ Museum.

Estey Organ Museum organizes essential events and other activities, including historical re-enactments, musical concerts, and organ workshops.

This makes what to do in Brattleboro, VT, for a fun time, do consider an addition to your bucket list of things to do in Brattleboro, VT.

Address: History Museums 108 Birge Street, Brattleboro, VT 5301

11. Hermit Thrush Brewery

Christophe Gangné and Avery Schwenk founded Hermit Thrush Brewery in 2014. It is a local brewery that creates Belgian-inspired and fruit beers.

It offers special tours and beer tastings. Hermit Thrush Brewery also displays works of art by local artists.

Hermit Thrush Brewery has quickly gained a reputation for amazing sour and wild ale recipes using renewable energy and sustainable processes.

The beautiful brewery exudes old-world style with exposed brick, elegant archways, and a quaint tasting room made out of reused wood. Tourists can enjoy several beers in the tasting room, including the Party Guy, Brattlebeer, Brooks Brown, Dizzy Vicar, and Silly Friar.

Address: 29 High Street Suite 101C, Brattleboro, VT 05301

12. Have a Sumptuous Meal at Dosa Kitchen

Dosa Kitchen is located at the Grafton Cheese Village in the heart of Brattleboro. It serves a creative and tasty menu of South Indian cuisine.

It is a food truck owned by Leda Scheintaub, a cookbook author.

One of the cuisines made and served from the truck’s tiny kitchen is the dosa- a crispy, tangy fermented rice and lentil crepe.

They also serve made-from-scratch dosas like the traditional masala dosa and the non-traditional kimchi bacon dosa pancake, the signature dosa dog – a slice of large pork and beef accompanied with a wrapped hot dog stacked with tangy homemade mustard, Grafton cheddar cheese, and masala sauerkraut, and

Dosa Kitchen provides for all types of dietary requirements from vegetarian to gluten- and dairy-free. Dosa Kitchen is also available for personal events and parties.

Address: Grafton Cheese Village, 400 Linden Street (on Route 30) in Brattleboro, Vermont,

13. T.J. Buckley’s Uptown Dining

T.J. Buckley’s Uptown Dining is located in a restored Worcester Dining Car from 1925, T.J. It is headed by Chef-Owner Michael Fuller.

T.J. Buckley’s is always open for dinner Thursday through Sunday, occasionally on Wednesdays.

T.J. Buckley’s is a family-friendly restaurant that offers seasonal organic cuisine made with ingredients gotten from local farmers and producers.

Its menu serves various New American cuisine with a European touch sourced from Chef Fuller’s classic French training across different foods, consisting of poultry, vegetables, meat, gluten-free foods, and fish.

There are compelling and freshly prepared salads served in T.J. Buckley’s Uptown Dining.

Including the winter vegetables, the rabbit loin wrapped in Serrano ham and Maine heirloom beans, Poached Bosc pear, Crispy Pork Belly with Diver Scallops accompanied with gritty polenta cake, black trumpet mushrooms and steamed winter greens, and many others.

Address: 132 Elliot Street, Brattleboro, VT 05301

14. Peter Havens

Thomas Dahlin and Gregg Van Iderstine started Peter Havens.

Peter Havens restaurant offers an inviting atmosphere, a fantastic menu of wonderfully prepared cuisine accompanied with wine and warm service.

The restaurant houses ten tables where people can enjoy romantic dinners in a casual and cozy ambiance. It has a bar where signature cocktails are served and enjoyed before or after dinner.

The menu consists of a nicely arranged list of foods, of which, for a start, you can begin with the Sesame Crusted Ahi Tuna, brandy, vermouth marinated escargots sautéed with garlic Wild Maine Mussels steamed in white wine. You can also try the entrées of pan-roasted duck breast with French greens, grilled lamb chops in a rosemary marinade, and salmon steak with ginger soy vinaigrette.

You can end your meal with something tasty from the dessert menu, such as the warm apple tart or the Nantucket oatmeal spice cake and the chocolate mousse, and then wash it down with the finest in the impressive wine list.

Address: 32 Elliot Street, Brattleboro, VT 05301

15. Molly Stark State Park

Molly Stark State Park has a hiking trail that leads up a local mountain, and it gives a scenic view of an area that was settled before the American Revolution.

Molly Stark State Park is named after the popular wife of General John Stark of the Revolutionary War. Along with the Molly Stark, the park is built Trail Scenic Byway, the main east-west route in Southern Vermont.

Different campsites are provided; there is a restroom with flush toilets with hot and cold running water. There is a playground and a hiking network that leads to the Mt. Olga fire tower.

Molly Stark State Park has a picnic space that is available for rent. The pavilion is enough for up to 60 people, three charcoal grills, ten picnic tables, and electricity with nearby restrooms.

Address: National & State Parks705 RT 9 E, Wilmington, VT, 05363

Planning a road trip to Ohio ? Do check out our list of things to do in Findlay , fun things to do in Athens and things to do in Columbus for a fun Ohio road trip

16. Fort Dummer State Park

One of the best things to do in Brattleboro, VT, is a visit to Fort Dummer State Park, it is one of Brattleboro VT attractions you should not miss out on.

Fort Dummer State Park was built in 1724 in a town called the Town of Brattleboro in southeastern Vermont. It is a park known as the first permanent European settlement in Vermont.

Fort Dummer State Park is located in the Connecticut River Valley outside of Brattleboro. It has is a 217-acre state park overlooking the site of Fort Dummer.

It was built during the Dummer’s War by the colonial militia of the Province of Massachusetts Bay which took place under the command of Lieutenant Timothy Dwight and was named after Lieutenant-Governor William Dummer, who was the acting governor of Massachusetts at the time of the fort’s construction.

The park is occupied by forest land, and it provides different hiking trails and a campground. It consists of forests in Brattleboro, Vernon, and Guilford.

The red, white, and chestnut oaks dominate the Southern tree species, and this also contains yellow birch, white birch, beech, and maple.

Several oak trees offer food and shelter for turkeys, squirrels, and deer. Ruffed grouse also lives in these woods, attracted by the dense woody cover.

