9 Unforgettable Road Trips To Take In Maryland Before You Die
Jamie Alvarenga
Jamie Alvarenga is a writer and editor who loves all things Maryland.
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There’s always something new to see in Maryland; throughout the years, we have combined some of the best spots into amazing Maryland road trips. Now, take a look at some of the best trips featured throughout recent years. We’ve detailed a few of the best road trips in Maryland and some thoroughly enjoyable road trip ideas from Maryland. From a foodie road trip involving delicious crab cakes to an epic waterfalls road trip, you can add these itineraries to your own yearly calendar for some fun exploration. Consider adding a few of these Maryland road trips to your bucket list. You won’t be sorry you did.
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So, which one of these road trips in Maryland are you doing first? Looking for other road trips from Maryland that are worth the trip? Before you set out on the road, look at our Road Trip Essentials Packing List & Guide first! You don’t want to leave home without most of these items, from battery packs to emergency road trip kits.
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More to Explore
Best road trips in maryland.
What are the best scenic drives in Maryland?
Maryland is full of beautiful views, and you can enjoy them right through your windshield on some of these scenic drives in Maryland:
- Driving down Interstate 68 along Sideling Hill is certainly an experience worth having. The colorful rock layers surrounding the road are mesmerizing.
- For a drive through some historic charm, try Route 222. The scenic bridges and old homes make for quite a picturesque experience.
- If you like a view of the water, you can't go wrong with Hoopers Island Road . You could make an entire day out of that one if you stop at some of the sights along the way, including a tasty seafood restaurant.
What other things to do in Maryland are bucket list-worthy?
Road trips in Maryland are only a few of the bucket-list-worthy adventures, some other things to do in Maryland include:
- For a true natural wonder, visit the Crystal Grottoes Caverns .
- You can't go wrong with the stunning sights of Swallow Falls State Park .
- You might love a visit to Ellicott City for its historic points of interest and fantastic antique shopping.
What other adventures in Maryland can I take?
If you're feeling adventurous, road trips are where it's at. But additionally, scenic trails also make for great adventures in Maryland!
- The Appalachian Trail spans 40 miles in Maryland on its long route from Maine to Georgia, and your inner explorer might love the trek - if you're up for it, that is.
- Explore a swamp without getting your feet wet on the beautiful boardwalk trails of Battle Creek Cyprus Swamp .
- If you're an avid rock climber, visit Carderock. You don't need to be an expert - there are climbs for all levels of experience available there.
- Paddleboarding along the coast is an option many people enjoy.
- For some true adrenaline-pumping thrills, take a ride on a mountain coaster at WISP Resort .
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10 Best Road Trips in Maryland, USA
The beauty of Maryland is like none other. There are scenic beaches, beautiful mountain ranges for the outdoor enthusiasts, glistening water spots and rivers, and picturesque forests. With the sheer scale of the scenic places in Maryland on offer, it makes it almost impossible to rival against compared to any other road trip destination. From its breathtaking byways to historic roads, you’re sure to have the best day trips in Maryland . To help you plan for the best road trips in Maryland , here is a list we have put together of our top 10 favorite road trips in to keep those travel dreams alive!
1 – Upper Chesapeake Bay Lighthouse to Lighthouse Loop
This is one of the most scenic drives in Maryland, as you’ll pass by lovely water views in Susquehanna State Park and Conowingo Dam. You’ll also have an opportunity to take fantastic pictures at the Concord Point and Turkey Point Lighthouses. This will sure to be one of the best road trips in Maryland as you can enjoy some fresh, great seafood along Downtown Havre de Grace.
Duration: 1-day road trip
Highlights: Concord Point Lighthouse, Downtown Havre de Grace, Susquehanna State Park, Conowingo Dam, Turkey Point Lighthouse
Best Season: Throughout the year, really, as there’s always something to see!
2 – Old Ellicott City
A road trip to Old Ellicott City will be one of the best Maryland road trips for history buffs! Filled with museums, historic institutes, and cafes, it’s a great road trip for anyone who loves to understand Maryland’s history. The restaurants along this road trip route makes the trip all the more worth it.
Duration: 1 day road trip
Highlights: B&O Railroad Ellicott City Station Museum, Patapsco Female Institute, Gott Efni, Georgia Grace Cafés, Main Street Oriental Rugs
Best Season: Spring and Summer
3 – Middletown Valley
Following through from the historic sites in Old Ellicott City, Middletown Valley is one the best road trips from Baltimore history lovers looking to learn more about the state of Maryland. With its iconic highlight of the national road, there’s so much to do and learn about the history of the country and how things came to be. Stop by the lovely Orchid Cellar Meadery and Winery to enjoy some fine wine and breath-taking views of the mountains and valleys.
Duration: 2 Days
Highlights: National Road, Orchid Cellar Meadery and Winery, Dempsey’s Grille, Register Historic Districts, Middletown Walking Trails
Best Season: Fall and Winter
4 – Muddy Creek Falls & Swallow Falls
Time to go for one of the best scenic road trips in Maryland ! This one’s for the hikers who love the sun and adventurous walks. You’ll get to see not one but two waterfalls out in the nature. This is surely to be one of your best Maryland road trips !
Duration: 1 day
Highlights: Muddy Creek Falls, Swallow Falls, Swallow Falls State Park
Best Season: Summer
5 – Potomac
This is one of the best road trips from Washington ! If you’re ever in the area for a day or two and want to head on a road trip that has a little bit of everything, this one’s your go-to. From great cafes to visiting a brewery to nature, you’re sure to enjoy this as one of the best road trips in Maryland.
If looking for an exclusive tour of the Wineries around Potomac (and more!), a local DC Limo Service can add that elegant touch to your experience.
Highlights: Beans in the Belfry, Smoketown Brewing Station, Windridge Vineyard, Old Angler’s Inn, Great Falls
Best Season: Summer and Fall
6 – Mountain Maryland byway
Earning itself a title of one of the best scenic road trips in Maryland , Mountain Maryland byway will be one that you’ll sure to enjoy! From its peaceful, serene mountain ranges to nice little mountain towns, it’s a great getaway for locals and tourists alike. Mountain Maryland byway is a great place to visit for any outdoor activities including fishing, camping, and hiking, and it’s the reason why Maryland is known for being one of the best states for fishing. This is certainly one of the best road trips in Maryland.
Duration: 2-day road trip
Highlights: Western mountains of Maryland, Oakland, Lonaconing
Best Season: Throughout the year
7 – Howard County
This is another great road trip from the list of road trips from Baltimore . This Maryland road trip itinerary consists of visits to the Merriweather District and Historic Savage Mill & Trail. Scotts Cove, a lovely final stop on this road trip, has earned a spot as one of the most scenic places in Maryland you’ll come across. This will definitely be one of the best road trips in Maryland that you would come across!
Duration: 2 days
Highlights: Baltimore & Ohio Ellicott City Station Museum, Clark’s Elioak Farm, Merriweather District, Historic Savage Mill & Trail and Scotts Cove
Best Season: All seasons, there’s just so much to do!
8 – Harriet Tubman Underground Railroad
Another one for the history buffs! This road trip is not only informative, but it’s one of the best scenic drives in Maryland across Eastern bay. If you’re looking for road trips from Washington , this is definitely a good one. This Maryland road trip itinerary consists of visits to various historical sites, including Dorchester County Courthouse and the Harriet Tubman Museum and lovely dining spots, including Market Street Public House and the High Spot Gastropub.
Highlights: Dorchester County Courthouse, Harriet Tubman Museum, Blackwater National Wildlife Refuge, Denton Steamboat Wharf, Market Street Public House and The High Spot Gastropub
9 – Eastern Shore: Chesapeake Country
Another great trip along Maryland’s east would be along the shores of the Eastern Bay in Chesapeake Country. This road trip is one of the best day trips in Maryland , as it’s about an hour to two away from the city center of Washington, and the drive is absolutely breath-taking! This is surely to be one of your best road trips in Maryland !
Highlights: Old Trinity Church, Woolford General Store, Becky Phipps Cannon, Grace Episcopal Church Complex, and Old Salty’s Restaurant
10 – Thurmont
We’ve saved the best for last! This popular road trip ranks as the one of the best road trips in Maryland . Perfect for families, sporty people, and thrill seekers, this road trip to Thurmont includes a family-filled fun day at the Catoctin Wildlife Reserve, a beautiful day out at Cunningham Falls State Park and a nice walk at Thurmont trolly trail.
Highlights: Catoctin Wildlife Reserve, Cunningham Falls State Park, Thurmont trolly trail, Catoctin Breeze Vineyard, 3 Covered Bridges
There you have it – a solid list of the best road trips in Maryland to explore! Time to pack your bags and clear your schedule for some sun, laughter, and fun in Little America!
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8 Most Scenic Road Trips To Take In Maryland
From its Atlantic Ocean beaches on the Delmarva Peninsula to the towns and cities that ring the Chesapeake Bay to the rugged mountains of the western part of the state, Maryland packs a lot of different landscapes into a small area. This combination of compactness and diversity makes Maryland, nicknamed “The Old Line State” and “The Free State,” a great choice for scenic road trips. With but a few hours and under 200 miles of driving, travelers can absorb a memorable slice of Maryland’s natural beauty, history, and culture by choosing any of the eight road trips listed here.
Baltimore To Cumberland
This 140-mile route follows the general path of the National Road, begun in 1811 as a passage to connect the eastern states to the emerging states and territories further west. The route, which spans busy city streets, interstate highways, and quiet country roads, runs from Lombard Street in Baltimore ’s Inner Harbor to Frederick (via MD 144 and MD 27); Frederick to Hagerstown (via MD 144 and US 40 alt); and Hagerstown to Cumberland (via US 40, I-68, I-70, and MD 144). Highlights along the way include the Benjamin Banneker Historical Park, B & O Railroad Station Museum, Barbara Fritchie House, C & O Canal Towpath, and Rocky Gap Lodge and Spa.
Keysers Ridge To Cumberland
This scenic trip takes a winding journey through the Appalachian Mountains that dominate the terrain of Maryland’s western panhandle, covering about 190 miles on a nice mix of interstates, state highways, and lots of country roads. The route passes Wisp Valley Resort, a ski destination with year-round outdoor activities; Deep Creek Lake State Park, a picturesque recreation area full of stunning views and things to do; Savage River State Forest, a premier fishing and hunting area; and Dans Mountain State Park, home to a 2,900-foot high scenic overlook. The journey begins in Keysers Ridge, runs through Oakland, and finishes in Cumberland via I-68, MD 42, US 19, MD 135, and MD 36.
Solomons To Baltimore
This 106-mile route along the western side of the picturesque Chesapeake Bay touches many of Maryland’s key sites during the War of 1812. The trip starts in Solomons, home to the Calvert Marine Museum, which recounts the exploits of the “Chesapeake Flotilla” in 1814. The route to Benedict (via MD 4, MD 2, MD 765, MD 506, MD 508, and MD 231) passes through several wartime historical sites, while highlights in the segment from Benedict to Baltimore (via MD 381, MD 382, US 301, MD 4, I-495, MD 202, and I-295) include the Battle of Bladensburg (1814) Waterfront Park. In Baltimore, the route leads to the Fort McHenry National Monument and Historic Shrine, the birthplace of “The Star Spangled Banner.”
Westminster To Appleton
The Mason-Dixon Line was laid out in 1763 to establish the border between the Pennsylvania and Maryland colonies and came to represent the demarcation between “North” and “South” in the eastern United States . This scenic drive hugs close to the line for 143 miles along primarily country roads, passing through the beautiful countryside and towns of eastern Maryland. The route from Westminster through Whitehall and Harkins on the way to Appleton follows US 15, MD 97, MD 25, MD 136, US 1, and MD 273. Along with the lovely scenery, highlights include the Carroll County Farm Museum (which recreates nineteenth-century rural life), Plumpton Park Zoo, and Rocks State Park.
Hunt Valley To Towson
This 70-mile drive in central Maryland, primarily along country roads, travels through territory traditionally used for fox hunting and horse racing (particularly steeplechase events) and remains the heart of the state’s thoroughbred horse industry. The route passes by Shawan Downs, a busy steeplechase course; horse-breeding and training facilities, such as Sagamore Farm; and outdoor recreation sites, such as Gunpowder Falls State Park, Loch Raven Reservoir, Prettyboy Reservoir Dam, and the lovely Oregon Ridge Nature Center. The path nearly makes a loop, starting in Hunt Valley and passing through Hereford and Monkton on the way to Towson via MD 128, MD 127, MD 138, and MD 146.
Emmitsburg Round-Trip
This scenic 111-mile journey begins and ends in the charming town of Emmitsburg, tucked in the Catoctin Mountains of north-central Maryland and home to the National Shrine of Saint Elizabeth Ann Seton. The route goes out to Mount Airy via US 15, MD 77, MD 75, and MD 26, passing highlights like Catoctin Mountain National Park. The path back to Emmitsburg follows MD 27, MD 31, MD 84, and MD 140, with featured stops in the towns of New Windsor, Uniontown, Westminster and Taneytown. Each town has a lovely downtown area, and autumn visitors can stop at the Maryland Wine Festival, held each September at the Carroll County Farm Museum.
Charles Street
Not all scenic routes have to be a drive out in the country! This 12-mile trip starts in Baltimore’s northern suburbs and heads into the heart of downtown via Charles Street. Start on Charles Street just west of Towson, then head south to Johns Hopkins University and the neighboring Baltimore Museum of Art. Keep heading south to enjoy a meal at one of the international restaurants in the Mount Vernon Place Historic Landmark District. Work your way downtown along Charles Street to enjoy a show at the Hippodrome Theater, an Orioles baseball game or Ravens football game, or any of the fantastic museums that call “Charm City” home.
Cambridge To Goldsboro
Covering 125 miles along Maryland’s Eastern Shore, this trek highlights the life and work of Harriet Tubman , tireless “conductor” of the Underground Railroad that led slaves to freedom. The route segment from Cambridge to Bucktown (via MD 341, MD 16, and MD 335) showcases the Harriet Tubman Museum (Cambridge) and Underground Railroad Visitors Center (Madison), as well as the wonderful Blackwater National Wildlife Refuge. Then, the segment from Bucktown to Goldsboro (via MD 16, MD 14, MD 331, MD 313, and MD 287) passes through Linchester, once home to antislavery Quakers and formerly enslaved people; Choptank Landing, site of some of Harriet Tubman’s most daring rescues; and Denton, home to the Museum of Rural Life.
While Maryland is the eighth smallest state in land area, it has plenty of space for great road trips. Whether you prefer coastal cruising, mountain meandering, or city sightseeing, Maryland offers multiple scenic routes that are sure to suit you. In far less than a day of driving, you can experience history, culture, nature, and lots of fun while cruising the highways and byways of Maryland. So pack your bags, fill your tank, and get ready to ride!
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A Maryland Road Trip With a Split Personality
Experience the bustling and tranquil sides of this state bisected by the chesapeake bay.
Discover the two faces of Maryland on this four-day road trip that takes you on opposite sides of the Chesapeake Bay, the country’s largest estuary with a watershed that encompasses six states and the District of Columbia .
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An appealing urban vibe permeates the bay’s Western Shore, where Maryland’s small but bustling capital charms with the grandeur of a military academy and a scenic harbor awash with sailboats. Cross the Chesapeake Bay Bridge to the Delmarva Peninsula, which Maryland shares with Delaware and a slice of Virginia, and the vibe shifts dramatically. Here, on the Eastern Shore, the pace slows, and Maryland’s inviting rural side unveils itself. Think pastoral landscapes, marshes harboring waterfowl, and waters rich with oysters, crab and rockfish. Historic waterman communities still thrive, and the inspiring story of a Black heroine from pre-Civil War days unfolds.
You get a beach day on the Atlantic, too, and plenty of opportunities to indulge in fresh seafood and crab feasts along the way.
Day 1: Annapolis
Start your adventure in the sailing haven of Annapolis, home to the U.S. Naval Academy (USNA) and Maryland’s capital. Brick-paved streets lined with vintage storefronts and 18th century brick houses give this bayside city of 41,000 people all kinds of charm.
Begin with a walking tour of the USNA downtown for a peek at a midshipman’s life. See the nautical-themed stained-glass windows at the Naval Academy Chapel, the crypt of hero John Paul Jones, lauded as the father of the U.S. Navy, and more. Ninety-minute tours depart from the Armel-Leftwich Visitor Center hourly from 10 a.m. to 3 p.m. Monday-Saturday and from 11 a.m. to 3 p.m. Sundays. Also on campus, don’t miss the Gallery of Ships at the Naval Academy Museum , which has an impressive collection of warship models from the 17th, 18th and 19th centuries. Tour information with enhanced braille descriptions of the grounds is available on loan from the visitor center.
Less than a mile away, the Maryland State House dates to 1779, making it the country’s oldest statehouse still in continual use. Look up to discover the most notable architectural feature of this handsome Georgian structure: the wooden dome, constructed in 1794 without nails; wooden pegs reinforced by iron straps hold it together.
On lively Main Street, a few blocks south, lovingly preserved buildings from four centuries house restaurants, bars, galleries and shops for every budget. At Local by Design, you can buy everything from inexpensive decorative pottery to pricier fine art, all created by local artisans. Kitschy shops sell affordable souvenirs. Annapolis Ice Cream Company is a must-stop for a tasty treat, especially if you’re traveling with the grandkids ; it has been voted the town’s best ice cream for 18 years straight.
As the sun sets, embrace locals’ favorite pastime: sailing. Take in unparalleled views of Annapolis from aboard the 74-foot Schooner Woodwind on a two-hour Chesapeake Bay sail. Feel the cool breeze in your hair as you smell the salt-tinged aroma of the water. But the schooner isn’t wheelchair-friendly, so a better option might be one of the 40-minute sightseeing cruises offered by Watermark on bigger boats with wider gangway ramps and level entrances.
For dinner, indulge in the bay’s bounty at Boatyard Bar & Grill, a favorite of local sailors across the harbor from downtown in the Eastport district. Try the Open Faced Crab Dip Samich, made with Maryland lump blue crab. The seafood served up in restaurants on this coast isn’t necessarily cheap, but it’s guaranteed to be fresh. Try local merchants in and around the bay area for inexpensive options.
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Where to stay: Give a nod to the USNA by booking the moderately priced Graduate Annapolis Hotel downtown, about a mile west of the campus. To celebrate the Navy (and the city’s close ties to the water), the property features a nautical theme, and its 215 rooms are decorated in blue and gold, the official Navy colors. ADA-compliant rooms have extra space in bathrooms, closed-caption TVs and audible alarms.
Day 2: Annapolis to Easton (41 miles)
Fuel up before leaving Annapolis at Chick & Ruth’s deli, a Main Street icon serving hearty breakfast fare such as crab omelets. Time your visit to coincide with a daily reciting of the Pledge of Allegiance (8:30 a.m. weekdays, 9:30 a.m. weekends), a restaurant tradition for more than 30 years.
Now, it’s on to the Eastern Shore, via the dual-span Chesapeake Bay Bridge, also known as William Preston Lane Jr. Memorial (Bay) Bridge (toll: $4 to $6), which stretches for 4.3 miles and juts 186 feet into the sky at its highest point as panoramic views of the broad watery expanse spill out before you. Its length and height aren’t the only reasons it makes many drivers uneasy; traffic can be heavy, especially on summer weekends, guardrails are low, and morning fog sometimes limits visibility. Proceed carefully, or leave the driving to someone else. For $40 cash, Kent Island Express will send a professional driver to drive you and your vehicle across the bridge.
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The reward for making the crossing is big: Cityscapes and traffic give way to pastoral landscapes dotted with barns, cornfields and roadside markets.
In Easton, 18th century Colonial and 19th century Victorian architecture combine with an art-centric vibe to create a delightfully endearing small town with art galleries, eateries and shops lining quaint downtown streets. A standout shop: the high-end Vintage Books and Fine Art, featuring antique maps, creations by Eastern Shore artists and rare books.
Spend the afternoon at the Academy Art Museum , which has rotating exhibits from an impressive collection of works from the 17th century to the present, including must-see pieces by Pablo Picasso, Rembrandt van Rijn and Ansel Adams.
For a fun evening, take in a live show in the art deco Avalon Theatre.
Where to stay: Three of the 85 rooms at the moderately priced Tidewater Inn downtown are ADA-compliant with extra space for wheelchairs and roll-in showers. For dinner, dine onsite at Hunters’ Tavern on tasty dishes such as blackened diver scallops.
Day 3: Easton to Cambridge (37 miles)
Drive 27 miles on U.S. Highway 50 and Maryland Routes 16 and 335 to the Harriet Tubman Underground Railroad National Historical Park in Church Creek. Born and enslaved in this area, Tubman escaped to freedom in the North, but she repeatedly risked her life by returning here in the 1850s to guide other slaves to freedom on this railroad. Learn about her bravery in the park’s visitor center via exhibits, a film and a library. Outside, meditate and reflect in its peaceful legacy garden, where you may see bluebirds, butterflies, dragonflies and even bald eagles.
For more serious birdwatching, the Blackwater National Wildlife Refuge borders the park. More than 30,000 acres of forest, marsh and shallow waterways attract migratory waterfowl, including Canada geese. Bring binoculars to spot winged creatures and other wildlife — including muskrat and white-tailed deer — along a 3.6-mile drive.
Head 10 miles north to Cambridge, a seaport community on the Choptank River dating to 1684. Author James Michener reportedly declared High Street, lined with stately homes from the 1700s and 1800s, one of the most beautiful streets in America. Also downtown, delve more into Tubman’s life at the Harriet Tubman Museum and Educational Center . A mile away, at a memorial garden, view murals depicting her life story painted by her great-great-great nephew Charles Ross. At the Richardson Maritime Museum’s Ruark Boatworks on the eastern side of Cambridge Creek, watch volunteer boatwrights restore and build traditional wooden vessels (Mondays, Wednesdays and Fridays from 11 a.m. to 2 p.m.).
Dine at Portside on fresh seafood while watching watermen return with today’s catch. The Crab Cake entrée (broiled or fried) blends Maryland backfin and lump crab, tossed in the house sauce.
Where to stay: Period furnishings give the moderately priced Cambridge House Bed & Breakfast, an 1847 sea captain’s manor downtown, a cozy feel. Two of its six rooms are on the ground floor, but guests must walk up a few steps to enter the property. For wheelchair accessibility, a better option is the budget-friendly Holiday Inn Express, about a mile east of downtown.
Day 4: Cambridge to Ocean City (62 miles)
Take Highway 50 to Ocean City, Maryland’s famed beach town, for some R&R on the Atlantic. Strolling its accessible boardwalk, which stretches for nearly 3 miles along the waterfront, is a must-do (although very crowded in the summer). It’s flanked by souvenir shops, restaurants and the quirky Ocean Gallery, which offers a mix of fine art, photographs and posters at a variety of prices. For golfers, the area has 17 courses, such as Eagle’s Landing, with lovely views of Sinepuxent Bay and Assateague Island.
If Ocean City is a bit too busy for you, venture about 10 miles south on Maryland Route 611 to Assateague Island’s national seashore, which features marshland, pine forest, sandy beaches and paved and unpaved hiking trails. To see how wind and salt have shaped this rugged but beautiful landscape, walk the Life of the Dunes 3/4-mile trail loop. Or pedal along the 8-mile easy out-and-back bike path. You can rent bikes seasonally at the visitor center.
Where to stay: In Ocean City, the Princess Royale Oceanfront Resort is an all-suites property on the boardwalk’s northern end, a bit quieter area. For wheelchair users, a few of its 338 suites come with wider doors and hand-held showers. It’s pricier than other lodging on this road trip, depending on the time of year, with rates likely to be more than $200 per night.
Terri Marshall, a New York City-based journalist, embarks on road trips at every opportunity. Find more of her road trip stories on the Traveling Mom and A Girls Guide to Cars websites and in Girl Camper magazine .
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Experiences
Fantastic Birding at Antietam National Battlefield
The 3,000-acre Antietam National Battlefield, a National Park Service-protected area in Sharpsburg, has become a lifeline for many bird species, including dwindling grassland birds like the Eastern Meadowlark and Grasshopper Sparrow. The…
Dog-Friendly Places to Drink in Maryland
With its picturesque landscapes and fantastic craft beverage scene, Maryland is not just for humans to explore—it’s also a paradise for their four-legged companions. Maryland offers dozens of dog-friendly options where you…
Schifferstadt Architectural Museum: Maryland’s Gateway to Germany
An old stone house sits along Rosemont Avenue in the City of Frederick. It is the oldest house open to the public in Frederick County. Some people visit to see if the…
Saddle Up! Maryland is for Horse Lovers
Maryland is a haven for horse enthusiasts. Dating back to colonial times, horses have played a significant role in the state’s history and culture. Here, you’ll find renowned horse breeding farms, prestigious…
Find Fast and Flavorful Eats in Frederick
Part of the fun of a road trip is picking out cool places to eat along the drive. Lucky for people traveling through Maryland, there are plenty of places to find flavorful…
My Summer Exploring Maryland’s Upper Shore
I’ve lived on the Eastern Shore since 2003, living in Ocean City, Berlin, Easton, and St. Michaels. Embarrassingly, it took me nearly 20 years to visit Maryland’s Upper Shore, and after several…
Fun Activities for Kids in Annapolis, Maryland
From outdoor adventures to fascinating history to gorgeous water views, Maryland’s capital is a must-visit destination for families. Get ready to make memories with your kids in Annapolis! Water lovers Don’t miss…
Embrace Geek Culture in Westminster, Maryland
Westminster is more than a charming old railroad town—it’s also a teeming paradise for geek culture. Even as malls all over America are closing, successful ones are finding new ways to innovate…
Be Inspired by Art in Maryland
The benefits of the arts cannot be overstated. They make the world a more beautiful place, provide a creative outlet, and are just plain fun. No matter what art has your heart, indulge…
Uncover Cool History on the Eastern Shore
Maryland’s Eastern Shore is a slice of paradise nestled between the Chesapeake Bay and the Atlantic Ocean. From secluded beaches to paved biking trails to delicious ice cream shops, there’s no shortage…
Let’s Go Fly Fishing in Frederick County
The many creeks and streams that crisscross Frederick County offer fun and challenging fly fishing adventures for casters at every level. So grab your rod and pull on your waders—we’re going fishing!…
The Best Places to Enjoy Maryland’s Cherry Blossoms
Every year, hundreds of thousands of people converge on the nation’s capital in late March and early April to marvel at the cherry blossoms lining the Tidal Basin. Attending the National Cherry…
Use Your PTO for These Irresistible Road Trips in Maryland
Whether you have a day or a week, there are plenty of places to go in our state when you have time off work. Maryland has nautical destinations, fresh farm getaways, lakeside…
My Kids Love These Learning Adventure Spots in Maryland
As a homeschooling mom of four, I prioritize learning from experiences, and my family especially enjoys learning while on adventures. I have found that my children retain what they learn so much…
Enjoy Great Maryland Wine at These 5 Spots
Save this article if your ideal weekend includes enjoying wine with a friend or partner! We have tons of great craft beverage content worth browsing, but we’ve got you covered if you’re…
Four Fun Things to Do With Kids in Maryland
One of my favorite ways to connect with my daughter is to get out of the house and explore a new place (or visit an old faithful). Sometimes we take an actual…
Prominent Civil Rights Sites in Maryland
Did you know that 2024 marks the 60th anniversary of the passing of the Civil Rights Act of 1964? Before this landmark legislation, America was a very different place for Black people.…
A Nora Roberts-Themed Road Trip Full of Romance and Intrigue
If you’ve ever considered pairing literature with travel and cultural experiences, you should embark on a Nora Roberts-themed road trip! Maryland native Nora Roberts is one of the most prolific and accomplished…
Our Favorite International Restaurants in Baltimore
We’re Ray and Nancy from FooodandBrews. As avid travelers, we’ve had the luxury of trying some amazing cuisines from around the world. But you don’t have to be a world traveler to…
Breathtaking Walking Tours in Washington County
With five National Parks (including two National Scenic Trails and a National Battlefield), eight State Parks, and an abundance of quaint towns, Washington County may be one of the best places in…
Amazing Places to Work Remotely in Maryland
Recently, my husband Joe and I both changed jobs, enabling us to work from home full-time. This arrangement has afforded us both much-needed work-life balance. We see each other more often, and…
Top Performing Arts Venues in Frederick, Maryland
Frederick is one of the best live entertainment destinations in the entire state of Maryland. The city is home to several performance arts companies and hosts artists from around the world in…
Don’t Miss These 2024 Events in Maryland
Whether you want to celebrate Maryland’s history, culture, or crustaceans, you’ll find the appropriate event on our 2024 festival calendar. Music, art, food – oh, so much food – and family fun…
Explore These Unique Museums in Baltimore
Larger museums like The Walters and the Baltimore Museum of Art get a lot of attention, but there’s an impressive roster of unique museums in Baltimore covering a range of fascinating subjects.…
Bundle Up for Winter Lights Cecil Nights
Once winter hits, our inclination is to burrow under the covers with a good book until spring. But in Cecil County, there is no shortage of reasons to bundle up and get…
My 2024 Maryland Bucket List
It’s only been two years since I moved to Maryland with my family from 2,000 miles away. But we wanted to feel at home as fast as possible, so we began to…
Where to Experience Great Shopping in Frederick
You might know of Frederick, Maryland, because of its hands-on history, endless opportunities to explore nature, or thriving craft beverage scene. Did you know Frederick is a must-visit destination for serious shoppers?…
Winter Fun on the C&O Canal in Maryland
The Chesapeake and Ohio (C&O) Canal National Historic Park does not run all the way to the Chesapeake Bay or the state of Ohio, but it does offer 184.5 miles of adventure…
Our Top Ten Articles of 2023
Our writers have had a ton of fun adventures this year—including exploring hidden beaches, biking the C&O canal, and seeing if “The Friendliest Town on the Eastern Shore” lived up to its…
Must-Try Adventures in Maryland This Holiday Break
Don’t let the rest of your holiday break go to waste! Hit the road for one of these must-try adventures in Maryland: Have a mom-approved skydiving experience at iFly Head to iFly…
Eat Your Way Through Maryland’s Koreatown
Upon discovering our friend Andrea lived in the heart of Maryland’s Koreatown but hadn’t eaten at any of its restaurants, our mission became clear. Andrea, my husband Joe, and I dedicated a…
Fifty Fifty Burgers Are Worth the Drive
Frederick is, in my opinion, one of the most delectable food destinations in Maryland. It makes a versatile and repeatable foodie road trip destination, and the concentration of local breweries in Frederick…
Get Festive With These Holiday Cocktails in Frederick
Whether you crave the warmth of spiced toddies, the sweetness of peppermint, or the tangy zest of seasonal fruits, your tastebuds are sure to be delighted with these holiday cocktails in Frederick,…
Best Spots for Winter Camping in Maryland
Winter is an underrated season for outdoor activities, but there is plenty to do in Maryland, from the mountains to the coast. You can go skiing, snowmobiling, snowshoeing, and hiking and engage…
All I Want for Christmas is Dim Sum in Montgomery County
Every year millions of Americans enjoy a Christmas feast, which, depending on where you’re from, might include a baked ham with potatoes au gratin, roast lamb with mint jelly, or even tamales…
Go Ice Skating in Maryland This Winter
Some of my favorite memories from my childhood were made during the winter months, including sledding with all our neighbors down the big hill in our backyard in Bowie and ice skating…
Flavorful Delights at Lancaster County Dutch Market
A friend recently informed me that the Lancaster County Dutch Market in Germantown, Maryland, is one of the best bakeries in the state. And just like that, an idea for a Maryland…
Don’t Miss These Delightful Holiday Home Tours in Maryland
What’s the only thing more fun than decking the halls of your own home for the holiday season? Seeing how other people decorate their homes, of course! The following list of opportunities…
Game On! Maryland College Sports to Watch this Winter
Maryland sports lovers bleed orange and purple. But the Orioles’ bats are now silent until spring, and the Ravens regular season wraps in early January (although a postseason trip is looking likely.)…
Hunt for the Perfect Tree at a Maryland Christmas Tree Farm
One of the highlights of my family’s holiday season is the hunt to find the perfect Christmas tree. We live for the thrill of walking the grounds of a tree farm with…
The Historic National Road: A Delightful Maryland Drive
The Historic National Road is a 200-year-old road that stretches from Baltimore, Maryland to Vandalia, Illinois. It was initially designed to connect the Potomac and Ohio Rivers and provide a gateway to…
Your Guide to Thanksgiving in Maryland
Thanksgiving weekend is meant for family and friends. If you are entertaining guests this holiday season and are looking for things to do, check out these ideas for how to spend Thanksgiving…
Favorite Spots in Northern Baltimore County
My husband Derek, 9-year-old stepson Oliver, and I always look for weekend excursions to bond our little family. Trips to northern Baltimore County accomplish that for us! Bisected by I-83 and framed…
National Harbor: A Perfect Quick Trip
“Thanksgiving” and “Road Trip” don’t usually come to mind as two things that go together. Maybe because Thanksgiving seems to be the definitive hang-out-at-home holiday. While it’s a massive travel day, Thanksgiving…
Where to Go Winter Birding in Maryland
The Chesapeake Bay of Maryland is a critical resting place for wintering waterfowl on the Atlantic Coast. From late November to mid-March, the Bay is home to more than one million geese,…
Winter City Lights in Olney Will Dazzle and Delight
The holiday spirit radiates brilliantly during Winter City Lights in Olney, Maryland—a cherished tradition of locals in the DMV. On November 18, elves flip the switch on one of the largest holiday…
The Best Chefs in Maryland According to the James Beard Foundation
Baltimore, long known for its historic neighborhoods and quirky Hon culture, has lately been garnering notice as an up-and-coming food town. According to the James Beard Foundation, many of the best chefs…
Capture Holiday Spirit in Frostburg, Maryland
Small-town holidays aren’t just the stuff of made-for-TV movies. Frostburg, Maryland, turns itself into its own version of a Hallmark holiday film set each year. With the word “frost” in the name…
4 Spots Maryland Road Trips Influenced Me to Visit
As the editorial manager of Maryland Road Trips, I have the privilege of reading every article we publish. It’s not an exaggeration to say that my job often influences my travel decisions.…
Outdoor Fun in Frederick, Maryland
There are many ways to experience outdoor fun in Frederick, Maryland. Whether your method of exploring has two wheels and a handlebar or requires a paddle and a life vest, you’ll find…
A Mother-Daughter Weekend in Berlin, Maryland
Sometimes, trips don’t go as planned. Your kid gets pink eye, you get a massive headache, and the forecast calls for hours and hours of rain on your one full vacation day.…
Explore the Beauty of Blackwater National Wildlife Refuge
I have crossed the Bay Bridge many times over the years, mostly to enjoy a sun-drenched day at the beach. But thanks to a growing interest in kayaking, I’m newly aware of…
The Best Go-Kart Tracks in Maryland
If you’re looking to mix things up and enjoy a unique activity, go-karting might just be your answer. It’s hard to top the thrill of racing around a track! Got the need…
The Best Walks in Maryland
During the pandemic, I was in the market for new walking spots. The more places I visited, the more I realized how beneficial it was for me to feel that I was…
Life is Good at Flood Zone Marketplace and Brewery
Before we saw the brewery, we saw the scarecrows. Two pumpkin men—with gourds peeking out the backs of their jeans—“worked” on a historic truck in the parking lot. That creative welcome set…
Scream Your Head off at These Haunted Attractions in Maryland
In October, the ghost of Edgar Allan Poe seems to take root in the hearts and souls of gleeful ghouls across the state as they raise some of the nation’s best haunted…
Go Backpacking Through Maryland’s State Forests
One of the great things about Maryland is that it’s hard to go anywhere without finding a tree. Forests account for 39% of the state’s land surface. About 214,000 acres of these…
Win Big at These Arcades in Maryland
Looking for a fun way to spend the afternoon? There are several state-of-the-art arcades in Maryland, perfect for bringing a dose of play into your life. Grab your friends or kids and…
Fall in Love With Chesapeake City, Maryland
Sometimes, I get the urge to drive to a place that hearkens back to a simpler time. I point the car toward Maryland’s Eastern Shore, head over the Bay Bridge, and take…
What is the Journey Through Hallowed Ground in Maryland?