The campground has 50 tent sites and ten lean-to sites, which are located in two adjacent areas. It has restrooms with hot showers.

Address: National & State Parks517 Old Guilford Road, Brattleboro, VT 05301

17. Naulakha

Naulakha is a national historical landmark called the Rudyard Kipling’s home on Kipling Road in Dummerston, Vermont, a few miles outside Brattleboro.

Naulakha was built for Rudyard Kipling in 1892. The popular actor wrote some of his famous books, such as The Jungle Book and other exciting works.

It also contains a library of Rudyard Kipling’s work and an original desk where he wrote his books.

Several outbuildings and facilities are built by the Kiplings, such as the carriage barn, a tennis court, a greenhouse, and some artifacts belonging to the family.

Naulakha is open for tours, family and friends reunions retreats and is also available for rent.

Address: Naulakha, 481 Kipling Rd, Dummerston, VT 05301

18. Gallery in the Woods

Amongst the top fun things to do in Brattleboro, VT, is Gallery in the Woods. It is one of the museums that celebrate some creative and visionary artists worldwide.

The Gallery consists of furniture, glass pieces, paintings, jewelry, and sculptures with a religious undertone with several displays.

Gallery in the Woods offers fine and folk arts, crafts, hand-made lighting, and a home.

It hosts exhibits of featured artists throughout the galleries and receptions for Gallery Walk every first Friday of the month.

One of the artworks is “The Roots To Resistance,” painted by Denise Beaudet. It features 13 four by eight-foot well-sourced portraits of grassroots women activists. It is designed to inspire and educate women from all walks of life.

The exhibit is related to the organizations founded and influenced by these women, and all goes to them. Postcards of these images and fliers can be sent worldwide for free if requested.

Address: ArtGgallery145 Main Street, Brattleboro, VT 05301

19. Stonewall Farm

Stonewall Farm was founded over 300 years ago and has been a working dairy farm for more than 200 decades. It is a notable farm located in Keene, NH.

Stonewall Farm is a farm that runs a working organic dairy farm and educational center. Guest and tourists can visit the grounds and barns, relate with the animals, watch a milking, or go for a hike on a network of trails on the farm.

Stonewall Farm Products offers ice cream, fresh organic milk, and vegetable, all made on the creamery farm.

It sells scooped ice cream by the cup or cone you can take home. The ice cream is made with milk and cream from the organic dairy farm.

It also has varieties of eggs and beef from the organic dairy herd.

Other farm products include fermented veggies, cooking oils, coffee, pastured raised meats, cheese, miso seasonings, salsas, honey jams, crackers, gourmet sauces, and many others.

Stonewall Farm provides the southeast corner of New England farm education programs for adults and kids, organic dairy products, fresh fruits, and an excellent event center.

Address: Farms & Ranches242 Chesterfield Road, Keene, NH 3431

20. Enjoy a Good Meal at Whetstone Station Restaurant and Brewery

Whetstone Station Restaurant and Brewery is a great restaurant that serves creative and delicious cuisine food, refreshing drinks in a picturesque riverside setting, and local craft beers.

Take a walk from downtown Brattleboro; Whetstone Station boasts year-round indoor and outdoor dining against a backdrop of breathtaking views.

Whetstone Station Restaurant and Brewery’s menu serves traditional pub grub-style fare and pub pretzels, grilled sirloin tips, and crab cakes as starters.

There are Lighters meals like sandwiches and burgers that are available from the ‘Brew Bar’ menu. You can enjoy varieties of handcrafted beers from the brewery with the served meal.

The main foods offered are basil encrusted salmon, pub meatloaf, classic fish, chips, and spiced cider ribs.

You can explore the brewery with guided tours and tastings on the first Sunday of every month at noon; it can also be done by appointment.

This is one of the top places to visit in Brattleboro for a meal, do add to your checklist of cool things to do in Brattleboro, VT.

Address: 36 Bridge Street, Brattleboro, VT 05301

21. Cheshire Children’s Museum

Cheshire Children’s Museum is located at the center of Keene. It is created for children of all ages as the museum encourages dramatic and exciting play.

It is a fantastic center for birthday parties. There is a separate area for toddlers and older children, and you can supervise your kids while they are playing.

In Cheshire Children’s Museum, there is a camping area, grocery store, automotive section, log cabin, post office, space ship, a classroom, and others.

Are you in need of a place to visit in Brattleboro with your kids for a fabulous and fun time? Cheshire Children’s Museum is one of the best centers to visit.

Address: Children’s Museums149 Emerald Street, Keene, NH 03431

22. The Superfresh! Organic Café

Superfresh! Organic Café is located at the base of Mount Wantastiquet on the banks of the Connecticut River.

It is the only restaurant in southern Vermont that serves 100% vegetarian/vegan cuisine. It encourages commitment to an irresistible, affordable, and healthy menu.

Superfresh! Organic Café is a family-friendly eatery that offers an array of the menu of homemade soups, burritos and quesadillas, wraps, delicious sandwiches, freshly prepared salads, pizzas, and other body-nourishing meals.

For a fantastic meal, you can add a beverage from the range of freshly squeezed vegetable juices, and fruits, coffee and tea, smoothies, and enjoy your meal in the warm and welcoming restaurant alongside a backdrop of local artworks and live music.

To encourage regional producers and farmers, the Superfresh! Organic Café supports sustainable models of distribution, production, waste and recycling and small retail space that sells herbal apothecary goods, and artisanal shelf-stable food products and

Address: Main St. Brattleboro, VT

23. The Art of Humor Gallery

The Art of Humor Gallery is created in 2001 to serve as a comprehensive walk-through portfolio for patrons and art students.

The Art of Humor Gallery is a 3000-foot gallery is built on 14 acres of a scenic mountainside situated in the Green Mountains of Vermont.

It centers on exhibits of humorous fine art, and it also contains the work of an artist and a cartoonist named Skip Morrow.

There are giclee prints, watercolor originals, books, prints, and cards on display. The works of Skip Marrow are the center of the collections.

Skip Morrow has illustrations published internationally, including New York Times best-selling books, magazine articles, cards, etc.

The Art of Humor Gallery opens every Friday through Sunday from 10 am-5 pm or by appointment, and there is a $5 admission charge which can be applied to select items for purchase.

Address: Art Gallery#30 Not-a Road, Wilmington, VT 05363

Want to have more fun in Vermont? check out our list of things to do in Vermont for a fun exploration of this State .

Plan your Vacation to Brattleboro

Brattleboro is a great and exciting place for a family or friend’s vacation. Brattleboro is a fantastic place to explore and discover amazing things.

There are attractive parks, fantastic museums, great restaurants, playgrounds, and many other fun things to do in Brattleboro.

So you can start planning a visit to this place on your next vacation. The things listed here will guide you to know the best things to do in Brattleboro, VT, and great places to visit.

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• Food & Drink
• Art & Culture
• Trip Ideas & Itineraries

• PLACES TO VISIT
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• Places to Stay
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The Brattleboro Words Trail

Discovering ‘print town’ on the brattleboro words trail.

By Meg McIntyre Story originally published in Seven Days on 03|01|2022.

From the vantage point of Brattleboro’s tiny Pliny Park, history is all around.

To the right across High Street stands the 1871 Brooks House, a former hotel and favorite destination of 19th- and 20th-century literary figures such as Rudyard Kipling, author of  The Jungle Book , who lived for a time in nearby Dummerston. Across Main Street, the American Building, now dotted with shops and restaurants, once housed the  Brattleboro Reformer , the Vermont Printing Company and the Stephen Daye Press. To the left, you can see the former site of the town hall, where African American abolitionist and orator Frederick Douglass delivered his first speech about President Abraham Lincoln’s assassination in 1866.

These are just a few of the locales highlighted on the Brattleboro Words Trail, a collaborative research project celebrating southeastern Vermont’s rich literary past and present. With more than 90 destinations featuring dynamic audio narrations — and more being added all the time — the tour takes residents and visitors on a journey through the region’s long-standing love affair with words.

“My appreciation of this place has increased a hundredfold since beginning this work, because every building, every street, every hill — it’s filled with these stories for me now,” trail cofounder and producer Lissa Weinmann said.

The project began in 2017, when several local organizations, including the Brattleboro Literary Festival, the Brooks Memorial Library, the Brattleboro Historical Society, Write Action and the now-shuttered Marlboro College, joined forces to apply for a grant from the National Endowment for the Humanities.

After months of community engagement and many more of research and audio production, the project released dozens of audio segments in December 2020. They cover not just Brattleboro but the surrounding region, from Grafton to Dover to Colrain, Mass. The audio stories are accessible online or via a downloadable app, but visitors can also pick up a printed map at sites along the trail and read the companion book,  Print Town: Brattleboro’s Legacy of Words .

Whether you peruse the downtown sites or venture farther afield, an afternoon on the trail makes for a stimulating spring outing. Some of the subjects are well known locally and beyond. Saul Bellow, for instance, who won the Nobel Prize in Literature in 1976, spent much of his later life in the area and is buried in Brattleboro’s Jewish cemetery.

Other subjects are figures whose legacies have not received their due, including Lucy Terry Prince, the first known African American poet. You can visit the land where Prince and her husband, Abijah Prince, settled in Guilford in 1764 and opened their home as a gathering place for freed and enslaved Black people. Her only surviving poem, “Bars Fight,” chronicles a violent massacre that occurred in Deerfield, Mass., in 1746, when Prince was still enslaved there.

For Sandy Rouse, cofounder and director of the Brattleboro Literary Festival, a favorite discovery during the research process was the work of writer Mary Wilkins Freeman. Freeman’s poems and short stories were published in the  Vermont Phoenix  and a slew of children’s magazines. One 1891 story, “The Revolt of ‘Mother,’” recounts the frustrations of a rural New England woman whose husband has neglected the construction of their family home in favor of other projects. In retaliation, she moves herself and her children into the barn he’s building instead.

The author’s father owned a dry goods store on Brattleboro’s Main Street in the current site of a jewelry store.

“I’d love to see her get popular again, because she’s a lot of fun,” Rouse said of Freeman.

Weinmann noted that one goal of the project is to “reflect the community back on itself” by elevating stories that aren’t widely known. The Brattleboro Words Trail highlights the history of the Abenaki, Indigenous people who have inhabited the area for centuries, with segments on ancient petroglyphs preserved in Brattleboro and Bellows Falls. There’s also a historic marker memorializing William Apess, author of the first Native American autobiography, which was published in 1829.

The trail’s sites take concrete form in a series of ceramic maps created by local artist Cynthia Parker-Houghton. Currently on display at the gallery 118 Elliot, they feature the names of local landmarks in Wabanaki as well as English.

“Part of the intention is to really create what we consider a deep mapping of our community — empowering people to tell these stories, helping people who might not ever really think of telling a story like this to do the research [and] source primary materials at different historical societies,” Weinmann said. “It’s all based in this philosophy of  Who gets to tell the stories ?”

The effort has been driven by artists and writers who call Brattleboro home today. Stephanie Greene, a local writer and organizer with the Brattleboro Literary Festival, researched and produced a segment about her parents’ publishing company, the Stephen Greene Press, which released regional and nonfiction titles for more than 20 years, starting in 1957. Her two sons, Isaac and Graham Brooks, voiced the narration, making it a multigenerational affair.

At the heart of the project is the question of what has attracted so many literary-minded folks to the region over the centuries.

“Why is Brattleboro so unique? What are the elements from the landscape, the land, that have led us to where we are now, an extraordinarily creative place?” Weinmann asked. “At the same time, we also believe that any town can trace its history of words and will find interesting artifacts and stories therein.”

One theory is that Brattleboro’s location at the confluence of the Connecticut and West rivers positioned the town to thrive in the printing industry. Weinmann explained that the purity of the water supply was ideal for producing highly reflective, high-quality paper, and a number of paper mills popped up as a result. The town’s proximity to New York and Boston has also made it a perennial destination for artists, writers and creatives.