Journey Through Hallowed Ground is a National Heritage Area that stretches from Gettysburg, Pennsylvania to Monticello (Thomas Jefferson’s home) in Virginia. This 180-mile route encompasses more than 400 years of history and…
A Mesmerizing Visit to the National Aquarium
The National Aquarium in Baltimore was the perfect outing for my creature-loving seven year old as the weather began to draw us indoors. As a life-long fan of all things reptilian, amphibious,…
Country Stores in Maryland Worth the Drive
Everyone has a road trip quirk or two, and one of mine is that I always pull over to browse country stores. (I also can’t resist a flower farm or roadside art…
5 Maryland Arboretums for Amazing Autumn Walks
When most people think of fall, the first things that come to mind are cooler temperatures and colorful leaves. One way to enjoy both is by visiting an arboretum. These specialized botanical gardens…
What to Do and Eat in These Maryland College Towns
It’s back to school time, and that means making weekend road trips to visit your children who are attending colleges and universities in Maryland. We’ve assembled some of our favorite things to…
Head to the Free Hyattsville Arts Festival
If checking out a range of art, supporting local artists, and sipping on craft beers sounds like a good way to spend an afternoon then you are in luck. The Downtown Hyattsville…
Nothing to W(h)ine About at Great Frogs Winery
When you think of Annapolis, sailboats and powerboats may come to mind. Perhaps you envision the United States Naval Academy or the historic city with an abundance of shops and restaurants. Annapolis…
We’re Pawsitive the Eastern Shore Is Dog-Friendly
After a long week at work, you’re excited to spend a weekend getting out and about. But wait—you don’t want to leave your furry four-legged canine at home! I’ve got good news…
You’re Naut Going to Want to Miss These Annapolis Boat Shows
The Annapolis Sailboat show was the world’s first in-water sailboat show when it debuted in 1970, and it’s only grown since then. Today, Annapolis Boat Shows offers four shows over the course…
3 Ways to See Fall Foliage in Allegany County
You clicked on this article because you want to find the most scenic leaf-peeping spots in Maryland, right? Search no further than the Allegany County corridor. The neck of land nestled in…
Follow This Fall Birding Trail in Maryland
From the rich woodlands of Elk Neck Peninsula to the fish-filled waters of upper Chesapeake Bay, northeastern Maryland is a migrating bird’s paradise. Its location along the Atlantic Flyaway, a migration corridor…
Two Days, Four Museums in St. Mary’s
The heart of Maryland is unquestionably St. Mary’s County, the region where it all began. It’s here where the colony was first established and where generations of watermen and farmers have lived…
15 Ways to Explore Frederick County
There are so many opportunities for fun in Frederick County! Don’t know where to start? Let’s do some of the planning for you. Treat each of these categories like a bucket list…
Thrilling Maryland Adventures to Book Now
Warm summer days are the perfect time to get outside and explore the wide range of adventure outfitters around the State. If you enjoy connecting with the outdoors while getting a little…
Plan Now for These Classic Fall Activities
Are you wishing summer would stick around, or are you eager to feel a chill in the air? Fall is coming whether you’re ready or not—so get ready by preparing for these…
Engage in the Colorful World of Jim Henson in Baltimore
It’s time to play the music, it’s time to light the lights! The beloved Muppet Show by Jim Henson hit the airwaves in 1976, introducing an endearing cast of characters to children…
Your Guide to Renn Fest 2023
Lords and Ladies, lend me your ears! Tis time once again for the Maryland Renaissance Festival. Hasten thyselves to Crownsville for nine weeks of merry-making! The front gates of Revel Grove will…
Where to Play Mini Golf in Maryland
You don’t have to be a whiz with a 9-iron to celebrate National Golf Month! There are tons of places to play mini golf in Maryland. With a wide variety of course…
How Well Do You Know Clara Barton?
As a homeschooling family with five kids, we enjoy having the flexibility to take field trips to local places of interest throughout the year. Over the summer, it’s especially beneficial for us…
The Friendliest Town on the Eastern Shore (And Its Neighbor)
We were headed from our home in Frederick to Pocomoke City, the “friendliest town on the Eastern Shore.” That’s a bold claim to make because Maryland’s Eastern Shore is a pretty welcoming…
Have a PARty at These Awesome Golf Courses in Maryland
Here’s a statistic I bet you didn’t know: Maryland has over 200 golf courses! From glorious greens with mountain backdrops to fairways on the banks of the Chesapeake and Atlantic shore, our…
Extend Your Vacation With These Fun Stops on Route 50
Your Ocean City or Assateague vacation will come to an end eventually, but don’t despair! Maryland’s Eastern Shore offers a variety of engaging ways to extend your trip home as you travel…
Feast on These Fresh Maryland Crabs
One of the biggest joys of summertime in Maryland is enjoying a crab feast. There’s really nothing better than a table covered in newspaper and a towering heap of fresh Maryland crabs…
Bring Your Best Buds to These Flower Farms in Maryland
Warm temps and sunny days bear forth one of my favorite summer activities: gathering stunning bouquets from local farms. Flower farms in Maryland yield a flower-lover (and pollinator) buffet—including sunflowers, zinnias, tulips,…
A Smith Island Pelican Tour to Remember
An estimated 45 million Americans call themselves birders, aka bird-watching enthusiasts. I’m very new to it, but here’s what I’ve realized about birding: It’s a great excuse for a road trip! When…
Crystal Grottoes Caverns: Maryland’s Cave of Wonders
Crystal Grottoes Caverns is a Maryland destination my husband and I drive by all the time on our travels between Frederick and Washington County. We pass the sign and say, “We should…
Our Dream Foodie Road Trip List
We’re Nancy and Ray, also known as Fooodandbrews on Instagram. Despite the commonly held theory of some of our followers that all we do is travel to eat good food and find…
Go Beyond the Beach: Enjoying Ocean City With Kids
Ocean City is a great place for a family vacation. It’s hard to beat time outside in the sun, waves, and sand! But there are many ways to enjoy Ocean City with…
Get a Rush or Relax With These Paddlesports in Maryland
From the Allegheny Mountains to the Atlantic Ocean, Maryland has a variety of landscapes and waterways that are sure to please anyone looking for a paddlesports adventure. With adrenaline-pumping whitewater in the…
Hit Big With a Visit to the Babe Ruth Birthplace and Museum
Are you planning to see a game at Camden Yards? Plan to visit the Babe Ruth Birthplace and Museum while you’re there. Follow the 60 baseballs painted on the sidewalk—they will guide…
Ocean City vs. the Outer Banks
It’s summer in Maryland, and you know what that means: time to hit the beach! And if you’ve lived here for a while, you know there are two popular beach options. You…
Where to Stop for Ice Cream on the Way to Ocean City
The thought of eating ice cream may come up in the car when you’re making your way to or from the beach. Good news: You don’t have to wait until you arrive…
Take a Trip to Maryland’s Amusement Parks, Past and Present
Maryland’s amusement parks have been thrilling families since they were first introduced as a way to increase ridership by railroad, trolley, and steamboat companies in the latter part of the nineteenth century.…
13 Summer Vacation Ideas in Western Maryland
Your mind might immediately go to the Eastern Shore when thinking of summer in Maryland, but the mountain side of the state is equally worth a visit. We’re sharing 13 summer vacation…
Bottoms Up! Gluten-Free Craft Drinks in Gaithersburg
An afternoon spent in the Montgomery County Agricultural Reserve is never time wasted. In fact, there is nothing quite so relaxing as driving its winding roads, soaking in the verdant fields and…
Would You Rather: Maryland Road Trips Edition
“Would you rather” is the perfect road trip game. People of all ages can play, and you can make the questions as silly or as serious as you want. Let’s play right…
Get the Scoop on an Ice Cream Contest in Middletown
There is nothing that screams summer more than a delicious ice cream cone. With four ice cream stops within a few miles of each other, the historic town of Middletown is the…
Waterfront Restaurants in Maryland Perfect for Summer
Summertime begs us to stop, smell the roses, and eat outside. Luckily, many restaurants in Maryland overlook picturesque bodies of water, from the Atlantic Ocean to the Chesapeake Bay and the rivers…
Where to Find Amazing Cocktails in Baltimore
We’re Ray and Nancy, Charm City residents known as @fooodandbrews on Instagram. Though we are mostly known for our love of food and craft beer, we have a soft spot for a…
These Historic Cemeteries Are Worth the Stop
Historic cemeteries likely don’t come first to mind when considering outdoor recreation. But cemeteries can be exciting windows into the past and monuments to those who lived during extraordinary times. Enjoying time…
An Exhilarating Potomac Adventure Tour with Calleva
I am in my “try new things” era. If an opportunity arises to do something out of my comfort zone, I’m likely going to say yes. I recently agreed to join my…
My Weekend in Somerset County: Conquering Paddlefest
Weekend getaways with family are my favorite. A feeling of excitement and anticipation was in the air on a Friday afternoon when I picked up my 7-year-old son, Patrick, from his after-school…
Amazing Fireworks Shows in Maryland You Won’t Want to Miss
Before we knew it, the days got long and the weather got hot. Summer is already in full swing, and that means it’s time to start thinking about your Independence Day plans!…
This Wave Pool in Silver Spring Mimics the Ocean
Miss the ocean? Head to a wave pool in Silver Spring. I’m not kidding! You’ll find the Coastline Wave Pool behind a grouping of trees outside the National Oceanic and Atmospheric Administration…
Celebrate Juneteenth in Maryland This Weekend
Celebrate Juneteenth in Maryland this weekend with parades and festivals, art and history, and great food and music. We have many holidays in the U.S., and sometimes it can be easy to…
Prospect Point Brewing Checks All the Boxes
What do you look for in a brewery? Obviously good beer. But how about plentiful seating? Gorgeous views? A place for the kids to play? A dog-friendly atmosphere? Yummy food? Prospect Point…
The Perfect Day For Dads in Maryland
When was the last time you planned an activity with your dad’s interests in mind? Put a smile on his face with these fun activities for dads in Maryland, from mountainside golf…
Heidi’s Dream Vacations in Maryland
During my twenty-three years as a Maryland resident, I have been fortunate to explore much of our great state, especially around Baltimore and Frederick, the two cities I have called home. Writing…
5 Pride Events in Maryland This June
Creating spaces for queer joy is more important this year than ever. Legislation to limit discussion of queerness in schools is advancing, rates of anti-LGBTQIA+ violence are rising, and bills limiting trans…
See the New Maryland Dove on Its Debut Tour of the Bay
This summer, a new traveling exhibit of Maryland’s pre-colonial history is sailing to a historic port city near you! The newly constructed Maryland Dove—a replica of the 1634 merchant vessel belonging to…
Awesome Maryland Playgrounds Your Kids Will Love
Looking for something fun to do with the kids this summer? Check out these amazing Maryland playgrounds, perfect for kids of all ages! Hilton Tire Park in Catonsville The Tire Park is…
Shop Small for These Summer Travel Essentials
It’s almost summer, and we can’t stop daydreaming about packing up the car and hitting the road. We’re sharing five travel items made in Maryland to make sure you have what you…
A Drive Through History on South Mountain
One of the things my husband and I love to do is explore local history. On a particularly gorgeous Sunday several weeks ago, we decided to follow a driving itinerary prepared by…
Paved Bike Trails on the Eastern Shore
Maryland has some world-class bike trails, and people come from all over to ride them. The 20-mile Torrey C. Brown Rail Trail, the 13-mile Baltimore & Annapolis Trail, and of course the…
Brunswick: A Railroad Town Still Going Places
How best to describe Brunswick? Is it a river town? A canal town? A hiking town? A rail town? Well, in a word, yes. It’s all of those. But one name—Smoketown, rises…
Mm Mm Good Milkshakes In Central Maryland
Calling all milkshake lovers! Central Maryland is home to some of the most delicious shakes in the state. Whether you are a fan of over-the-top ice cream creations or prefer something a…
From Farm to Fashion: A Textile Trip Through Women’s History
The story of textiles is, in large part, the story of women. Farm wives spun wool and wove cloth. Quilting circles created beautiful works of folk art. Dressmakers copied the European styles…
Start Planning for These Summer Getaways
Summer will be here before we know it! Now is the time to plan your summer getaways. Whether you’re in the mood to lounge by a lake, camp in the mountains, or…
The U.S. Oyster Festival: A Maryland Pearl
About an hour southeast of Washington D.C. lies a peninsula carved by the Potomac and Patuxent Rivers just as they run into the Chesapeake Bay. And every October, thousands flock here to…
Fun for Toddlers in Central Maryland
Are you looking for new places to explore with your toddler? The days can feel long when you have little ones at home—especially during the summer heat! Here are six places in…
Camden Yards Hits It Out of the Park
Now that baseball is back in Baltimore, it means spring is upon us and summer is near. There’s nothing like the smell of popcorn, peanuts, and hot dogs emanating from vendor stands…
7 Secluded Eastern Shore Beaches Worth Exploring
It’s a pretty special thing to live just minutes from the beach. I’ve lived just outside Ocean City for over a decade, and even after ten years, it still feels like a…
Preakness 148: A Weekend Celebrating Baltimore Culture
If you’re a horse racing fan planning to visit Baltimore for this year’s running of the Preakness on Saturday, May 20, you’re in for a treat! Not only will horseracing and fancy…
Star Bright Farm: An Inspiring Bright Spot in Baltimore County
On a recent outing to Star Bright Farm, I couldn’t help but feel I was navigating terrain reminiscent of the Yorkshire Dales in England, as seen in the PBS hit show All…
My Favorite Springtime Strolls in Calvert County
For eons, forces of nature have shaped the shorelines of the Chesapeake, creating a remarkable range of natural environments. Calvert County peninsula in Southern Maryland is one microcosm of the bay’s bounty…
Taste the World at Pier450
Southern Maryland has fantastic food, from crab fritters to local oysters celebrated at the U.S. Oyster Festival, held every fall at the St. Mary’s County Fairground. But it’s not where you’d think…
Check Out These Events in May
Looking for adventure this spring? We’re sharing three Maryland events in May worth driving for as well as ideas on things to do while you’re in the area. Maryland House and Garden…
River, Roads, and Rails in Mountain Maryland
Calling all outdoor adventurers, foodies, and history buffs! Allegany County, the Mountain Side of Maryland, is the perfect way to experience America’s transportation history. Whether you prefer waterways, nature trails, railways, or…
15 Earth Day Events in Maryland
There is no shortage of Earth Day events in Maryland. Get your hands dirty, learn more about the environment, or celebrate with your family! Give back to your local community, or travel…
A Moll Dyer Lover’s Guide to Leonardtown
St. Mary’s is Maryland’s oldest county, and the one most closely tied to witchcraft. Why? The late 1600s were the pinnacle years of witchcraft fever, so it makes sense that St Mary’s…
Hidden Hiking Trails on the Eastern Shore
The Eastern Shore of Maryland is famous for many things—crabs, boating, history—but hiking is not usually something most people think about when it comes to the shore. Central and Western Maryland seem…
Trips Inspired by Milestones in Maryland History
We’re bringing you back in time to take a look at five milestones in Maryland history. Travel from 1634 to 1952, and check out our road trip ideas to pair with each…
Celebrate Spring on a Tour of Middletown Homes and Gardens
Historic house lovers: here is your chance to walk the halls of some of Maryland’s most storied structures! Each year, the annual Maryland House and Garden Pilgrimage hosts four tours in various…
3 Road Trips to Take With Teenagers
Could your teenager(s) use a break from the pressure of school and social circles? Give them a reason to smile (and get off their phone!) with a surprise vacation. Or, present them…
Where to Celebrate Maryland Day in Every County
Maryland Day is the anniversary of when the first European settlers landed in Maryland on March 25th, 1634. Celebrate Maryland Day by visiting a historic place in each of our state’s 23…
Can’t-Miss Adventures for Wine Lovers
Finely-crafted. Distinct. Affordable. It’s no wonder wine lovers enjoy the fruits of Maryland’s wine harvest. Read on to learn about a few vino adventures you can uncork—and help give Maryland wine its…
Things to Do in Maryland This April
If you’re looking for things to do in Maryland this April, Maryland Road Trips is here to help. You’ll find hundreds of places to explore as you click around our site, but…
Emmitsburg: A Sacred Sanctuary in the Mountains
Just south of the Mason–Dixon line and 14 miles from Gettysburg lies the small northern Maryland town of Emmitsburg, often overlooked by travelers on the way to the famed Civil War battlefield.…