The pristine waters drew famous visitors such as poet Henry Wadsworth Longfellow and novelist Harriet Beecher Stowe to the region. Both traveled to Brattleboro in the mid-19th century to test the healing properties of the Wesselhoeft Water Cure, a natural spring that still bubbles up in the basement of the fire department on Elliot Street. Stowe sought treatment for the “melancholia” that plagued her after several consecutive pregnancies and the death of her brother.

“And she stayed and stayed and stayed, and her husband, who was taking care of all the children, including the newborn, kept writing her letters saying, ‘Honey, when are you coming back?’” Greene recounted. “She was at the water cure for nine months and then finally went home and within three years had published  Uncle Tom’s Cabin .”

Starting in March, organizers plan to add markers to the downtown segment of the trail, which will allow walkers to scan a QR code that automatically pulls up that location’s audio story. Soon, the trail will also greet travelers visiting Brattleboro by train. The ceramic map murals created during the project will adorn the side of the town’s new Amtrak station, construction of which is scheduled to break ground this spring.

In 2021, the Vermont Historical Society honored the Brattleboro Words Trail with the Richard O. Hathaway Award for best historical project. Organizers hope its success will inspire other communities to trace their own literary lineages.

“The more you learn about the history of the town,” Rouse said, “the more you learn about what makes it great.”

Learn more about the Brattleboro Words Trail . The trail app is available for download via the Apple App Store and Google Play, or at their website.

Seven Days Staytripper Series

Created by Seven Days, the “Staytripper: The Road Map for Rediscovering Vermont” series presents curated excursions statewide. The series was originally published from 2020-2022 and highlights Vermont restaurants, retailers, attractions, and outdoor adventures to spotlight all corners of the state.

Haunted Vermont, Folklore & much more…

Very Best Fun Things to Do and See in Brattleboro Vermont

Brattleboro Vermont's Best Kept Secrets: Best Spots Only Locals Know

Brattleboro, Vermont is a hidden gem nestled in the heart of Windham County. This picturesque town offers breathtaking views of the surrounding natural landscapes, making it the perfect destination for nature lovers. But downtown Brattleboro is more than just a southern Vermont pretty face – it's also an artsy town and a creative hub, buzzing with vibrant cultural events and a thriving arts scene.

Key Southeastern Vermont Takeaways:

• Brattleboro, Vermont is a charming and picturesque town with stunning views.
• It is known for its vibrant arts scene and local cultural events.
• Explore the historic downtown, filled with independent merchants and local food.
• Immerse yourself in the arts and culture of Brattleboro through jazz concerts, film festivals, and theater productions.
• Experience the festivals and events that showcase the strong community spirit of Brattleboro.

Explore the Historic Downtown of Brattleboro

Brattleboro's historic downtown is a vibrant hub of activity, filled with independent merchants, unique shops, and delicious local eateries. You'll find yourself immersed in the charming streets, where you can spend hours browsing through eclectic shops and experiencing the true essence of this artsy town. From artisanal products to local crafts, the downtown area is a shopping oasis, offering a treasure trove of one-of-a-kind items for you to discover. Take a gallery walk and visit the Brattleboro museum and art center.

An exciting hot-spot of creative culture, farm-to-table cuisine, and one-of-a-kind shops, Brattleboro has a bustling main street community of indie business owners situated alongside the bank of the Connecticut River.

When hunger strikes, the local food scene will not disappoint. Brattleboro's downtown is dotted with delightful restaurants and cafes, each offering their own culinary delights. Indulge in farm-to-table cuisine, savor the flavors of Vermont, and enjoy the creative fusion of ingredients that makes this town's cuisine truly special.

As you explore this Vermont historic downtown, you'll also have the opportunity to connect with the welcoming community. Engage in conversations with locals, learn about the town's rich history, and soak in the friendly atmosphere that permeates every corner. Brattleboro's historic downtown is not just a place for shopping and dining, but a vibrant social hub that will leave you feeling inspired and connected.

• Used Book in Good Condition
• D'Agostino, Thomas (Author)
• English (Publication Language)
• 160 Pages – 05/28/2011 (Publication Date) – Schiffer Publishing (Publisher)

No Vermont town or city would be complete without a ghost story or haunting and Brattleboro, has at least a couple ghostly tales.

Living in the Brattleboro, Vermont area

Here are some of the great things about owning a home in the Brattleboro, Vermont area. We recommend Berkley and Veller Greenwood Country Realtors for help with finding a new home:

• Scenic beauty . Brattleboro is located in the Connecticut River Valley surrounded by mountains and hills, making for great views and access to nature. There are many hiking trails, swimming holes, and outdoor recreation opportunities right from your doorstep.
• Arts and culture scene . Brattleboro has a thriving arts and culture community. There is a vibrant downtown with independent shops, art galleries, theater and music venues, and community events year-round.
• Community. Brattleboro has a strong sense of community with an engaged local population. There are many community organizations, volunteer groups, festivals, farmers markets, and neighborhood associations to get involved in.
• Good schools. The Brattleboro school system has a good reputation, with an elementary school right downtown. There are also private schools and homeschooling opportunities in the area.
• Low taxes . As with much of Vermont, taxes in Brattleboro are relatively low compared to national averages, especially property taxes. This helps offset the higher cost of living.
• Location. Brattleboro offers small town New England charm while still being close to cities like Keene, NH and Amherst/Northampton, MA which have more amenities. It's a great balance of accessibility and quiet.
• Outdoor recreation . With the mountains, rivers, lakes and more, Brattleboro is ideal for skiers, hikers, kayakers, bikers and all types of outdoor enthusiasts. Winter sports are also big in the area.

Immerse Yourself in the Arts and Culture of Brattleboro

Brattleboro is renowned for being an art town, attracting artists, musicians, and performers from all over. The town offers a diverse range of artistic and cultural experiences, from jazz concerts and film festivals to theater productions and art galleries. Immerse yourself in the creative atmosphere as you explore the vibrant arts scene that Brattleboro has to offer.