The Perfect Friends’ Outing to Savage Mill
I recently felt nostalgic for a best buddies mall trip like the ones I planned with military-level strategy in my teenage years. When I heard about Savage Mill, a dynamic retail and…
My 2023 Maryland Bucket List
If you had asked me at 20 to describe my dream job, I would have first responded, “I want to be a travel writer and a mom.” 16 years later, I’m living…
A Guys’ Weekend in Berlin, Maryland
Every January, I escape with four friends for a guys weekend. The time away gives us a chance to reconnect and reminisce about our college days at Baltimore’s Loyola University. This year,…
Clear Your Mind With a Winter Hike at Great Falls
Great Falls in Potomac is like the Grand Canyon and Niagara Falls got together and had a baby. Instead of a steep drop of cascading water, Great Falls is a series of…
Johnny’s Favorite Eats and Drinks in Annapolis
Annapolis, that colonial enclave of brick and cobblestone lapped by the Chesapeake Bay, might be the prettiest state capital in all the Fifty Nifty. Founded in the 17th century by disaffected Puritans,…
A Drive-by Art Show in the Suburbs
When you think of an art museum, what comes to mind? Probably an impressive neoclassical building with large pillars and marble steps leading to a cavernous entryway where the only sound you…
Get in Good Spirits at These Distilleries in Frederick
Frederick, Maryland, appeals to road-trippers looking for a small-town America sampler. Its eclectic downtown, Civil War sites, and stellar dining and craft beverage scene recently called my name. I took my parents…
Fun in Charm City for Kids and Adults
Can we have it all traveling as a family? Often, restaurants cater to adults, leaving kids feeling restless and cranky. Or a museum focuses so much on kids without including activities for…
Trying New Adventures in Old Ellicott City
With busy work schedules and a quiet social life after the holidays, my husband, Trevor, and I were in need of a getaway. Our destination needed to be close enough for a…
Our Yurt Stay at Savage River Lodge
I will staunchly defend myself to this day – the weather report strongly suggested unseasonably mild temperatures for that particular late-winter weekend in 2021. And that’s just what I needed to finally coax…
An Exclusive Waterfowl Walk at Eastern Neck
On a recent Friday night in January, my partner Dylan and I headed north for a brief getaway in Kent County, Maryland. We live just down the Chesapeake Bay, in Queen Anne’s…
My Mid-Week Road Trip to Boordy Vineyards
I recently returned to Maryland after a stint working in California wine production. I had a great time, but Mid-Atlantic wine has my heart. In 2023 I am on a mission to…
Our Top 8 Experiences from 2022
Maryland might be small in size, but the state packs in plenty of big adventures! Whether your sightseeing speed involves browsing bookstores, kayaking past sunken warships, or visiting as many breweries as…
6 Spots to Visit in Historic Elkridge
Like most kids, I didn’t think my hometown of Elkridge, Maryland, was particularly special while growing up. It wasn’t until later in my life that I realized how important Elkridge was in…
Even in Winter, Downtown Frederick Shines Bright
Downtown Frederick is quietly busy in winter. The frantic pace of holiday shopping dissipates into leisure time to dine and wander. Brilliant sunshine tempered the cold crispness as I hit the historic…
Achieve These 8 Popular Resolutions Through Road Trips
With the arrival of New Year’s comes an excitement to create New Year’s resolutions. As a van lifer, I must achieve my reaolutions from the road. You, too, can use travel to…
Try Your Hand at Duckpin Bowling
I stepped onto the glistening wood floor and retrieved a ball from the chrome ball return machine installed shortly before Kennedy was president. I tossed the grapefruit-sized ball in my hand as…
Treat Yourself and Book a Spa Day
The holidays are wonderful, but they can also be a hectic time of travel, parties, entertaining, cooking, baking, shopping, and winding down our work for the year. While it’s fun and exciting,…
My Road Trip to Find the Best Burgers in Baltimore
I planned to write a sentimental ode to burgers here, but you look too hungry to read that. So, read on to see what I ate on my road trip to find…
Your Ultimate Guide to Winter Fun in Maryland
How often have you stayed inside on a cold day because you didn’t know what memorable outdoor fun was only a drive away? Here are some not-to-miss winter fun activities in Maryland,…
“Hoppy” Holidays! Top Gift Ideas From Our Craft Bev Expert
Are you looking for fun gift ideas for grown-ups? Give the beer lover in your life the gift of Maryland beer—or a beer experience! A Beer For Every Palate With the number…
6 Ways to Give the Gift of Travel Through a Maryland Road Trip
As a van-lifer, I’ve learned to value experiences over material goods. If you’re looking for a way to delight your loved ones without adding to their amount of “stuff,” consider giving the…
Shop Small for Big Smiles at These Toy Stores
The Internet has made shopping for gifts easier than ever before, but the magic of stepping foot in a toy store is hard to replicate online. These independent toy stores in Central…
Celebrate Midnight Madness in These 3 Downtowns
Each year I’m inspired to wear my holiday attire and corral my friends for an evening out at Midnight Madness. It’s become an annual tradition for our group of friends to eat…
Create New Traditions With These Holiday Events in Maryland
Just like that, the holidays are here! Whether you’re looking for family fun, a romantic evening, or getting together with friends, these holiday events are sure to make this season the best…
Drive Through the Memorial Illumination at Antietam National Battlefield
160 years ago, on September 17, 1862, one horrific military battle marked a watershed moment in the American Civil War and, inevitably, shaped our nation’s history. The bitter war between the states,…
Cheers to Wine Time at Robin Hill Farm and Vineyards
Turn your car onto the grounds of Robin Hill Farm and Vineyards, and you know you’ve embarked on something special. Take one step out of your car, and you will quickly understand…
Maryland-Made Gifts For Everyone on Your List
With an uptick in online shopping and the closure of small businesses nationwide during the pandemic, it’s more important than ever to shop local this holiday season. When you purchase Maryland-made products,…
Immerse Yourself in Victorian London at Chestertown’s A Dickens of a Christmas
If you enjoy donning a costume, you’ll want to grab your cloak, crinoline, petticoats, frockcoat, and top hat and head to A Dickens of a Christmas in charming Chestertown this December 2nd…
Craving Comfort Foods? Cozy Up With These Eats & Drinks
Each season brings its own special beauty to Maryland. Summer’s bright blue skies over the Bay, fall’s vivid colors in the mountains around Cumberland, spring’s blossoms in Sherwood Garden in Baltimore—every page…
Shop Handmade Goods on the Valley Craft Network Tour
Amongst the rolling Appalachian foothills of Central Maryland, numerous artisans produce one-of-a-kind creations, ranging from ceramics and mosaics to cheese and cider. Together these talented professionals, inspired by nature and its connection…
Reflections from the Road: Traveling With Adult Kids
Walking through the doors beneath the familiar neon pink letters topped by a benevolent sun was like traveling back in time. Our 25-and 21-year-old daughters admired the color-splashed packages bearing the beloved…
A Food-Filled Weekend in Worcester County
I recently took a weekend trip to captivating Worcester County, Maryland. The state’s only wedge of Atlantic seafront is popular with vacationers looking for a classic coastal wonderland. On my excursion, however,…
Follow the Footsteps of an Assassin on the John Wilkes Booth Trail
Americans who had been celebrating the April 9, 1865 surrender of General Robert E. Lee and the Confederate forces were stunned by the April 15 headline screaming from the The New York…
Accessible Travels in Maryland for Everyone to Enjoy
For many Maryland travelers, travel troubles conjure images of angst-riddled backups on the Bay Bridge, or unexpected downpours washing away all hopes of a solid beach day. Travel troubles, however, take on…
Say “I Do” at One of These Stunning Wedding Destinations
Sandy beaches, stunning waterfront views, picturesque gardens, and resort stays might sound out of reach if you’re planning a wedding close to home, but if you live in or around Maryland, you…
Pour a Glass and Kick Up Your Heels in Pigtown
Where can you find neighborhood charm, great food and drinks, and a variety of entertainment options? Look no further than Pigtown in Baltimore. In the 1800s, pigs were herded through the streets…
Meet Jason Freeman, the Man Behind “Historic Homes of Baltimore”
Other than introducing the members of our team, we’ve never featured an individual person on our website before—we typically promote destinations and businesses. Then I came across Jason Freeman’s Instagram account “Historic…
How I Spent a Weekend in St. Mary’s County
I recently journeyed from Baltimore to a Southern Maryland destination where 500 miles of shoreline and 400 years of history offer travelers a sampler plate of refreshing experiences. I was welcomed to…
8 Things to Look Forward to at the 2022 Waterfowl Festival
Note: the 2023 Waterfowl Festival is held November 10-12. I’ve attended the annual Waterfowl Festival in Easton, Maryland, countless times—it’s become a fall tradition I look forward to every year. The event…
Boo! Get Spooked at These Spots With Haunted History
It’s that time of year when bumps in the night make you jump and dark corners seem a touch more eerie than before. If you are looking for a good scare this…
Breakfast, Biking, and Burgers: The Perfect Road Trip
Coming off of a busy summer, I’ve been feeling the need for a chill, fall adventure. I had a few criteria to meet while planning this particular road trip: pick an outdoor…
What to Do in Maryland Based on Your Enneagram Type
The school year is well underway, and our weekdays are now full to the brim with agendas, tasks, and deadlines. It can feel overwhelming to juggle everything, no matter your personality type!…
Get Your DIY On: Candle Making, Glass Blowing, and More
In search of a one-of-a-kind gift for the holidays? Consider the DIY approach! Make your own gifts at a studio in Central Maryland—from a glass-blown vase to bath bombs to customized candles…
Celebrate All Things Fall at These Family-Friendly Farms in Maryland
Fall is officially here, and you know what that means: it’s time to visit a farm (or two, or five)! Spending time at a local farm is one of my family’s favorite…
On the Road in Search of a Good Cup of Joe
Looking for an adventure during the day while our kids are in college and high school, my friend and I decided to execute a plan to seek out independent coffee shops in…
5 Favorite Spots to Kayak This Fall
Sound the pumpkin spice trumpets—autumn is here! With the promise of crisp air and kaleidoscopic foliage, fall is a great time to get out on the water. The following are my favorite…
5 Things to Do in Mountain Maryland
You may head to western Maryland for outdoor recreation at Rocky Gap State Park in the summer and the popular Polar Express train ride in the winter. But there are a lot…
Walk on the Wild Side With These Animal Encounters
Maryland offers many opportunities to get up close and personal with animals of all likes—from furry to scaly and everyone in between. If you or a family member is an animal lover,…
Dig Into These Kent Island Eats
Think of Kent Island as the land equivalent of the Chesapeake Bay Bridge, connecting Maryland’s Western and Eastern Shores. Its roots run deep, first as the longtime home of the Matapeake people,…
Like A Good Book, Inn BoonsBoro Takes You Away
When researching places to go for a quick, one-night getaway, I happened upon the town of Boonsboro, Maryland, which seemingly is owned and run by famed romance and mystery novelist Nora Roberts.…
Eat and Play Around the Capital Beltway
Only one 64-mile-long interstate freeway encircles the Washington, D.C. suburbs—the Capital Beltway! I’m here to tell you that there’s way more to the famous I-495 than traffic jams and the political establishment.…
10 Rainy Day Activities in Maryland
From rolling mountains to lively waterfronts, our state is known for its beautiful outdoors. But there’s plenty of indoor fun to be had, too. Don’t wait for perfect weather to get out…
Find Crisp Beers and Cool Breezes at These Outdoor Breweries
There’s nothing quite like grabbing a brew and soaking up the sunshine while enjoying a beautiful view. Maryland has tons of options when it comes to breweries, but these six take the…
A “Fun Mom” Road Trip to Frostburg
Do you ever feel you need a complete reset with your kid(s)? By the end of July, I felt weary of what seemed like non-stop chatter and interrupting from my six-year-old daughter,…
7 Ways to Enjoy the Exciting Arts Scene in Kent County
Tucked along the northeast coastline of the Chesapeake Bay, Maryland’s Kent County draws nature lovers from across the state with its plentiful access to boating, fishing, kayaking, and hiking. But its scenic…
Finding Travel Inspiration In Odd Places
You never know when a road trip idea might strike. My most recent travel inspiration came from an unexpected place: postage stamps! I was organizing my collection one rainy afternoon and noticed…
Old Ellicott City is a Walk-and-Shop Paradise
Among my most cherished possessions is a framed black-and-white route map for the Baltimore & Ohio Railroad. Published in Standard & Poor’s in 1889, the spider’s web of rail routes includes the…
Pull Over! Playgrounds Right off the Road
My husband and I used to take road trips around Maryland all the time. We’d often turn a trip to the beach or the mountains into an opportunity to explore small towns,…
Live, Laugh, Loaf at These Popular Annapolis Bakeries
What foods come to mind when you think of Annapolis? Crabs, oysters, fresh-baked bread… Wait, what? You heard us right. The gateway to the Bay is also home to exceptional bakeries worth…
Books Set in Maryland That Will Inspire Your Next Trip
Have you ever read a book set in a particular destination and it made you want to get in your car and see the place for yourself? We’ve paired a handful of…
Pair History With Fun at These Eastern Shore Destinations
As summer comes to a close, now is a great time to make the trek across the Chesapeake Bay Bridge to the Eastern Shore. Walking the Ocean City boardwalk (constructed in 1900)…
5 Parks in Charles County for Every Type of Adventure
The possibilities for outdoor adventure in Charles County are endless, and they’re perfect for exploring at your own pace. Drift through tranquil waters in the early morning light, pedal down a rail…
Hungry, Hon? Bring Your Appetite to Baltimore
One of America’s most historic cities, Baltimore brims with distinctive culinary traditions, celebrated restaurants, and epicurean verve. Established as a haven for Catholics in colonial America, Baltimore has long been home to…
The True Love Story Behind Love Point Vineyards and Winery
Love Point Vineyards & Winery in Stevensville, Maryland, isn’t your standard go-to barn winery. Neither, for that matter, is the love story that brought owners Tim and Karen Seppi together just a…
We’ve Got Your Road Trip Playlist “Covered”
Do you ever find yourself waiting in line at a coffee shop humming along to a song cover you’ve never heard? Times like these call for my good friend Shazam. I can’t…
Pick, Sip, Shop: Where to Celebrate Maryland’s Fall Bounty
There’s something satisfying in getting your hands dirty and pulling your dinner out of the ground or off the tree yourself. Although you can certainly purchase fresh and local produce from your…
Key Lime Pie Or Bust: My Motorcycle Drive to Mandala Pies
It’s a running joke in the motorcycle community that every ride ends in ice cream or barbeque. I happily accept this stereotype and believe good food goes best with a fun ride.…
Find Your Dream Waterfront Vacation in Maryland
It’s easy to find your dream waterfront vacation in Maryland, whether you’re seeking romance, a family adventure, time away with friends, or peace and solitude. We’ve got it all—beautiful beaches, rivers, lakes,…
6 Date Spots for Romance and Fun in Harford County
No need to stress out when planning your next date—fall in love with that special someone while you explore Harford County. Ladew Topiary Gardens Experience 22 acres of lush greenery at Ladew…
Summer Like the Locals on Assateague Island
Do you crave peace and quiet at the beach? If you’ve yet to experience Assateague Island like a local, it’s time to plan your off-season vacation. The island restores itself to its…
A Road Trip Brought Me and My Husband Together
Road tripping with loved ones inevitably involves a series of negotiations—where to stop, what to listen to, how much to go above the speed limit, and what should be the speed limit.…
History, Arts, Drinks, and Eats: All in a Day’s Trip to Poolesville
Our day in Poolesville started as many of our trips do—on a mission to eat. We wanted to try Locals Farm Market, which had been highly recommended to us by several people.…
Nothing “Beets” a Great Burger! 4 Favorite Mountainside Stops
Give me a day to explore twisty back roads and small cozy towns, and I’m a happy motorcyclist. Better yet, I can find all these things in the Appalachian foothills surrounding Rohrersville,…
8 Ways to Feel Like You’re on [Kent] Island Time
Most Marylanders know Kent Island. Located on the eastern end of the Chesapeake Bay Bridge, it’s the connector between the eastern and western shores. You’ve likely driven across it countless times on…
Historic London Town and Gardens: An Easy Day Trip from D.C.