One of the highlights of the town is its regular jazz concerts, where talented musicians take the stage and fill the air with soulful melodies. These concerts provide a wonderful opportunity to relax and enjoy the smooth sounds of jazz in a cozy and intimate setting. Whether you're a jazz enthusiast or someone looking to explore a different genre of music, these concerts are not to be missed.

Brattleboro is also known for its film festivals , showcasing a wide range of independent films from both local and international filmmakers. These festivals provide a platform for emerging talents to showcase their work and for film enthusiasts to discover unique and thought-provoking stories. From documentaries to narrative features, there is something for everyone at these film festivals.

In addition to jazz concerts and film festivals, Brattleboro is home to several theater companies that produce captivating performances throughout the year. From classic plays to contemporary works, these theater productions showcase the immense talent and creativity of the local and visiting artists. Attending a live performance is an enriching experience that allows you to witness the power of storytelling and the magic of the stage.

Whether you're an art aficionado or simply appreciate creativity in all its forms, Brattleboro offers a vibrant and diverse arts scene that is sure to captivate and inspire you. From jazz concerts to film festivals and theater productions, there is something for everyone to enjoy in this culturally rich town.

Experience the Festivals and Events in Brattleboro

Brattleboro is known for its vibrant community spirit, and this is reflected in the diverse range of festivals and events that take place throughout the year. One of Brattleboro's  highlights is the Strolling of the Heifers Festival , which celebrates the region's rich agricultural heritage. This unique event features a parade of decorated cows, delicious local food, and live entertainment that will delight visitors of all ages. We've got a thriving downtown community of independent merchants all located in Brattleboro, VT .

In addition to the Strolling of the Heifers Festival, Brattleboro hosts a variety of seasonal festivals that showcase the town's cultural vitality. From music festivals to art fairs, there is always something happening in Brattleboro to captivate your interest. These festivals provide a platform for local artisans, musicians, and performers to share their talents and contribute to the vibrant arts scene of the town.

Brattleboro is alive with community events throughout the year, offering you opportunities to connect with locals and experience the unique charm of the town. From street fairs to farmers' markets, these events create a sense of togetherness and allow you to immerse yourself in the warm and welcoming atmosphere of Brattleboro. Whether you're looking for family-friendly activities or seeking to engage with the local community, Brattleboro has something to offer for everyone.

Explore the Natural Beauty and Outdoor Activities

Brattleboro is a haven for nature enthusiasts, offering a plethora of outdoor activities amidst stunning natural landscapes. The town's scenic views will take your breath away as you immerse yourself in the beauty of the surrounding environment. Whether you're an avid hiker , cyclist , angler , or simply someone who appreciates the tranquility of nature, Brattleboro has something for everyone.

Experience the thrill of hiking along the picturesque foothills, where you'll encounter winding trails that lead to hidden gems and breathtaking vistas. The region boasts an abundance of parks and natural areas, waiting to be explored. Take a leisurely stroll by the riverside, enjoying the soothing sounds of flowing water and the gentle rustle of autumn leaves. Brattleboro is truly a nature lover's paradise.

“The beauty of Brattleboro's natural landscapes is unmatched. You'll find yourself captivated by the serene atmosphere and scenic wonders. It's a perfect destination for those seeking outdoor adventures and a connection with nature.” – Local Outdoor Enthusiast

Outdoor Activities in Brattleboro

• Discover the joy of kayaking or canoeing along the Connecticut River, surrounded by the lush greenery and tranquil waters.
• During hot summer days, cool off at the Living Memorial Park Swimming Pool & Rotary Water Playground.
• Indulge in a peaceful fishing expedition in one of the many lakes and streams, abundant with a variety of fish species.
• Get your adrenaline pumping with exhilarating mountain biking trails that offer thrilling descents and scenic routes.
• Immerse yourself in the mesmerizing beauty of the fall foliage during autumn, when the landscapes are painted in vibrant colors.

Brattleboro's natural beauty is not just limited to its landscapes, but also extends to the diverse wildlife that calls this region home. Birdwatchers will find themselves in paradise, spotting a variety of bird species as they explore the town's many trails and parks. Keep your eyes peeled for deer, foxes, and other native creatures that inhabit the area.

Whether you're seeking solace in the serene surroundings or embarking on thrilling outdoor adventures, Brattleboro offers an unparalleled experience for nature enthusiasts. Soak in the scenic views , embrace the tranquility, and let the natural wonders of this charming town rejuvenate your soul.

The Harris Hill Ski Jump

The Harris Hill Ski Jumping Competition is a time-honored Brattleboro custom that originated in 1922, before ski jumping was even included in the Olympics. The competition was the brainchild of Brattleboro, Vermont's Fred Harris, who established both the Brattleboro Outing Club and the Dartmouth Outing Club .

Discover the Historical Significance of Brattleboro

Brattleboro, Vermont is not only a charming and picturesque town, but it also holds a rich historical significance. The land on which Brattleboro is located was once inhabited by the Abenaki people, specifically the Sokoki band, adding an indigenous history to its story. During the colonial era, Brattleboro played a role in Dummer's War, serving as a site for the Massachusetts Bay Colony. To protect the settlers, Fort Dummer , a blockhouse and stockade, was built in the town, showcasing its architectural heritage.

Brattleboro's historical charm can be seen in its well-preserved buildings and landmarks, which tell the story of its past. From the colonial era to the present day, the town has evolved, but it has never forgotten its roots. By exploring the historical sites and learning about the town's history, you can gain a deeper understanding of Brattleboro's place in American history.

“Brattleboro's historical charm can be seen in its well-preserved buildings and landmarks, which tell the story of its past.”

The Abenaki People: A Native Heritage

Before the arrival of European settlers, the Abenaki people thrived in the Brattleboro area. The Sokoki band, in particular, called this land their home. Their presence and culture can still be felt today, creating a unique blend of indigenous and colonial history.

Experience the Strong Community Spirit

Brattleboro is more than just a town; it's a close-knit community that thrives on togetherness and support. The downtown area is a bustling hub, filled with local businesses and independent merchants who take pride in being part of the vibrant community fabric. You'll find a thriving downtown scene where you can shop for unique items, grab a delicious bite to eat, or simply soak in the lively atmosphere.

Brattleboro is also home to the Community College of Vermont and Vermont Technical College , contributing to the town's educational opportunities and fostering a culture of learning and growth. The colleges attract a diverse student body, adding to the town's vibrancy and providing an opportunity for residents to engage with young minds and fresh ideas.

The strong community spirit is further highlighted by the numerous community events that Brattleboro hosts throughout the year. From local festivals celebrating the town's agricultural heritage, such as the Strolling of the Heifers Festival , to seasonal events that bring people together, there's always something happening in Brattleboro. These events provide an excellent opportunity to connect with locals, experience the genuine warmth of the community, and create lasting memories.

Transportation and Getting Around Brattleboro

Planning your trip to Brattleboro by automobile? Enjoy a scenic drive on I-91, Route 9 or the Connecticut River Byway . Whichever direction you're coming from, you'll enjoy the drive to one of the best small towns in America!

Traveling by train? Consider the Amtrak Vermonter, providing service from St. Albans, VT to Washington, D.C., stops in Brattleboro once daily northbound and southbound.  Amtrak's train service (and waiting room) is located at  at 10 Vernon Road.

Greyhound Bus services are available throughout the country to and from Brattleboro.

Vermont's National Byway runs through Brattleboro

Carved between the Green Mountains of Vermont and the White Mountains of New Hampshire is 410 miles of the historic Connecticut River. Alongside the river runs the Connecticut River Byway, Vermont’s only designated National Byway.

Fun Things to Do in Brattleboro

Fort dummer: a symbol of protection.

Visit Fort Dummer State Park , built in 1724 in what is now Brattleboro. Fort Dummer served as a protective stronghold during Dummer's War. The fort was strategically positioned to provide security for the settlers against attacks by Native American tribes. Today, its historical significance is preserved through educational exhibits and artifacts that offer a glimpse into the town's past.

Estey Organ Museum

Visit the Estey Organ Museum , dedicated to the history and heritage of the Estey Organ Company of Brattleboro, Vermont, makers of reed organs, pump. They are located in the Old Engine House, part of the historic slate-sided Estey factory building, ten minutes off Interstate 91, Exit 1 North.

Brattleboro: A Thriving Downtown Scene

• Explore unique local businesses and a community of independent merchants along three blocks, on the banks of the Connecticut River .
• Visit the Brattleboro Area Chamber of Commerce for a listing of area businesses and local events
• Enjoy a diverse culinary, foodie scene with restaurants offering delicious cuisine
• Experience a lively and vibrant atmosphere that reflects the town's strong community spirit
• Grab a delightful Vermont craft beer at Hermit Thrush Brewery . Their taproom is open 5 days a week, Thursday through Monday. 
• Whetstone Station is celebrating 10 years of delicious food and beer along the waterfront in Brattleboro, Vermont.
• Saxtons River Distillery downtown tasting room and mercantile is located at 2 Elliot St in Brattleboro.
• Looking for live music? Visit southern VT's premier live music & event venue in a converted stone church.

Education and Community Growth

• Community College of Vermont and Vermont Technical College offer educational opportunities
• Engage with a diverse student body and foster a culture of learning
• Visit us and benefit from the infusion of new ideas and perspectives
• In 2023, Brattleboro was voted as the winner of the Strongest Town Contest proving that like a whetstone, it truly is a strong town!

Community Events and Festivals

• Strolling of the Heifers Festival celebrates the town's agricultural heritage
• Seasonal events provide opportunities for connection and community building
• Create lasting memories and experience the genuine warmth of the community

Brattleboro's strong community spirit sets it apart from other destinations, and it's a quality that visitors and residents alike cherish. From the thriving downtown scene to the wide range of community events , Brattleboro offers a warm and welcoming atmosphere that makes you feel like you're part of something special.

Outdoor Recreation at The West River Trail

It's been over 75 years since the final locomotive roared down the rails, yet remnants of the old railway continue to be treasured by locals who use them for hiking , biking , skiing , and immersing themselves in the surrounding wilderness. The 36-mile West River Trail includes an Upper Section in Londonderry, Jamaica, and Townshend and a Lower Section in Brattleboro and Dummerston.

More Brattleboro Area Hiking Trails

Brattleboro boasts six beginner-friendly hiking trails perfect for families and outdoor lovers of all abilities. Discover kid-approved routes or explore historic sights along wooded paths. With plenty of scenic nature spots surrounding Brattleboro, you're sure to find the ideal trail for your next adventure.

Southern Vermont Covered Bridges

• The Creamery Bridge is located at Guilford Street, just 1.5 miles from downtown Brattleboro.
• West Dummerston Covered Bridge is located on Route 30, Dummerston, VT which is 7 miles from Brattleboro.
• The Scott Bridge is a three span structure in the town of Townshend. It is located at Route 30, Townshend, VT, 19 miles from Brattleboro

Enjoy the Rural Charm and Quaint Setting

Brattleboro, Vermont is a hidden gem that offers a quaint and charming setting, showcasing the rural beauty and New England charm that the region is known for. Nestled among rolling hills and surrounded by breathtaking rural landscapes, Brattleboro exudes a serene and peaceful atmosphere that will envelop you as soon as you arrive.

As you explore the town, you'll be captivated by its historic significance and architectural heritage, which adds to its nostalgic charm. The well-preserved buildings tell stories of the town's past and provide a glimpse into its rich history. Whether you're strolling along the main streets or wandering through the residential areas, you'll be greeted with picturesque scenes that make Brattleboro truly unique.

Immerse yourself in the rural charm by experiencing the slower pace of life that Brattleboro offers. Take leisurely walks through the countryside, enjoying the fresh air and natural beauty. Indulge in the local cuisine, savoring farm-to-table dishes that highlight the region's agricultural heritage. Engage with the welcoming community, and you'll quickly feel like a part of the Brattleboro family.