Whenever I get the chance to take a trip somewhere, I will always use that opportunity to explore some new-to-me historical spot. As a literature teacher and history-lover, I can’t imagine a…
Eat Your Way Through the Eastern Shore
Maryland’s Eastern Shore rightfully deserves its renown as one of the Mid-Atlantic’s most beloved places to vacation. With a rich maritime tradition stretching back centuries, the starboard coast of the Chesapeake Bay…
A Laid-Back Drive Through the Countryside
I had a free day to explore the northern Maryland countryside, but no real plan. Fort Frederick to Fort Ritchie, I decided. Two of Maryland’s historic forts would make nice bookends for…
So Fresh and So Green: A Road Trip for Plant People
Your social media feeds may be looking like a jungle lately. Maybe you’ve seen the declaration that “pets are the new children and plants are the new pets,” or you’ve been following…
Meet the MRT Team: Hilary Is the Newest Member of the Minivan Mom Club
We’re pulling back the curtain to introduce you to the team behind Maryland Road Trips! Meet our sales specialist, Hilary Papuchis. I was born in Silver Spring, MD, and spent my childhood…
A Summer Weekend at Deep Creek Lake
Deep Creek Lake is one of the most popular vacation destinations in the state of Maryland and one that neither my husband, Joe, nor I had ever visited. We rectified that on…
Returning to My Favorite Childhood Spots in Harford County
My partner and I share a love of travel, from driving across the country to exploring the many things to do where we live. When it came time to introduce my partner…
Watch the Only High Wheel Race in the United States
On one Saturday each July, thousands of revelers line the streets in downtown Frederick to cheer on the bicyclists entered in the National Clustered Spires High Wheel Race, the only race of…
Sail! Swim! Seafood! 8 Ways to Enjoy the Water in Maryland
When it comes to beating the summer heat, do you prefer to splash around, get out on a boat, or crack crabs at a paper-lined table? Whatever your pleasure, there are plenty…
5 Reasons to Drive to Denton, Maryland
You may have passed Denton, Maryland, on Route 404 while heading to and from beaches in Maryland and Delaware. The question is, have you stopped to explore the town? If not, here…
Dining Experiences Worth the Drive in Charles County
Leave big-city traffic behind and set your GPS for a destination you’ll want to bookmark for later—Charles County, Maryland. Just a short drive from D.C., Charles County is known for its breathtaking…
Embarking on Outdoor Adventures with Chronic Illness
If adventuring outdoors is part of your lifestyle, it’s a hard pill to swallow when chronic illness causes you to be unable to keep up with your former pace. A year ago,…
Soak in the Fun at These Playgrounds With Water Features in Maryland
Sometimes the only cure for summer heat is water—but not everyone has the ability to pack up and drive to the beach on a moment’s notice. Lucky for us, there are several…
Let’s Go Girls: A Girls Road Trip Playlist
Some of my favorite memories from my teenage years are the times I spent driving with my best friend. Few things feel better than screaming to music with someone you know won’t…
Follow in the Footsteps of a Solider, Settler, and Saint in Frederick County
You can put a dozen history lovers in the same room and they all likely have different preferences on how they enjoy diving into the past. The variety of unique museums, historic…
Travel for Every Type: 6 Exciting Destinations in PG County
What if I told you that you could find rich history, beautiful nature trails, phenomenal food and drink options, plus family fun in PG County? Would you believe it? Many Marylanders lump…
Cool off From the C&O Canal With Cold Beers in Williamsport
Outdoor activities that involve beer are at the top of my summer bucket list—and a recent road trip to Williamsport provided the perfect mix of both. My husband and I loaded up…
Adventure and Romance on the Eastern Shore
Have you ever visited a place for the first time and had the feeling that you were exactly where you needed to be? That’s what happened to my boyfriend Derek and me…
Mark Your Calendars for These Upcoming Events in Maryland
One of the best ways to soak up the character of our state is by attending a festival. Plan your travels around these upcoming summer events in Maryland, and get ready for…
Where to Celebrate Pride Month in Maryland
Every June, Maryland joins the world in celebrating Pride. From parades, events, and meet-ups, Maryland’s Pride celebrations honor the beauty and diversity of the LGBTQIA+ community. As a queer Marylander, I am…
Spread out at These 5 Family-Friendly Breweries in Central Maryland
As a new mom, I am always on the lookout for places we can bring our little one to meet up with friends. Breweries have always been a favorite of ours, and…
Tour Haberdeventure, Home of a Founding Father
Deepen your knowledge of both national and state history with a visit to Thomas Stone National Historic Site in Southern Maryland, just an hour south of Washington, D.C. Thomas Stone, a wealthy…
Dive Into Dairy History & Get Your Hands on Maryland Cheese
In 1998, milk was declared the official state drink of Maryland, a designation that well reflects statistics from 2021, which reveal that 875 million pounds of milk were generated by 42,000 cows…
Achieve Peace and Quiet in the Mountains at Ole Mink Farm
Nestled in the Catoctin Mountains of Northern Frederick County, Ole Mink Farm Recreation Resort provides a beautiful backdrop for a weekend getaway. The luxury log cabins are the perfect home away from…
Gear Up for This Year’s Chesapeake Bay Motoring Festival
If you’re coming from what we Eastern Shore people call the ‘western shore’ of Maryland, you’ll enjoy the salty air and scenic views of the Chesapeake Bay while crossing the bridge to…
Pick, Sip, Shop: Where to Celebrate Maryland’s Summer Bounty
There is a definite allure to a table spread full of the garden’s bounty—a veritable feast of colorful fruits and vegetables just waiting to be cut, cooked, jammed, jellied, and enjoyed. And…
A Farms and Forests Food Experience at Foraged in Baltimore
My boyfriend and I are both incredibly passionate about food. We love trying new or exotic menu items, and we often compete by searching for a unique date night restaurant to impress…
4 Stunning Lavender Farms in Maryland
Could you use some R&R? What better way to rejuvenate your soul than by spending an afternoon among fields of lavender? While many enjoy lavender for its fragrance and beauty, this pretty…
Family Field Trips Along the Harford County Barn Quilt Trail
Traipsing through the rural landscape of Harford County along its expansive Barn Quilt Trail will feel like a fun family scavenger hunt while acquainting you with various hidden treasure spots throughout the…
Enjoy a Slice of Americana in the Heart of the Civil War
We’ve all heard Maryland called “America in Miniature.” One swath of the state that I consider an even smaller-scale sampler of American history is the Heart of the Civil War Heritage Area.…
Bike Rides and Blue Skies: Small Town Charm in Centreville, MD
I live in Centreville, a quaint, small historic town on the Eastern Shore of Maryland. Centreville is full of historic homes and landmarks, with a brick store-front downtown that can make you…
Arts, Eats, and Outdoor Adventures in Prince George’s County
As a part-time van lifer, weekend road trips are my ideal way of exploring Maryland. My love for Maryland weekends began in my own backyard of Prince George’s County. Between nature, dining,…
An Ag-cellent Oasis in Montgomery County
As residents of suburban Washington D.C., my wife and I often seek an escape from the hubbub of the Beltway. One of our favorite spots to venture out to is the Montgomery…
Follow Your Feet to Favorite Eats in Hampden, Baltimore
I have called Hampden, nestled in between Druid Hill Park and Johns Hopkins University’s Homewood campus in north-central Baltimore City, home for the past 12 years. Known for its abundance of flamingos,…
Take a Day in this Hospitable Hamlet: Severna Park
If you’ve never ventured north of Annapolis to Severna Park, you may want to add this location to your list of places to visit in 2022. Just 8 miles from historic Annapolis,…
Explore the Outdoors: 4 Must-Visit Maryland State Parks
Although one of the smallest states in the U.S., Maryland hosts a great diversity of terrain, from mountains to farmland to coastal plains. Experience the natural enchantment here by visiting one of…
5 Nature Centers in Maryland Your “Wild” Child Will Love
Whether your backyard is expansive or the size of a postage stamp, all kids need a change of scenery sometimes. Whatever the weather, nature centers offer a perfect solution for little explorers—they…
New Beers on the Block: Maryland Breweries Worth the Trip
All breweries use grain, hops, yeast, and water to make beer, but every brewery offers a unique experience and environment to enjoy. A brewery could be in a large industrial warehouse, a…
Movies in Maryland: 5 Self-Guided Tours for Film Fans
Maryland is known for its seafood, shorelines, and central location to major cities like Washington, D.C., Baltimore, and Philadelphia, and might not be the first state that comes to mind as a…
The Fort Frederick Market Fair: A Taste of Colonial America
Of all the events on the Maryland calendar that fall into my family’s must-attend column, the Fort Frederick Market Fair in Big Pool, Maryland, is at the top of the list. I…
7 Spots to Enjoy Solitude in Maryland
In today’s world, we’re tapped into everything: every text message, every news source, every funny dog video. Making time for solitude allows you to leave the constant stream of stimulation and gives…
Songs to Put a Spring in Your Step
As the weather warms up, my mind drifts to memories of my 5-year-old self sitting under an oak tree on the front lawn with my slate blue portable CD player and big…
You Know You Are a Marylander When…
It’s no secret that those of us with roots in Maryland are proud of our little state. With its 3,000 miles of shoreline, scenic mountains, bustling cities, historic small towns, numerous parks,…
Exploring Industrial History Along Maryland’s Iron Road
From the foothills of Appalachia to the lower Eastern Shore, Maryland’s rich industrial history has left an enduring mark on the environment around us. Around the time of the American Revolution, Maryland…
This or That? Craft Beverage Adventures in Howard County
The craft beverage scene in Howard County has something for every taste. Whether your drink of choice is a hoppy craft beer, a dry red wine, or a cocktail made with local…
Step Into a Storybook Village Off I-495
I felt like I was in a storybook village as I strolled the grounds at National Park Seminary at Forest Glen, a historic residential community along the Capital Beltway in Silver Spring.…
Outdoor Fun for All Ages in Anne Arundel County
As spring is upon us and the weather begins to break, it’s time to get outside and get your body moving. Anne Arundel County features access to rivers and the Chesapeake Bay…
Fun Events are “Springing” Up in Maryland
Spring is my favorite season of the year. As such, I have an annual “signs of spring” countdown that marks time as winter fades and the weather warms, and spring events feature…
5 Small Towns in Maryland Every History Lover Should Visit
As a newly fashioned Marylander, I’m always looking for a defining weekend experience that helps me connect to my new home. In my search, I’ve found that the small towns of the…
Where to Sink Your Teeth Into These 5 Classic Maryland Foods
Historic preservation isn’t just about preserving buildings, structures, and sites—it’s about safeguarding our intangible heritage—music, dress, oral traditions, crafts, festivals, and, of course, cuisines. From spicy to sweet, Maryland food has it…
5 Family-Friendly Destinations in Maryland To Visit This Year
One of the greatest joys of taking road trips is the guaranteed family bonding time. Whether you’re playing classic car games, listening to an audiobook, or counting down the minutes to the…
3 Maryland Museums Illuminating Black History and Culture
Learning about Black history and culture is essential within and beyond Black History Month. Even while experiencing immense hardships, Black Marylanders continued to create art, attend schools, build communities, enjoy leisure time,…
The “Reel” Deal: Where to Go Fishing in Maryland in Winter
We are in the dead of winter. It’s difficult to predict when it will rain or snow, and it’s hard to find the motivation to take out the trash, let alone get…
Let’s Go Shopping in Easton, MD
I’ve always been a little squeamish about driving over the Bay Bridge. Then, a dear friend moved to Talbot County, and I chose to face my fear in the name of friendship.…
A Tale of Two Marylands: How the Chesapeake Bay Bridge United the Free State
For me, each crossing of the Chesapeake Bay Bridge is a thrill. The panoramic views up and down the broad Bay from the Bridge’s 186-foot apex is worth the expense of any…
Meet the MRT Team: Emily’s Biked and Boated Her Way Around Maryland
We’re pulling back the curtain to introduce you to the team behind Maryland Road Trips! Meet our publisher, Emily Dorr. I grew up in Middletown and spent much of my childhood traveling…
A Winter Girls Weekend in Ocean City
After the holidays are over, I often lament that the remaining winter months leave little to look forward to. The good news? We can create our own winter magic by escaping on…
Meet the MRT Team: If Kelsey Gets a Tattoo, It Will Be From This Maryland Studio
We’re pulling back the curtain to introduce you to the team behind Maryland Road Trips! Meet our designer, Kelsey McManimon. I grew up outside of Philadelphia and studied graphic design and philosophy…
Tap Into Something Sweet: 8 Maple Sugar Events in Maryland
I’ve lived in Maryland my whole life (let’s go O’s!). I love it here, and at this point I can’t imagine living anywhere else. However, there is another state that has a…
Bundle up for Kid-Friendly Fun in Baltimore This Winter
Just because it’s the darkest and coldest season of the year doesn’t mean your family’s adventures should stop. Whether you’re checking out the artwork on the iconic yellow salt boxes with hot…
Meet the MRT Team: Chris’ Favorite Outdoor Spots in MD and the Meatballs That Haunt His Dreams
We’re pulling back the curtain to introduce you to the team behind Maryland Road Trips! Meet our editor, Chris Vandergrift. Growing up in the Midwest, I had very mixed feelings about road…
A Day in Historic Elkridge: Exploring One of Maryland’s Oldest Towns
Take the Show on the Road: 5 Must-Visit Theaters in Maryland
In my mind, there is no equal to the experience of live theater. I look forward to any performance for days ahead of time: the thrill of getting dressed up and going…
8 Most Popular Maryland Destinations Featured in 2021
It’s that time of year when we reflect on the memories we’ve made and wonder what exciting opportunities await us. (Road trips, anyone?) We’re proud to have featured over 130 Maryland cities…
Meet the MRT Team: Laura’s Surprising Advice for an Unforgettable Trip
We’re pulling back the curtain to introduce you to the team behind Maryland Road Trips! Meet Laura Rennie, our editorial manager. Despite the fact that I grew up just across the Potomac…
4 Historic Sites in Maryland to Visit in 2022
What are your New Year’s resolutions? If one of them is to travel more or expand your knowledge of history, you’re in luck—we’re sharing four historic sites in Maryland to visit in…
Wintry Vibes for Chilly Drives
Nostalgia is really an odd force. An unassuming memory comes to mind and gradually washes over you with growing intensity–equal parts warmth and longing for a time in life that has now…
No Business Like Snow Business: Dog Sledding, Mountain Coasting, and More Winter Activities in Maryland
How often have you stayed inside on a cold day because you didn’t know what memorable outdoor fun was only a drive away? Here are some not-to-miss winter activities in Maryland, from…
Meet the MRT Team: Lanie Spotted Michael Jordan in Ocean City
We’re pulling back the curtain to introduce you to the team behind Maryland Road Trips! Meet Lanie Condor, our social media manager. Some of my earliest memories are driving over the Chesapeake…
My Adventure Away: A Dungeons & Dragons-Themed Getaway in Maryland
I typed the address into my GPS and started the drive to my destination: a Dungeons & Dragons game hosted by the aptly named business Adventure Away. Even the journey had a…
From Classic Movie Scenes to Ice Bumper Cars: Festive Family Fun at Gaylord National Resort
Whether it’s seeing Clark Griswold finally get his holiday lights to turn on or watching Buddy the Elf create a winter wonderland in a toy store, watching Christmas movies every year has…
Wyldly in Love: A Romantic Getaway to Wylder Hotel on Tilghman Island
I like to joke that I have a favorite version of my husband. I call him “Vacation Andy.” Vacation Andy is up for anything. He’s a big spender. His humor, the trait…
A Weekend of Holiday Traditions in Charm City
When the busyness of the holidays feels overwhelming, I crave a reminder of why this season is so special. My husband, Joe, and I started dating around Christmas and created quite a…
All-Day Play: 5 Independent Toy Stores in Maryland and Nearby Family Fun
21 Ideas On What to Do & Eat Across Maryland Over the Holidays
For many of us, this holiday season may be the first in a while that we’re able to travel to see family and friends. Take advantage of the time together and get…
Pour a Glass of Holiday Cheer With the Gift of Maryland Beer
‘Tis the season for gift-giving! Give the beer lover in your life the gift of Maryland beer—or a beer experience! A Beer For Every Palate With the number of breweries in…
Sideling Hill: A Roadside Geological Wonder Worth the Stop
Let’s face it—rest areas are pretty boring. You’re usually there to take a break from driving, let the kids and pets get their wiggles out, and maybe grab a brochure or two.…
Craft Your Way to the Holidays: DIY Gift Spots in Central Maryland
In search of a one-of-a-kind gift for the holidays? Consider the handmade approach! Make your own gifts at a studio in Central Maryland—from a glass-blown vase to bath bombs to customized candles…
Southern Maryland Stuffed Ham: Spicing Up Thanksgiving with a Regional Icon for Generations
Holiday meals represent treasured moments when traditional culinary delights are shared with the ones we love. Ideally, time-honored food traditions such as these are sustained by each generation through the classic learning…
Holiday Shopping Guide: 10 Maryland-Made Products to Gift This Year
Celebrate the Native People of Southern Maryland at American Indian Heritage Day
There’s a nip in the air, and the leaves have turned brilliant colors—it’s a perfect time for a road trip to Southern Maryland to explore this region’s Native history and people. Experience…
The National Museum of Civil War Medicine: Connecting Bloody Battles to Modern Medical Care
“It’s not real,” I had to remind myself as I leaned in to inspect the mannequin of a dead Civil War soldier. His face was gray, as if all of his blood…
5 Reasons to Love Port Discovery Children’s Museum in Baltimore
When someone asks where I’m from, I’m proud to say I’m a Baltimorean. I was born here, and have lived in or around Baltimore my whole life. As a child, Baltimore was…
Our Mission to Visit Every Brewery in the Hoppin’ Maryland Beer Scene
How does one begin the quest to visit every brewery in the ever-growing Maryland beer scene? My wife, Esther, and I started this journey in vastly different ways but still achieved our…
A Thrilling Ride at the Rocky Ridge Slide
A 40-foot tall wooden slide towers in the background of Mount Tabor Park in Rocky Ridge just waiting to be conquered like a playground version of Mount Everest. Built by volunteers more…
Legend Tripping Destinations In Maryland
The Old Line State is full of American history and folklore, from civil war hauntings to cryptids and witches. What better time to get out to explore our state’s spooky side than…
A Day For the Dogs in Frederick
“Hey, dogs, do you want to go for a car ride?” What follows are the enthusiastic clickity-clacks of paws as they storm the kitchen. “Car ride” is one of their favorite words—also…
8 Things You Won’t Want to Miss at the Waterfowl Festival in Easton
I’ve attended the annual Waterfowl Festival in Easton, Maryland, countless times—it’s become a fall tradition I look forward to every year. The event draws upwards of 20,000 visitors to Talbot County for…
6 Ways to Prep for Family Hikes (and Where to Go in MD)
Almost everything seems better when enjoyed outside, and family time is no exception. Going on a family hike is a great way to foster a connection with the outdoors while also drawing…
From Milkshakes to Mermaids: 4 Things to Do in Berlin, MD
Located just off US-50 and less than 10 miles from Ocean City, the little town of Berlin is big on Eastern Shore charm. We’re sharing four things to do in Berlin, MD,…
3 Days of Historic Exploration in Southern Maryland
After a long year of work and stress, my husband and I were finally on vacation and ready for a week of relaxation and historic exploration in Southern Maryland. As we arrived…
Publisher Letter: This Month Marks Maryland Road Trips’ One Year Anniversary
Dear Readers, This month marks our one-year anniversary. Through captivating experiences and specially curated road trip itineraries written by 41 different contributors, our website is the heart of Maryland Road Trips. We’ve…
Ready, Set, Launch: Where to Catch Maryland’s Fall Colors From a Boat
There is a sense of calm that being close to water brings. I tend to forget whatever worries are on my mind and concentrate on the smells, sounds, and beauty around me.…
6 Fall-Flavored Treats in Maryland to ‘Leaf’ You Wanting More
Fall is a season you can smell and taste. No other season is as synonymous and wrapped up with a type of food as fall is to pumpkins, apples, and warm aromas…
Bringing the Civil War to Life: A Family Road Trip From Baltimore to Gettysburg
Like so many of my fellow Americans, I find myself returning time and again to the Civil War period as a gripping era in our history. I’m most interested in the human…
Plant a Seed, March Into Battle, Drop an Anchor: Experience Living History in MD
Ever find yourself wishing for a time machine to whiz you back in time? (Is that just me?) Living history sites like Colonial Williamsburg in Virginia and Old Sturbridge Village in Massachusetts…
Two Adventurers and a Baby Go Family Camping at Deep Creek State Park
My husband Scott and I were both raised by parents who believed in the value of family camping. It’s a great way to introduce children to the natural world without the distractions…
Make Some ‘Thyme’ for These 3 Maryland Herb Farms
What herbs send you trippin’? No, I don’t mean that type of trippin’! I’m talking about road tripping to some fantastic Maryland herb farms. Herbs have been used for thousands of years…
Drive, Bike, or Hike: Where to View Fall Colors in Maryland
The leaves will start changing before we know it, which makes now the perfect time to plan ahead on where you’ll view fall colors in Maryland. There’s something truly magnificent about fall…
Take a Bite Out of Matthew’s Pizzeria—a Baltimore Institution Since 1943
If you live in Baltimore and follow Dave Portnoy’s Pizza Reviews, you might wish the Barstool Sports founder would make a visit to the city and take a bite of pizza at…
From Slinky Robes to Retro Housewares: A Day of Vintage Shopping in Frederick
The joy of finding something old and giving it new life is a delightful bonus of vintage and antique shopping. Tapping into characters and personalities of years gone by—not to mention the…
4 Underground Railroad Tours in MD That Spotlight the Bravery of Freedom Seekers
In 1849, Harriet Tubman liberated herself. Born into slavery about 27 years before on Maryland’s Eastern Shore, she heard rumblings that her enslavers planned to sell her, so she risked a severe…
Merriment Abounds at the Maryland Renaissance Festival
Huzzah! Noble Lords and Ladies, the Maryland Renaissance Festival hath returned! After closing in 2020 due to the pandemic, Crownsville’s Revel Grove kicked off the season on August 28. The Festival will…
Four Days of Family Adventure in Western Maryland
As a lifelong Marylander, it was surprising to realize I hadn’t spent much time exploring the western part of the state. Since we have been wanting to keep our travel local, it…
A Jam Sandwich of a Playlist
As a life-long band geek, I have grown to appreciate a wide variety of music and the work it takes to make chords/lyrics into a jam. For me, driving is an activity…
Experiences Abound in the Valley: Exploring Main Street Middletown, MD
Charming and friendly Middletown was founded in 1767, and modern-day visitors can enjoy family fun along with its fascinating history and bucolic setting. Its history is intertwined with that of the Revolutionary…
Celebrate Good Times Worth the Drive at These 5 Maryland Wedding Venues
Sandy beaches, stunning waterfront views, picturesque gardens and resort stays might sound out of reach if you’re planning a wedding close to home, but if you live in or around Maryland, you…
The Women Behind Maryland’s Booming Wine Industry Part 2
Get to know three more female winemakers in our second installment of The Women Behind Maryland’s Booming Wine Industry. Read part one here! Lauren Zimmerman — Port of Leonardtown Winery Leonardtown, MD…
The Women Behind Maryland’s Booming Wine Industry: Part 1
I learned to drink wine in my twenties in the Napa Valley. Living in San Francisco, I took for granted the hundreds of wineries at my disposal within an hour drive and…
You’ll Totally “Fall” for These Exciting Autumn Events in Maryland
Summer in Maryland is absolutely a thrill. Beautiful beaches, exciting cities, and mountain views entice us all to go explore our state. But fall is really when Maryland’s vibrancy awakens. We’ve found…
48 Hours of Free-Roaming Family Fun in Upper Shore, Maryland
If you’ve only visited Maryland’s Eastern Shore to go “downy ocean,” you’re missing out. The bucolic Upper Shore, including Cecil, Kent, and Queen Anne’s counties, is a tapestry of rivers and farms.…
Artistic Vibes and Main Street Drives in Frederick County, Maryland
I’ve never organized my travel plans around a checklist—such as summiting the highest point in every state or making it to every national park—but I know many people who love this type…
The Brilliant Booze of Maryland (Part 6): Distilleries in the Baltimore ‘Burbs
It’s not just the city centers in Maryland that have become home to award-winning craft spirits. The cities and towns surrounding DC and Baltimore can be plumbed for your next craft quaff.…
Gather Gram-Worthy Blooms at These Sunflower Fields in Central Maryland
It’s no surprise sunflower fields have gained popularity throughout the years. When your Instagram feeds fill with rows upon rows of bright petals, you can’t help but feel the draw to experience…
Exciting Changes at Live! Casino & Hotel: A Sure Bet for a Good Time
Live! Casino & Hotel Maryland has undergone a stunning makeover. Nine years ago, the casino adjacent to Arundel Mills Mall in Hanover opened its doors for Marylanders to try their luck at…
Glen Echo Park: An Art Deco Oasis of Fun
Picture it: You live in the nation’s capital in the early twentieth century. It’s August, and the heat and humidity are unbearable. You want to escape to the country for a hike,…
Seas The Chance to Be Part Of The New Maryland Dove Construction
The whirr of electric tools and thwack of hammers sound from the Chesapeake Bay Maritime Museum’s waterfront campus in St. Michaels as the museum’s shipwrights craft the components of a 17th-century type…
Dig This: 6 Things to Know for Prehistoric Play at Dinosaur Park in Laurel
My husband and I love to take our two young daughters on adventures. Sometimes those adventures make for the best days ever, and sometimes they fall flat. Kids are unpredictable, and going…
48 Hours of Exploration in Charming Chesapeake City
Standing 240 feet tall, the tied-arch Chesapeake City Bridge towers over its namesake town, like an ever-present rainbow made of steel and concrete. The span carries cars over the Chesapeake & Delaware…
The Road to Your Next Page Turner – 7 Independent Bookstores in Maryland
There is no doubt that books bind us together. What we read offers us new perspectives, entertainment, and the feeling that we are not alone. Independent bookstore owners suggest books with a…
Road Tripping With My Husband — A Story of Compromise and Connection Along the Road
Road tripping with loved ones inevitably involves a series of negotiations — where to stop, what to listen to, how much to go above the speed limit, what should be the speed…
Hub City Vinyl: An Art Deco-Inspired Record Store in Hagerstown
Hub City Vinyl is hard to miss. A prominent 20,000-square foot building painted mint green and pastel purple in art deco style, it’s a beacon to those passing through Hagerstown, Maryland. I…
The Brilliant Booze of Maryland (Part 5): Distilleries Just Outside D.C.