A Unique Place to Stay

Looking for lodging in Brattleboro? There are plenty of choices with many of the famous name hotels and motels, but perhaps you're looking for something a bit more special? Why not spend a weekend getaway at the following, world class historic landmark?

Rudyard Kipling’s Naulakha

Designated a National Historic Landmark, Naulakha was constructed in 1892 as the home of acclaimed author Rudyard Kipling . Many original furnishings remain, allowing guests the rare opportunity to work at the very desk where Kipling penned classics like The Jungle Book , Captains Courageous , and parts of the Just So Stories .

Nestled at the end of a tree-lined drive off a peaceful country road, Naulakha sits just 10 minutes from the shops, eateries, breweries, and arts of Brattleboro, Vermont – recently named the 2023 Strongest Town by Strong Towns . This fully equipped three-story estate makes an ideal gathering place for family reunions and getaways. A totally unique combination of flair and Connecticut River Valley charm!

Indulge in the Local Culinary Delights

When it comes to satisfying your taste buds, Brattleboro, Vermont has a vibrant local food scene that is sure to delight. From farm-to-table cuisine to artisanal products, this charming town offers a culinary experience that reflects its commitment to supporting local farmers and producers.

Explore the diverse range of eateries in Brattleboro, from cozy cafes serving up freshly brewed coffee and delectable pastries to fine dining establishments offering innovative dishes made with locally sourced ingredients. Whether you're craving a hearty breakfast, a leisurely lunch, or an exquisite dinner, you'll find a plethora of options to satisfy your cravings.

For those looking to wet their whistle, Brattleboro is home to a number of distilleries and breweries. Indulge in handcrafted spirits or sample locally brewed beers, all while immersing yourself in the rich flavors and unique profiles that make Brattleboro's beverages stand out.

With its emphasis on quality, sustainability, and community, Brattleboro's local food scene is a true reflection of the town's values. Whether you're a food enthusiast or simply looking to treat yourself to a memorable dining experience, Brattleboro will not disappoint.

Brattleboro, Vermont is a hidden gem that offers a unique and memorable getaway for travelers seeking a combination of natural beauty, cultural richness, and community spirit. From its scenic views and outdoor activities to its vibrant arts scene and charming streets, Brattleboro has something to offer everyone.

Whether you're exploring its historical landmarks, indulging in the local culinary delights, or immersing yourself in the local culture, Brattleboro is a tourist destination that truly captures the essence of rural charm and New England allure.

With its picturesque landscapes and thriving arts scene, Brattleboro provides a perfect backdrop for outdoor adventures and artistic inspiration. The town's historic downtown, filled with independent merchants and local eateries, offers a shopping oasis for those seeking unique finds and delicious food.

Immerse yourself in the vibrant arts and cultural scene, attend jazz concerts and film festivals, and witness the sense of community come alive through exciting festivals and events. Whether you're strolling through the historic streets or enjoying the natural beauty surrounding the town, Brattleboro invites you to experience its warm and welcoming atmosphere.

What Family-Friendly Activities in Brattleboro, Vermont Would Kids Enjoy?

Looking for top family-friendly Vermont activities in Brattleboro? Kids can enjoy exploring the Retreat Farm, with its interactive farm activities and adorable animals. The Brattleboro Museum & Art Center offers hands-on exhibits for all ages. Plus, don't miss the thrill of zip lining at Mount Snow!

What is Brattleboro, Vermont known for?

Brattleboro, Vermont is known for its picturesque views, being an artsy town, and serving as a creative hub.

What can I expect to find in the historic downtown of Brattleboro?

In the historic downtown of Brattleboro, you can expect to find independent merchants, unique shops, and delicious local eateries.

What kind of cultural events can I enjoy in Brattleboro?

Brattleboro hosts regular jazz concerts, film festivals, and theater productions, showcasing the talent of local and visiting artists.

What are some of the festivals and events that take place in Brattleboro?

Brattleboro is known for hosting the Strolling of the Heifers Festival, as well as various seasonal festivals featuring live music, local artisans, and delicious food.

What outdoor activities are available in Brattleboro?

Brattleboro offers plenty of opportunities for outdoor activities such as hiking in scenic foothills, exploring nearby rivers and lakes, and enjoying the picturesque setting.

Does Brattleboro have any historical significance?

Yes, Brattleboro has a rich historical significance, with a blend of American and indigenous history. It played a role in the colonial era and is home to notable historic buildings.

What is the community spirit like in Brattleboro?

Brattleboro is a community-oriented town with a strong sense of togetherness and support. It hosts numerous community events and is recognized for its commitment to community development.

What is the overall atmosphere like in Brattleboro?

Brattleboro boasts a rural charm and quaint appeal, with picturesque landscapes and historic architecture that create a serene and peaceful atmosphere.

What is the local food scene like in Brattleboro?

Brattleboro has a thriving local food scene, emphasizing farm-to-table cuisine and artisanal products. You can explore eateries, distilleries, and breweries that showcase the region's culinary delights.

What makes Brattleboro a unique and memorable getaway?

Brattleboro, Vermont is a hidden gem that offers a unique and memorable getaway for travelers. It combines natural beauty, cultural richness, and a strong community spirit to create an unforgettable experience.

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Top Things to Do in Brattleboro, VT

Places to visit in brattleboro, tours in and around brattleboro.

Guided Brattleboro History Walking Tour

WW2 Small Arms Experience

Colonial Flintlock Musket Experience

Superman Zipline Tour in Morningside

2 Hour Forest Immersion Retreat in Woodland Sanctuary

Green Mountain Adventure Challenge Passes

Cycling New Hampshire's Covered Bridges

Wacky Williamstown Scavenger Hunt

Mountain Top Zipline Tour in Morningside Flight Park

Nutty Northampton MA Scavenger Hunt

Top attractions in brattleboro.