Whether your travels take you into the District for business or pleasure, you can still scratch your craft spirits itch. Just as you’d expect from DC itself, the surrounding suburbs boast a…
Hungry on the Trail? Here’s Where to Eat and Drink Along the C&O Canal
Back in the heyday of the C&O Canal, boats carrying every imaginable foodstuff were towed by mules up and down the man-made waterway. The canal was built specifically to enable the movement…
Log Canoe Sailboat Races: A Thrilling Chesapeake Tradition
The pop of the starter’s gun sounded across the water to signal the start of the Miles River Yacht Club’s Centennial Cup 4th of July Series. I was among the approximately 20…
The Tale of the Sail: Finding Your Adventure on the Chesapeake Bay
“You want me to hand you that rope?” An abrupt silence fell across the stern of the boat. All eyes turned to me like when a stranger enters a tavern in an…
Fun For Everyone in Havre de Grace
Legend has it that Havre de Grace got its moniker from an eighteenth-century French military officer currently enjoying an extended run on Broadway. Mais oui! The picturesque town perched on the banks…
Your Go-To Playlist for Summer Days on the Water
When you’re enjoying summer days on the water, whether it’s sharing a cold one with the boys on a Saturday float down the river, kicking back with dad as he teaches you…
Get the Scoop on the 2021 Maryland’s Best Ice Cream Trail
I scream, you scream, we all scream for Maryland’s Best Ice Cream Trail—oh, and to be named the 2021 Champion Trailblazer, of course. From Western Maryland all the way to the Eastern…
Seeking Serenity: Exploring the Western Maryland Rail Trail
I can’t help it, I’m obsessed with being outdoors. Whether it’s hiking, kayaking, camping, or simply taking a long walk outside, being in nature has a way of soothing my soul. So…
Build the Perfect Roadside Picnic With Goods From These Markets In Maryland
Do you hear that sound? The road is calling you to enjoy some outdoor fun across Maryland. Whether you decide to go for a hike, visit a park, or hit a drive-in…
Retro Charm Abounds At These Classic Duckpin Bowling Alleys
It’s Kind of a Big Dill — A Pickle-Themed Party in Baltimore
Pickle pizza, pickle ice cream, pickle fried Oreos? Maybe these draw up memories of walking through a fair or carnival, where the delight was that vendors would fry almost anything and come…
A Vandweller’s Last Hurrah in Maryland
As someone born and raised in Maryland, I felt spoiled growing up having both beaches and mountains only a short drive away. It’s one of the things I love about this state,…
Balloons, Ghost Tours, Jazz, and More: Summer Events in Maryland for All Ages
Summer in Maryland is already in full swing, with roadside stands serving up a classic egg custard snowball, families and friends gathering amidst a pile of crabs and Natty Bohs, and seagulls…
Snowballs — Baltimore’s Chilly and Sweet Summertime Treat
I’ve lived in the Baltimore area for over four years and have a confession to make… I’ve never had a true snowball before this summer. I’ve had snow cones before, and Rita’s…
The Brilliant Booze of Maryland (Part 4): Distilleries in Southern Maryland
As “Hot Vax Summer” moves into full swing, don’t just spend all your time at the beach and inhaling crab. Hit up these distilleries-on-the-bay that will ensure your next trip to Southern…
An Epicurean’s Delight in Downtown Frederick, Maryland
It’s Friday afternoon. You can feel it creeping up your back, like a bit of cracked glass sliding up your spine. You have to get the hell out of town. You’re hungering…
Maryland’s Bayside Jewels: Chesapeake Beach and North Beach
There’s nothing that a sunny day spent strolling on a boardwalk and eating on the deck of a waterfront café can’t cure. Located just under 30 miles south of Annapolis and 35…
Roads Pointed to Gettysburg: The Union Advance Through the Heart of Maryland
Running through the center of Maryland is hallowed ground – a term drawn from President Abraham Lincoln’s Gettysburg Address – where thousands of Civil War soldiers spilled blood, thus rendering it sacred.…
Design Your Perfect Escape at Rocky Gap State Park
Sometimes we need that weekend getaway where we don’t have to drive too far or board an airplane. An escape that makes us feel like we’re far away, even if we’re close…
Destination Drive-in: One Dad’s Quest to Pin Down the Magic Behind Car-Based Entertainment
My first drive-in movie is a surprisingly vivid memory considering it was roughly 30 years ago. I remember the neon glow of the sign, the sense of awe at the enormity of…
Not So Fast, Food: Upscale Comfort Food in and Around Baltimore
We all have those days where KFC, Taco Bell, or McDonald’s just hit the spot. They’re the comfort foods we grew up with, and we can always count on them when we’re…
Mallows Bay: Ride the Current to Ships of the Past
Maryland is defined by its waterways. The Atlantic Ocean, the Chesapeake Bay, the Potomac and Susquehanna Rivers—even the man-made C&O Canal—are central to the lives and livelihoods of Marylanders. Then there’s the…
2 Lakes + 3 Breweries = A Hoppy Day in Columbia, MD
Hikes and craft beer go together like Old Bay and blue crabs… except when your adventure partner is recovering from a sprained ankle. That’s when you hop to hops instead! My wife,…
A Bucolic Bike Ride Through Fair Hill NRMA
On a quest to broaden my biking horizons, I set off for the Fair Hill NRMA in Elkton, Maryland. It must’ve been my quixotic desire for adventure that led me to choose…
Best Hidden Swimming Holes in Maryland
Hello, summer! Maryland’s diverse topography lends itself to the quintessential small-town summer experience: swimming holes. These quiet, secluded spots make a great place for your family and friends to spend the day.…
Making Multigenerational Travel Memorable
Bringing Grandma and Grandpa along for vacation can be a win for everyone in the family. Mom and Dad have another set of grownups to pitch in (and maybe provide some much-needed…
An Upbeat Playlist For A Hands-Up, Windows Down Drive
If you had to describe the ultimate landscape for driving with your windows down while listening to an upbeat playlist blaring, what would it be? For me, it’s lush, green countryside with…
The Brilliant Booze of Maryland (Part 3): Distilleries in Eastern Maryland
We’ve dug down into the distilling roots of Maryland and shown you the best and brightest distilling stars in Baltimore. Now it’s time to head down distilleries in Eastern Maryland state to…
Chestertown: A Charming Destination With Rich History on the Eastern Shore
Among the many alluring cities and small towns on Maryland’s Eastern Shore, few can match Chestertown’s unique mix of rebellious history, African American heritage, collegiate atmospherics, and window-shopping charms. A forty-minute drive…
The Ultimate Family Pit Stop: Playgrounds Near Major Maryland Roads
Spring Birding in Western Maryland
Ask any birder and they’ll tell you: a good birdwatching trip is measured by two things — the birds they see and the food they eat. Our trip to Garrett County, Maryland…
A Maryland Waterfalls Tour Along the Northern Chesapeake Bay
As a marine biologist dating a fly fisherman, you can imagine I spend nearly every weekend on or near water. From the rivers of Western Maryland to the marshes of the Eastern…
Family Road Travel Still Matters
My 11-year-old eyes had never seen mountains other than the rolling blues of the Blue Ridge, and they could hardly make sense of the snow-capped Rockies that loomed in front of the…
A Deep D(r)ive Into Maryland Horse Racing
Maryland’s ties to horse racing run deep. Racing’s association in the state, the Maryland Jockey Club, was founded in 1743, making it the oldest sporting organization in the United States. Save for…
A Sweet and Spicy Dining Adventure Along Korean Way
Ellicott City, a historical suburb located in Howard County, is well known for its charming downtown. But Ellicott City is also home to “Korean Way,” a five-mile stretch of Route 40 filled…
Ladew Topiary Gardens: The Real ‘Secret Garden’ of Harford County, MD
Imagine you are driving along busy Jarrettsville Pike among the verdant scenery of Harford County’s horse country, just 20 miles north of Baltimore, enjoying the warm breeze from your window and the…
Uniting My Blended Family: A Day of Learning at Antietam National Battlefield
“Brother against brother” is a common term used to illustrate the often divided loyalties of families during the Civil War. This division was common in border states like Maryland, which claimed both…
Wagging Tails and Wondrous Trails: Tips for Happy Hiking with Your Dog
Growing up in the wilds of Maine gave me an appreciation for the great outdoors that I brought with me to the mid-Atlantic. In my work as a photographer, specializing in nature…
Encounter Treasures Untold at the Mermaid Museum in Berlin, MD
I’ve made the journey across the Bay Bridge many times — for summer vacations, day trips in early fall, and most recently, for a delicious diversion of Bloody Marys in the dead…
What’s Your Speed? Activities for Every Pace in Howard County, Maryland
Whether you’re an adrenaline junkie seeking your next outdoor adventure, or a family looking for a relaxing afternoon in the sun, the outdoors in Howard County are chock-full of fun things to…
6 Favorite Outdoor Brewery Venues in Maryland
The weather is finally changing, birds are chirping, and the sun is staying out longer; that’s right, spring has sprung. There’s nothing quite like grabbing a brew and soaking up the sunshine…
Taking a Ride on the Vegan Side in Baltimore
At the promise of a clear day with temperatures reaching the 60s, I decided it would be an opportune time to tempt my taste buds yet again with some road trip food…
Celebrate Maryland’s History and Heritage During National Park Week April 17-25
The National Park Service (NPS) joins forces with the National Park Foundation to celebrate national parks and programs across the country every year during the month of April. National Park Week is…
4 Things to Do in Maryland This Spring
One of my favorite parts of living in Maryland is getting to experience all four seasons, and spring is especially glorious. With temperatures hanging out in that perfect t-shirt-and-jeans territory, now is…
Running Spots in Maryland Worth Driving For
One of the best ways to explore a new location is in running shoes. By logging miles in nearly every state in the country, I’ve gained access to areas often unreachable by…
Learn, Experience, and Taste the Legacy of Maryland’s Watermen
The Chesapeake Bay is the pride of Maryland. Who among us doesn’t love seafood pulled directly from its waters? But the bay doesn’t yield its catch easily. For centuries, watermen (and women)…
Leaf Your Cares Behind on this Plant Lover’s Adventure through Maryland
A Weekend Away With a Dash of Old Bay: 3 Bloody Mary Stops in Ocean City
Ocean City was always a big part of my childhood. My family made it our annual vacation spot each summer, but we never braved the cold Eastern Shore in its off-season. In…
Fly Fishing for Backcountry Brook Trout in Western Maryland
I cast my fly into the mountain stream. All was silent in the autumnal forest save for the mini waterfall that fed the living room-sized pool. As I dragged my fly (an…
Westward Ho! on the C&O: a Canal Itinerary From Williamsport to Hancock
The warm spring air is beckoning you outside and it’s time to get reacquainted with nature. Although spring in Maryland is glorious everywhere, it is worth a trip to the western portion…
Nine Dishes to Delight Your Inner Foodie in Howard County
With a central location in the heart of our beloved state, Howard County, Maryland is not only a destination unto itself, but most roadtrippers driving to Baltimore, Washington DC, the Chesapeake Bay,…
The Patterson Park Pagoda: a Baltimore Icon With a View
If you’re driving through Baltimore at the corner of E. Pratt Street and S. Patterson Park Avenue at sunset, your eye might be drawn to the golden light playing across the stained…
The Brilliant Booze of Maryland (Part 2): Distilleries in Baltimore
Last month, in Part 1, we learned about how our state has always had one foot solidly planted in our nation’s distilling traditions. And while those storied distilleries have long since shuttered…
Road Tripping Through Women’s History on the Eastern Shore
“Well-behaved women seldom make history.” You’ve seen it on memes, shirts, and bumper stickers. When historian Laurel Thatcher Ulrich coined this phrase, she wasn’t advocating mischief, but it does seem true that…
Our Favorite Spots Throughout the State to Celebrate Maryland Day
If you’re looking for a spot to celebrate Maryland Day, we’ve got you covered with some of our favorite places in Maryland! Before we introduce you to our list of things to…
Beachside Thrills Even During Atlantic Chills
To say that I love Ocean City, Maryland would be the understatement of the century. I might be so bold as to say that Ocean City is my favorite place on the…
Sounds of the Free State: Music by Maryland Artists
If there is one thing us Marylanders are known for, it is our pride for our state (and Old Bay of course)! March 25th is Maryland Day, so celebrate by taking a…
History Comes Alive at St. Mary’s City, Maryland’s First Capital
History buffs, rejoice: you can be transported to the 1600s through a visit to St. Mary’s City. Located two hours south of Baltimore, the site of Maryland’s first capital has many layers…
Cobblestone Streets Pave the Way for a Day of Discovery in Burkittsville
It’s a miracle I didn’t get pulled over last year. I was trying not to be late for a meeting with our realtor, so I hit the gas and set my focus…
Coffee, Crepes, and a Cat Cafe: The Purrfect Road Trip
On a cool February morning, I decided to grab my friend Corby (normally on the road with me to a concert) and go for the next best thing: a road trip to…
Bay-Raised and Ready to Slurp: Oysters in Southern Maryland
In Maryland, when the days start to shorten and the letter R once again appears in the name of the month, it is time to treat your tastebuds to the sensual and…
From Spaghetti Pizza to Braised Oxtail: 6 Date Night Destinations
Looking to spice up your date nights? Whether you’re vacationing in Maryland, just driving through, or a long-time local, we’ve got you covered! We first met at a restaurant in Florida and…
Craft Beer & Eats in Maryland’s Northeast
As avid food and beer enthusiasts and proud Marylanders, we’ve made it our mission to explore all the nooks and crannies of the state to see what it has to offer. We’ve…
Glenstone: Maryland’s Most Serene (and Hidden) Art Experience
My favorite museum is a 15-minute drive from my parents’ house in Potomac, Maryland, but until recently I didn’t know it was there. The first time I visited Glenstone was a little…
The Road to Relaxation is Paved With Maryland Products
Hey, you (yes, you)! I see you there, feeling overworked and stressed out, your brain going a million miles a minute, your tense shoulders up to your ears, your to-do list a…
RV There Yet? Family Travel On the Road
When my husband was unexpectedly laid-off in late 2018, we were forced to quickly come up with a plan for our multi-generational family. One afternoon, about two weeks before we officially hit…
Keep Camping Simple: Go Primitive at Green Ridge State Forest
As I’m typing this, I’m wondering if I’ll regret my decision to share the magical secret that is Green Ridge State Forest (GRSF). But there’s another voice in my head that wins…
Honoring Black Americans Who Shaped Baltimore and Their Nation
Baltimore, Maryland’s largest city, has been the home to many prominent Black Americans who have left an indelible mark on the history of both their city and the nation through their hard…
Fowl Play on the Eastern Shore
Winter birdwatching, especially in the marshes and estuaries of the Eastern Shore, is all about water birds. Migratory ducks, swans, and over-wintering wading birds await the birder in a range of locations.…
5 Ways to Stay Grounded While On The Road
It’s been nine months, three weeks, and five days since we’ve had a home. In April my husband and I moved out of our apartment, a high rise off of one of…
5 Spots Across the State to Drink Outside This Winter
Don’t let the cold get you down! With the growing popularity of igloos, tents, and fire pits, you can imbibe outside without freezing your buns off. Check out five of the craft…
On the Road to Love Playlist
There’s nothing quite like the perfect love song. For me, a love song has to give me the warm and fuzzies, remind me of old crushes, current loves, or even sweet memories…
Crafting a New Culture in Charles County
One of my favorite things about craft breweries is how they bring people of all walks of life together. So, when I heard about Patuxent Brewing Company creating a space for genuine…
Will Drive For Chocolate: Three Sweet Stops
When the winter blahs began to sink in after the holidays, I knew it was time to take to the road and offer my daughters some fun outside the four walls of…
The Brilliant Booze of Maryland (Part 1): Rooted in Rye
On a spring Tuesday in 1745, a group of tipplers met in Annapolis. Over punches and whiskies, Alexander Hamilton (not that one) put down the purpose of what would become known as…
Westward to a Winter Wonderland
Picture this: you’re with your family or a few friends. Your bags are packed with sweaters, boots, and gloves. You’re off to a cabin in the woods with wine and cheese in…
Go for a Cruise or Lace Up Your Shoes: Frederick Tours & Trails
I think it’s safe to say that we are all getting a little bit stir crazy these days. We are ready to get out of the house and experience something a little…
Art Among the Trees: Annmarie Sculpture Garden & Arts Center in Solomons
With so many museums and galleries shuttered for public health reasons, few places are as welcoming and safe right now as outdoor art galleries. The Annmarie Sculpture Garden & Arts Center in…
Weird (but fascinating) Maryland Town Names
Maryland is known for a lot of weird things like its obsession with Old Bay, the unique accent (aka – Baltimorese), and the need to put the state flag on literally everything.…
An Instrumental Playlist for a Peaceful Drive
Do you ever catch a glimpse of yourself in the rearview mirror and realize just how deep your frown lines have gotten? The car can (and should) be a place of respite,…
An Island Forged by Water and Tradition
I first heard of Smith Island when I read Tom Horton’s memoir “An Island Out of Time,” for an assignment during my first year of college. I learned about an island in…
Linked by Rail: All Aboard to Sykesville and Mt. Airy
In Sykesville and Mt. Airy, trains are everywhere. Today the two Maryland towns’ historic railroad cars sit dormant, serving mostly as useful backdrops for photo-snapping tourists. But from the early nineteenth century…
The Road to (Winter) Redemption
Love That? Do This: History Edition
History isn’t just my day job, but my passion in life and one of the main reasons I’ve put down roots in Baltimore rather than moving back to my hometown of Seattle.…
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- Last Updated On
- September 5, 2023
41 Best Weekend Getaways in Maryland — Quick Trips!
Are you looking for a quick escape from the hustle and bustle of everyday life?
Look no further than Maryland, where weekend getaways abound.
Whether you’re looking for a cozy spot or an adventure-packed getaway, the “Old Line State” has something to offer for everyone.
From charming coastal towns to scenic mountain retreats, this picturesque state has many destinations to explore.
With so many outstanding options, it can be challenging to narrow down your choices.
I can relate.
And that’s why I am helping you plan for a memorable trip by reviewing the best weekend getaways in Maryland.
I have been to Maryland with my family, and I can give you a better idea to help you make an informed decision.
I will also use the recommendations from locals and other travel enthusiasts I have conversed with.
Additionally, I have ranked each destination according to its rooms, cleanliness, location, and more.
So prepare for an epic getaway and check out our in-depth ratings of the top destinations in Maryland below.
Best Weekend Getaways In Maryland Compared
Escape the hustle and bustle of everyday life with a weekend getaway in Maryland.
From charming coastal towns to historical gems, Maryland offers a diverse range of options for a memorable weekend escape.
Here’s a detailed guide of it all:
Editor’s Choice
Inn at Perry Cabin
The Inn at Perry Cabin is situated across the Chesapeake Bay, along Maryland’s eastern shoreline, where the state of calm meets luxury.
- Room Variety: 4/5
- Comfort and Cleanliness: 5/5
- Location: 5/5
- Affordability: 3/5
- Family-Friendliness: 4/5
#2nd Best Choice
Gaylord National Resort
The Gaylord National Resort will reel you in with its beautiful waterfront views of the Potomac River and striking glass atrium.
- Comfort and Cleanliness: 4/5
- Family-Friendliness: 5/5
#3rd Best Choice
St. Michaels Harbour Inn
If you want to soak in luxury while you are at St. Michaels, you should check into the St. Michaels Harbour Inn, Marina, and Spa.
Here are the top 41 weekend getaways in Maryland.
1. Inn at Perry Cabin (Editor’s Choice)
308 Watkins Lane St. Michaels, MD 21663 (888) 805-8885 Visit Website Social Media Open in Google Maps
Ratings Criteria
- Beautiful location with stunning waterfront views
- Peaceful and relaxing environment
- Expensive rates
The inn is a great escape during weekends with calming waters, tranquil rooms, and inspired wellness programs to help you relax and revive yourself.
The rooms have a historical character to them with a mix of modern-day charm, with private terraces that overlook scenic views and soaking tubs to unwind in.
You can indulge in delightful seasonal dining options with your partner while lounging by the water at Purser’s Pub or find a quiet escape at The Courtyard for a more private dinner.
If you want to experience a truly delightful golfing session, you should check out Links at Perry Cabin for its greens and challenges.
2. Gaylord National Resort
201 Waterfront Street National Harbor, MD 20745 (301) 965-4000 Visit Website Social Media Open in Google Maps
- Plenty of on-site activities and amenities
- Offers a variety of package deals and promotions
- No elevator for upper floor rooms
Families and couples looking for an extraordinary weekend experience will enjoy the resort’s distinct restaurants, relaxing spa, and rooftop bar that provides incredible views and great entertainment.
The spa allows you to experience world-class treatments such as massages, wraps, facials, and scrubs.
You will also have the pick among contemporary suites and guest rooms that overlook scenic views of the river or atrium, where you can wind down after an entire day of fun.
If you do not want to step outside the resort, you can choose to dine onsite with plenty of dining options that serve fresh meals and snacks ranging from decadent beef to handcrafted cocktails—all with unrivalled views!
3. St. Michaels Harbour Inn
101 N Harbor Rd St. Michaels, MD 21663 (800) 955-9001 Visit Website Social Media Open in Google Maps
- Charming and cozy rooms
- Excellent dining options
- Limited on-site parking
At the inn, you will be able to experience a luxurious romantic weekend featuring relaxing spa treatments, a spa tub suite with a beautiful view of the water, and good food.
The accommodations come in a variety, each with unique amenities that will set the tone for your ideal weekend getaway.
The Commodore’s Quarters at the marina is perfect for the romantic couple looking to spend some quiet time away from the daily chaos, with its private entrance, covered deck, and a rain shower for two!
Related: Best Day Trips From Baltimore
4. Lake Pointe Inn
174 Lake Pointe Drive McHenry, MD 21541 (301) 640-5558 Visit Website Social Media Open in Google Maps
With its gorgeous location and relaxing atmosphere, Lake Pointe Inn is a fantastic alternative to Gaylord National Resort and St. Michaels Harbour Inn.
This lovely B&B sits on the 65-mile northernmost shoreline of Deep Creek Lake in the small town of McHenry, MD.
It is a beautiful getaway with ten well-appointed rooms that offer terrific views of the lake and flower garden.
You can lounge on your private balcony to unwind or hop into the Jacuzzi while you take in the scenic views.
While there is a massage room on-site, some of the rooms also offer steam showers and spa tubs to help you relax without having to set a foot outside your room.
There is plenty for you to do in the surrounding area, such as historic architecture, art galleries, antiquing, an Amish Craft tour, and much more.
5. Assateague Island
Assateague Island, MD (410) 641-1441 Visit Website Social Media Open in Google Maps
If you want a weekend getaway in nature’s lap, then Assateague Island’s 48,000 acres of wilderness is the perfect spot for it.
The landscape features breathtaking bays, sandy beaches, maritime forests, and salt marshes, giving you endless access to fun activities with your family.
You can visit the oceanfront park to catch glimpses of free-roaming wild horses and a chance to swim, fish, surf, or kayak in the Atlantic Ocean.
If you are looking for a kid-friendly hiking trail, get on the half-mile Life of the Forest Trail, which offers gorgeous views and a chance to see woodland birds and reptiles.
The best way to see what the unspoiled island has to offer is on a bike if you are up for physical exercise.
Recommended Hotel: Courtyard by Marriott Ocean City Oceanfront
Related: Family Resorts in Maryland
6. Tilghman Island
Tilghman Island, MD Visit Website Social Media Open in Google Maps
The three-mile-long island that nestles between the Choptank River and the Chesapeake Bay boasts a laid-back lifestyle, great seafood, and beautiful sunsets.
This waterfront getaway is perfect for those looking to escape the daily grind and recharge over the weekend.
You can tour the museum at Lee House and dive into the island’s rich history and culture.
You will find guided sport fishing trips along with jet skis, sailboats, kayaks, and boats for rent down at the marina if you want some quality time on the water.
If you are traveling with kids, you can check out the island’s environment center for a hands-on animal experience and a lesson on ecology.
Recommended Hotel: St. Michaels Inn
7. Wylder Hotel, Tilghman Island
21551 Chesapeake House Drive Tilghman, MD 21671 (410) 886-2121 Visit Website Social Media Open in Google Maps
If you are heading to Tilghman Island for the weekend, you should check out the Wylder Hotel, which sits on a stretch of 9 acres of lush land.
The bayside retreat was previously a boarding house that saw guests on the island pour in since 1898.
You will find a bocce court, a saltwater pool, and plenty of recreational activities to pass the time.
The guest rooms offer a coastal cottage vibe and are available at varying sizes and prices.
You can dine in elegance with scenic waterfront views at the hotel’s restaurant, which whips up delicious family-style meals using the freshest of ingredients.
Wylder Hotel is a nice place for romantic couples looking for a quiet weekend against a natural backdrop.
8. Deep Creek Lake
Deep Creek Lake, MD Visit Website Social M e dia Open in Google Maps
Curled up between the western Maryland mountains, Deep Creek Lake is an ideal weekend getaway for those looking to escape the city grind.
It is a popular destination for summer fun, a beautiful spot to witness the fall colors, and a great getaway for winter sports—it is an all-year destination!
There are plenty of recreational activities to pick from, depending on what time of the year you visit.
You can rent out a speedboat or a jet ski and enjoy the thrill of the speed around the 3,900-acre lake or simply get a boat to go fishing in the beautiful water.
You can also satisfy your hiking fever by tracing the trails along the Eastern Continental Divide.
For the more adventurous souls, there are rock climbing and whitewater rafting courses available to everyone, regardless of experience.
Recommended Hotel: The Lodges at Sunset Village
9. Wisp Resort, Deep Creek Lake
296 Marsh Hill Road McHenry, MD 21541 (800) 462-9477 Visit Website Social Media Open in Google Maps
The Wisp Resort is great for a weekend getaway stay if you are at Deep Creek Lake.
You will find plenty of outdoor activities to tame your adventurous spirit any time of the year.
It holds the title of the only ski resort in Maryland and sports a 137-acre skiing terrain.
You and your family can enjoy escape games, watersports, ice skating, and mountain activities such as biking, hikes, chairlift rides, snowboarding, etc.
The resort also offers a learning program for kids to build their skiing and snowboarding skills.
The guest rooms and suites are well-fitted with amenities for a comfortable stay in the mountains.
You will also find plenty of dining and shopping opportunities at the resort, including a fine romantic dining option.
Recommended Hotel: Inn at Deep Creek
Related: Family Beaches in Maryland
10. Frederick
Frederick, MD (301) 600-1380 Visit Website Social Media Open in Google Maps
If you love an outdoor weekend getaway, you should explore Frederick County in Maryland.
Rolling hills and lush farmland dot the countryside steeped in history and an abundance of visual and performing arts.
You will love the outdoor experience at the beautiful parks where you can camp, hike, bike, fish, or even golf.
The county is home to historic structures and museums that honor American history and give you a deep insight into various chapters of the Frederick community.
Your children will enjoy a trip to the Rose Hill Manor Children’s Museum for a hands-on learning experience about the nation’s early way of life.
Do not miss a stroll or a carriage ride through the historic downtown brimming with vintage stores, restaurants, art galleries, and beautiful views.
Recommended Hotel: Country Inn & Suites by Radisson, Frederick, MD
11. Catoctin Mountain National Park
Park Central Rd Thurmont, MD 21788 (301) 663-9388 Visit Website Social Media Open in Google Maps
For those who want to spend the majority of their weekend outdoors while in Fredrick, the Catoctin Mountain National Park is not to be missed.
The national park has something for everyone, irrespective of their age, making it an ideal getaway for families.
If you are in the mood to hike, you can pick a difficulty level and explore 25 miles of trails that offer scenic views of the valley and mountains.
The park also has great camping opportunities in historic cabins surrounded by verdant forest, beautiful mountain views, and clear streams.
Entrance is free to the park, and you can bring along your pet provided you restrain them on a 6-foot leash.
Recommended Hotel: Cobblestone Hotel & Suites – Waynesboro
12. Chesapeake City
Chesapeake City, MD (410) 885-5298 Visit Website Social Media Open in Google Maps
The beautiful town of Chesapeake City nestles close to a busy waterway and offers you and your family plenty of weekend fun.
You will discover historic buildings housing shops, inns, and restaurants that add to the small-town charm.
The canal museum is a good visit for all ages with its interactive displays and detailed history of the waterway that connects Delaware and Chesapeake bays.
You can enjoy the scenic countryside and catch glimpses of wildlife by biking down the recreational trail or kayaking in the Back Creek.
If you wish to explore the canal, you get on sightseeing tours and enjoy music, sunsets, and wine along the way.
The town offers fine dining, craft beers, beautiful wineries, and great recreational activities to every vacationer that passes through.
Recommended Hotel: Sutton Inn
13. Inn at Herrington Harbour
7161 Lake Shore Drive North Beach, MD 20714 (410) 741-5107 Visit Website Social Media Open in Google Maps
If you want to steal away to the Chesapeake Bay for a relaxing waterfront weekend getaway, you should lodge at the Inn at Herrington Harbour.
They provide an unforgettable experience with stunning views and adventurous trails.
The resort offers a private beach to kick back and relax while your children have the time of their lives with various complimentary games and toys.
Romantic couples can take advantage of the lush gardens on the grounds and enjoy a beautiful picnic with the freshest ingredients.
You can energize yourself and enjoy a relaxed evening in the outdoor hot tub by booking a room with a private patio.
Immerse yourself in live music, enjoy a relaxing swim, and take full advantage of the poolside dining and drink service for a truly great weekend experience.
Recommended Hotel: Anchored Inn at Hidden Harbor
Related: Things to Do in Maryland with Kids
14. Great Oak Manor
10568 Cliff Rd Chestertown, MD 21620 (410) 778-5943 Visit Website Social Media Open in Google Maps
If you are vacationing in Chestertown, MD, the Great Oak Manor is a beautiful 18th-century lodging option situated along the Chesapeake Bay.
You will be treated to delightful sunsets across the bay and get an opportunity to experience a wonderful blend of sophistication and relaxation.
The historic B&B has common rooms that will put you in a cheery disposition as you socialize, enjoy wonderful snacks, and relax with a book.
You will also find paddleboards and bicycles ready to rent if you want to experience the adventure along the eastern shore.
The 12 suites within the manor are elegantly decorated with the finest amenities.
Every morning of your stay, you will be greeted with a full breakfast featuring freshly baked goodies, delicious seasonal fruit, and enthralling views of the bay.
15. St. Mary’s City
St. Mary’s City, MD (240) 895-4990 Visit Website Social Media Open in Google Maps
The ex-colonial town offers an unforgettable weekend getaway that is certain to take visitors back to a bygone era.
You can relive history through live exhibits and historic settlements that showcase stories of Maryland’s first capital.
The history recreation gives close-up glimpses of farming in the 1600s, interactive games, and Civil War reenactments.
For a glimpse into the shopping habits of colonists 400 years ago, tour the town center and check out an authentic mercantile.
A stroll down the waterfront will allow you to catch sight of historic ships.
You will also be able to learn about Yaokomo’s natives by visiting the Woodland Indian Hamlet.
Recommended Hotel: Comfort Inn & Suites Lexington Park
16. Whitehaven Hotel
2685 Whitehaven Road Whitehaven, MD 21856 (877) 233-8203 Visit Website Social Media Open in Google Maps
Enjoy the 19th-century grandeur at the Whitehaven Hotel that lies along the shores of the Wicomico River.
The hotel creates an intimate ambience with its Victorian-style guest rooms, fireplaces, and private baths, making it a lovely romantic getaway with your partner.
You can spoil your partner with chocolates, flowers, and wines using the hotel’s various romantic offers.