Other Top Attractions around Brattleboro

What travellers are saying

• Brattleboro Farmers' Market
• Creamery Covered Bridge
• Saxtons Distillery
• Brattleboro Museum & Art Center
• Retreat Farm
• Retreat Trails
• Living Memorial Park
• Fort Dummer State Park
• Bonnyvale Environmental Eduction Center
• Robb Family Farm
• Grafton Village Cheese Company Brattleboro

Our Favorite Things to do in Brattleboro VT This Summer

Are you looking forward to a summer filled with travel and adventure this summer?  So are we, and there are so many things to do in Brattleboro VT to keep you (and us!) busy this summer! Vacation trends for summer 2021 will be keeping travelers closer to home again, but that just means you have the perfect excuse to visit us at our luxurious Vermont Bed and Breakfast.

While staying at our Vermont Bed and Breakfast, you’ll enjoy luxurious accommodations, welcoming hospitality, beautiful gardens and walking trails, and nearby access to some of the top attractions in the Brattleboro area.  Whether you prefer to be out adventuring on the trails or relaxing in our gardens, there is no shortage of things to do in Brattleboro VT this summer.

If you’re ready to travel this summer – or even if you’re planning ahead for the upcoming fall foliage season – now is the perfect time to book your room at our luxurious Bed and Breakfast in Brattleboro VT!

The Best Things to do in Brattleboro VT

We never seem to run out of things to do in Brattleboro VT!  Whether you regularly retreat to this charming, artsy town of if this is your first visit, there are plenty of great ways to spend your time here.  We’d love nothing more than to help you experience the very best of Brattleboro, too, by suggesting an itinerary full of ideas that will keep you as busy as you want to be.

We’ve listed a few of our favorite things to do in Brattleboro VT below and can’t wait to share even more of this special place with you this summer.

• Exploring the many charming shops and the historic vibe of downtown is one of our favorite things to do in Brattleboro VT. There, you’ll find plenty of unique and artistic shops and galleries, not to mention a delicious variety of restaurants and pubs.
• Speaking of Brattleboro’s restaurants , sampling a variety of local foods is always at the top of our vacation to-do list.  Brattleboro restaurants do a great job of highlighting locally grown and produced foods and feature a broad range of foods to satisfy just about anyone.
• Brattleboro is also a very artsy town, including a number of galleries and museums.  There are plenty of things to do in Brattleboro VT for art lovers!  Stop into the Vermont Jazz Center for some live music, catch a movie at the historic Latchis Theatre , or visit the Brattleboro Museum & Art Center , to name a few.
• Get outside and take a hike!  Hiking is one of the most popular things to do in Brattleboro VT during the summer, and for good reason.  There are plenty of great trails here, including 18 miles of trails that are accessible from our back yard.
• Experience the peaceful beauty of the New England countryside by bike – it’s one of the best ways to enjoy the beautiful scenery of the area this summer.
• Get out on the water this summer!  The Vermont Canoe Touring Center offers canoe, kayak, paddleboard, and tube rentals, in addition to guided tours.
• Visit the area’s famous covered bridges, like the framed Creamery Covered Bridge .
• Visit the Grafton Village Cheese Company , where you can not only taste their delicious cheeses, including their cave-aged cheddar, but you can also tour and learn more about their centuries-old cheese-making techniques.
• Craft beer connoisseurs will love their time in Vermont this summer.  There are some amazing local breweries in Brattleboro and beyond, just a short drive away, which makes for a great day-trip through southern Vermont’s countryside.
• Another of our favorite things to do in Brattleboro VT, especially at the peak of the summer growing season, is to meet local farmers and artisans and sample their delicious products at the Brattleboro Farmers Market .

It’s not really a summer activity, but fall foliage isn’t very far away!  Autumn, by far, is the most popular time to visit Brattleboro, thanks to the vibrant colors of fall’s foliage. Hikes, bike rides, and drives take on a whole new dimension in the fall and are certainly a magical experience worth having at least once in your life.  If you’re interested in experience southern Vermont in the fall, now is the time to start planning.

Stay at our #1-Rated Vermont Bed and Breakfast

With so many great things to do in Brattleboro VT this summer, we hope you give yourself plenty of time to enjoy it all.  Our Bed and Breakfast offers the perfect retreat, especially for longer and more relaxed visits.  The Inn on Putney Road is just minutes from downtown Brattleboro, which puts you within easy reach of the town’s top restaurants and attractions, too.

Moreover, our Vermont Bed and Breakfast offers you the perfect foundation for your getaway. In each of our 4 guest rooms and our two separate carriage house suites, you’ll find guest rooms outfitted with luxurious linens, comfortable beds, private bathrooms, and other high-end amenities. We also offer a number of welcoming commons areas for you to enjoy, including our award-winning pollinator gardens.

Each morning of your stay, you’ll be treated to a delicious multi-course breakfast , made fresh for you each day by Paul, and alternating between a sweet and savory main course, along with fresh fruit and other delicious treats.  Breakfast always features coffee made with fresh ground coffee from Mocha Joe’s Roasting Co. , right here in Brattleboro, along with a range of herbal and black teas, and assorted juices.

If you’re ready to experience the best summer getaway, then it’s time to book a room at our Bed and Breakfast in Brattleboro VT!

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Top Things to Do in Brattleboro

Things to do in brattleboro, tours in and around brattleboro.

Guided Brattleboro History Walking Tour

WW2 Small Arms Experience

Colonial Flintlock Musket Experience

Superman Zipline Tour in Morningside

2 Hour Forest Immersion Retreat in Woodland Sanctuary

Green Mountain Adventure Challenge Passes

Cycling New Hampshire's Covered Bridges

Wacky Williamstown Scavenger Hunt

Mountain Top Zipline Tour in Morningside Flight Park

Nutty Northampton MA Scavenger Hunt

Top attractions in brattleboro.

Other Top Attractions around Brattleboro

What travellers are saying

• Brattleboro Farmers' Market
• Creamery Covered Bridge
• Saxtons Distillery
• Brattleboro Museum & Art Center
• Retreat Farm
• Retreat Trails
• Living Memorial Park
• Fort Dummer State Park
• Bonnyvale Environmental Eduction Center
• Robb Family Farm
• Grafton Village Cheese Company Brattleboro