The historic bed-and-breakfast also has a gift shop where you can purchase local treasures as mementos of a memorable weekend.
17. Kent Island
Kent Island, MD Open in Google Maps
Kent Island is a charming place to create memories and relax for families and couples looking for a romantic weekend getaway.
The largest island in the Chesapeake Bay nestles away from the city hustle and offers scenic views, historical landmarks, and unique boutiques.
Lighthouse enthusiasts will enjoy getting a tour of nearly a dozen lighthouses around the island with narrated historical accounts that will take you to a bygone era.
A tour of the picturesque island is best enjoyed by hopping onto the hiking or biking trails and traversing through marshes and woodlands.
You can also head over to the Terrapin Beach Nature Park for family fun.
If you want a truly uplifting experience, you should fly over Kent Island in a hot air balloon and enjoy a completely different perspective.
Recommended Hotel: The Inn at Chesapeake Bay Beach Club
Related: Family Hotels in Maryland
18. Gramercy Mansion
1400 Greenspring Valley Road Stevenson, MD 21153 (410) 486-2405 Visit Website Social Media Open in Google Maps
The historical Gramercy Mansion should make the cut on your list of romantic getaways in Maryland.
Surrounded by 45 acres of beautiful gardens and wildlife, the mansion is the perfect spot for honeymoon couples, weddings, and anniversaries in Stevenson.
You will discover 11 suites and rooms elegantly decorated and filled with basic amenities such as Wi-Fi, a refrigerator, and cable TV.
You can choose among heated floors, fireplaces, jetted tubs, and other modern-day perks.
You can enjoy a freshly prepared American breakfast every morning in your room, on the shaded terrace, or in the mansion’s dining room.
If antiques and art intrigue you, you should check out the Carriage House on the grounds for a display of timeless items.
There is an outdoor pool on the grounds of the Tudor-style mansion if you are in the mood for some laps.
19. Ellicott City
Ellicott City, MD (443) 240-2060 Visit Website Social Media Open in Google Maps
Ellicott City, home to the nation’s oldest train station, preserves a striking historic charm within its community.
It is a perfect weekend getaway for couples in a romancing mood and families looking for recreational fun.
The region offers a multitude of outdoor activities all year-long such as hiking, biking, horseback riding, and fishing.
If you head down to the historic district of Ellicott City, you will find beautiful collectibles and vintage items for sale by various small retailers.
There is an abundance of museums in the county dedicated to preserving historical artifacts and educating visitors on the region’s incredible history.
The town is packed with hidden attractions, delicious restaurants, and an interesting insight into the past.
You can also sate your sweet cravings with gourmet chocolates or artisanal ice cream meant to delight your palate at the end of a memorable day.
Recommended Hotel: Holiday Inn Express Baltimore West – Catonsville, an IHG Hotel
20. The Reynolds Tavern
7 Church Cir Annapolis, MD 21401 (410) 295-9555 Visit Website Social Media Open in Google Maps
A historic B&B in Annapolis, the Reynolds Tavern is among the oldest tavern landmarks in the country.
The rooms and hall echo the original design with original floors and staircases, lending the place a historic feel.
Open all days of the week, accommodations at the tavern are three styles of suites, infused with history featuring oriental rugs and beautiful antiques and decorated for comfort with cozy bedding.
The tavern brings back a sense of nostalgia by serving classic English afternoon tea or High Tea every day.
You can enjoy in-door dining with a reservation or visit the Pub for a quick bite.
The Reynolds Tavern is also conveniently within spitting distance of Maryland’s capital, so you can easily spend vacation days in either city.
Related: Restaurants in National Harbor, MD
21. Salisbury
Salisbury, MD (410) 548-3100 Visit Website Social Media Open in Google Maps
If you want to bask in the small-town vibe, Salisbury on the southeast side of Maryland is the place to be.
The town is filled with delightful cultural attractions and rich history, easily giving families plenty to do on their weekend trip.
You can take the kids for a fun day at the zoo without having to spend a dime on the admission fee and later take a detour to one of the biggest playgrounds in the area.
History buffs and hiking enthusiasts will find common ground at the Pemberton Historical Park, where a historic house rests surrounded by nature trails on 262 acres of land.
You can also enjoy canoe excursions that offer a mix of history and environmental education on the way.
Spread across 11 acres, the Schumaker Pond Park offers great respite to couples looking for a quiet moment in nature and families that want to spend quality time together.
Recommended Hotel: Hampton Inn & Suites Fruitland
Related: Waterpark Hotels in Maryland
22. Sandaway
103 West Strand Road Oxford, MD 21654 (888) 726-3292 Visit Website Social Media Open in Google Maps
If you want to destress and reconnect with nature in a beautiful quiet environment, the charm of the Sandaway bed and breakfast in Oxford, Maryland, is undefeated.
The quiet little B&B is at a convenient distance from sandy beaches and spectacular views, perfect for vacationing couples.
You will find 18 individual decorated accommodations, some of which offer private yet spacious screened porches that overlook the hotel’s private beach.
You can lounge under the sun, soaking up the warmth of the sandy beach or get on the water for a wonderful kayaking experience.
Rejuvenate your soul and body by taking advantage of a relaxing in-room massage before you step out.
Breakfast is within walkable distance, available at three convenient spots around the hotel that serve locally sourced delights.
23. Hagerstown
Hagerstown, MD (301) 739-8577 Visit Website Social Media Open in Google Maps
The charming town of Hagerstown, situated in Washington County, is home to several notable Civil War battlefields like the Antietam Battlefield that can be toured on a horse-driven carriage.
Though immersed in rich history, the town also offers modern-day activities and entertainment for the entire family.
You can sate your shopping urges by visiting the quaint downtown district and then dine out at any of the creative and family-friendly restaurants in the area.
Art enthusiasts will love the Mansion House Art Gallery for its Georgian-style architecture, scenic lake views, and local artwork on display.
You can enjoy family recreational activities down at the Fairgrounds Parks, where you can check out the many sports fields, playgrounds, and even a dog park if your furry friend is with you.
Soak up the history of the place with a visit to the various historic sites that dot the town, check out concerts and other shows, and hike in the great outdoors during the weekend stay.
Recommended Hotel: Ramada Plaza by Wyndham Hagerstown
24. Yogi Bear’s Jellystone Park, Hagerstown
9550 Jellystone Park Way Williamsport, MD 21795 (301) 223-7117 Visit Website Social Media Open in Google Maps
The best Maryland vacations include unforgettable experiences set against breathtaking backdrops.
Yogi Bear’s Jellystone Park is one such weekend getaway destination you can enjoy with your entire family just along the western foothills.
You and your tribe can set up camp on the campgrounds or cabins or take the opportunity to spend a night in a tree house.
There are plenty of things to do in the surrounding region, such as enjoy watersports, explore hiking and biking trails, fish in the creeks, and much more.
Your tiny ones will have a blast in the water zone swimming, sliding, and splashing; they will also enjoy putting their ninja skills to the test and playing laser tag.
Recommended Hotel: SpringHill Suites Hagerstown
25. Ocean City
Ocean City, MD (800) 626-2326 Visit Website Social Media Open in Google Maps
The aptly named Ocean City on the East Coast is among the popular weekend getaways in MD under the sun in the Atlantic Ocean.
While the biggest draw of the city is its beautiful beach and adventurous watersport activities, the entire family will find something that meets their taste.
Couples looking for an intimate weekend experience can hop on a sunset cruise for a beautiful evening out on the water.
If you want a thrilling adventure, do not miss out on the opportunity to parasail over the city for beautiful views of the coastline.
The beach town’s family-friendly amusement parks are great fun for the kids, with plenty of fun rides and delicious snacks.
If you want a unique experience, tour Ripley’s Believe It or Not museum, where you will find over 500 spectacular exhibits that you will definitely talk about when you go back home.
You can also enjoy a nice stroll along the city’s famous three-mile-long boardwalk, which offers salt-water treats, unique shops, and delicious seafood.
Recommended Hotel: Microtel Inn & Suites by Wyndham Ocean City
26. Bel Air
Bel Air, MD (410) 638-4550 Visit Website Social Media Open in Google Maps
If you want to create a romantic ambience during the weekend, you will love Bel Air for its indulgent wines, elegant dining, and live music shows.
The town’s atmosphere is welcoming, and it is a great place to retire, considering it is touted as the best place to live in the state of Maryland.
You can book a special experience for you and your partner by getting 2,000 feet in the air in a hot-air balloon for stunning views of the landscape below.
A trip to the Hays House Museum will give you a glimpse of the everyday lives of 18th-century rural gentry, complete with demonstrations of colonial crafts and hearth-style cooking.
Pairings Bistro is the place to be for delicious Belgian cuisine paired with live music and the finest wine selection.
Recommended Hotel: Hampton Inn & Suites Aberdeen/APG South
27. St. Michaels
St. Michaels, MD Visit Website Social Media Open in Google Maps
St. Michaels offers you a delightful retreat from the everyday grind with numerous recreational activities, fresh seafood dining, and live entertainment.
You can hop on guided cruises and set out to explore the town’s meandering waterways while taking in scenic sites and enjoying a little history lesson.
If the waterfront activities lure you in, you can try fishing, sailing, kayaking, or go biking and tour the town with friends or family.
The town is also famous for its landscaping and gardens, and you will be able to get up close with the best-tended gardens in the region.
If you stroll through Talbot Street, you will find some unique shops that will wow you.
28. Baltimore
Baltimore, MD (410) 659-7300 Visit Website Social Media Open in Google Maps
The city of Baltimore offers incredible waterfront views and seafood adventures with plenty of historical and creative experiences.
It is the ideal weekend getaway for families filled with fun water activities and a multitude of shopping and dining opportunities.
If you want to experience pirate life, get your pirate hat on and visit the Fells Point neighborhood for an adventurous trip aboard a real pirate ship.
Art lovers can feast their eyes on Henri Matisse’s work at the Baltimore Museum of Art—it displays the largest collection of his work in the entire world.
The National Aquarium is a fun place to visit with your tiny tots; they have incredible exhibits such as a multi-storied coral reef, Shark Alley, and a variety of ocean life, including bottlenose dolphins.
Recommended Hotel: Four Seasons Baltimore
29. Annapolis
Annapolis, MD (410) 263-7997 Visit Website Social Media Open in Google Maps
The state’s capital city is a great weekend getaway brimming with cultural and historical attractions.
The city served temporarily as the country’s capital in the 1780s and is now home to the United States Naval Academy.
If you stroll down the historic district, you will get a chance to check out historically significant landmarks and museums.
History buffs will enjoy the abundance of historical spots dotting the city, such as the Maryland State House, colonial-era buildings, Annapolis Maritime Museum, and a cryptology museum for those fascinated with code-breaking and making.
Folks looking to spend time on the water can head to Annapolis Harbor to enjoy sunset cruises, fishing excursions, and sailing.
Quiet Waters Park offers serenity in the lap of nature with extensive trails for hiking, biking, and jogging.
If you are taking your furry friend with you on the weekend trip, the park also offers a dog beach along with a kid-friendly playground.
Recommended Hotel: Graduate Annapolis
30. Hampstead
Hampstead, MD (410) 239-7408 Visit Website Social Media Open in Google Maps
The quaint city of Hampstead makes for a beautiful romantic weekend getaway trip in Maryland.
Couples with a love for the outdoors can enjoy tranquillity in the well-maintained Leister Park which offers walking trails, golfing opportunities, and picnic pavilions for a romantic picnic.
The Cascade Lake is a great way to cool off and enjoy water games or take in the sights in a paddle boat.
If the mood for a hike strikes you, you can get over to the Prettyboy Reservoir Park for a scenic hiking experience with your partner and a chance to fish.
You can also plan a special date night where you will get the chance to experience horseback riding with your partner.
If you are traveling with kids, the Lions Club Park is a wonderful spot to let them loose for fun and games while you enjoy a quiet walk in the woods.
Recommended Hotel: Best Western Westminster Hotel
31. Brampton Bed and Breakfast Inn
25227 Chestertown Road Chestertown, MD 21620 (410) 778-1860 Visit Website Social Media Open in Google Maps
If you are in Chestertown on a romantic weekend trip, the rustic Brampton Bed and Breakfast Inn offers a cozy historical experience in addition to luxurious amenities.
It sits on the landscaped gardens of the eastern shore and provides unmatched hospitality and seclusion across 35 acres.
You will love their elegant rooms with a warm fireplace, an outdoor picnic area, and infinity and soaking tubs.
Arrange for a romantic evening at the Crow Vineyard and Winery for a chance to sip premium wine, tour the breathtaking vineyard, and take home a souvenir.
32. Havre de Grace
Havre de Grace, MD (410) 939-2100 Visit Website Social Media Open in Google Maps
Home to the Concord Point Lighthouse, one of the state’s oldest lighthouses, the small town of Havre de Grace is popular for its scenic location.
Steeped in history, the charming town is located at the junction of the Susquehanna River and the Chesapeake Bay.
A lovely walk through the historic downtown will lead to the discovery of eclectic dining options, thriving theaters, and antique shops.
There are outdoor recreational opportunities at the Susquehanna State Park, where you can enjoy equestrian riding, fishing, hiking, and boating, or you can tour the museum on the park grounds that offers interactive exhibits.
Besides exploring the multitude of museums, you can also acquire sailing skills provided by certified instructors, get on cocktail cruises, and enjoy a breath of fresh air away from the everyday hustle.
Recommended Hotel: Holiday Inn Express Aberdeen-Chesapeake House, an IHG Hotel
33. The Spencer-Silver Mansion, Havre de Grace
200 South Union Ave Havre de Grace, MD 21078 (410) 939-1485 Visit Website Social Media Open in Google Maps
If you want to surround yourself with Victorian elegance without having to give your modern conveniences, you should lodge at the Spencer-Silver Mansion when you are in Havre de Grace.
The historic mansion, erected in 1896, is the only stone mansion in town.
The guest rooms are equipped with wireless internet, air-condition, and other basic amenities for your comfort.
You will feel right at home in the warm parlor rooms of the main house, where you can spend quiet evenings reading a book or engaging with the other guests.
You can stroll in the traditional Victorian gardens, enjoy old-style lawn games, or simply rest in the hammock under the evening breeze.
34. Bethesda
Bethesda, MD Visit Website Social Media Open in Google Maps
The previously tiny village of Bethesda has developed into a city with plenty of tourist attractions and a lively arts scene, making it a great spot for weekend trips in Maryland.
Art patrons will love exploring art galleries around the city, starting with Strathmore, which has a visual arts feature, music halls, and a sculpture garden.
Evening entertainment can be pursued at the Imagination Stage for a performing arts show or at the Bethesda Blues and Jazz Supper Club for a lively evening of music.
You and your tiny tots will enjoy recreation in nature’s lap at the Cabin John Regional Park, which offers playground and picnic areas equipped with snack bars.
Experience salt air therapy sessions down at the Bethesda Salt Cave, where you can lounge around in chairs in a cave and breathe in salt air for potential health benefits such as relief from allergies and improved sleep.
Recommended Hotel: The Bethesdan Hotel, Tapestry Collection by Hilton
35. Savage River Lodge
1600 Mount Aetna Rd Frostburg, MD 21532 (301) 689-3200 Visit Website Social Media Open in Google Maps
Surround yourself with over 700 acres of forest land for unparalleled privacy, relaxation, and a bunch of fun with a weekend getaway at the Savage River Lodge.
The lodge is great for romantic getaways, family-fun vacations, and reunions year-long.
Spread across 40 acres, you will find 18 rustic cabins, of which a few are geared to accommodate your pet, all surrounded by nature and incorporated with lavish amenities on the inside.
You can also spend the weekend in the eight unique yurts on the grounds that have a domed skylight, a breakfast nook, and a beverage center.
There is a fine-dining destination at the lodge where creativity meets passions to bring freshly prepared food to your tables in a relaxing environment.
You can wake up in the wee hours of the morning before the sun makes an appearance and catch the beautiful sunrise from the east porch while sitting in a rocking chair.
36. Cumberland
Cumberland, MD (301) 722-2000 Visit Website Social Media Open in Google Maps
The quaint city of Cumberland in MD has a thriving arts culture, great outdoor recreational activities, and well-preserved historic sites.
Biking along the Great Allegheny Passage provides an excellent weekend exercise packed with breathtaking views as you traverse through the region.
You and your family can camp at the 3,000-acre Rocky Gap State Park, which enthrals visitors with its spectacular landscapes and enjoy a variety of activities such as rock climbing, hiking, biking, fishing, swimming, and boating in the lake.
The historic downtown is a treat for the history buffs and the ordinary visitor with its numerous museums, beautiful historic architecture, art galleries, shopping centers, and dining options.
Recommended Hotel: Fairfield Inn & Suites by Marriott Cumberland
37. Rocky Gap Casino and Resort
16701 Lakeview Rd NE Flintstone, MD 21530 (301) 784-8400 Visit Website Social Media Open in Google Maps
Imagine yourself surrounded by stunning panoramic views of verdant mountains and a breathtaking lake while you get pampered or enjoy an outdoor adventure.
The relaxing image will come to life at the Rocky Gap Casino and Resort situated in the Rocky Gap State Park along the shores of a lake.
The quiet and calm region is an ideal weekend getaway spot for families and couples who can enjoy various recreational activities in the open or take advantage of the resort’s spa, casino, and indoor pool.
You can enjoy a multitude of dining options with lakeside views, delicious seafood, and live entertainment without having to go off the property.
38. The Columbia Inn at Peralynna
10605 State Route 108 Columbia, MD 21044 (410) 715-4600 Visit Website Social Media Open in Google Maps
Nestled among the rolling hills of Howard County in Maryland, the boutique hotel of Columbia Inn at Peralynna made it to a Forbes list of 25 places to live well, which means it should make your list of Maryland vacation ideas.
The inn combines elegant style with luxury and comfort to provide a memorable stay to romancing couples and families alike.
You can enjoy a romantic evening with a special order of candles, a dozen roses, petals, and a relaxing natural bubble bath.
The suites are uniquely decorated, some with timeless replicas and antiques that will transport you to a bygone era.
The atrium is the spot to relax and indulge in some wine and cheese while taking in the beautiful views.
You can also mingle among the other guests with a fun game of pool or visit the Great Room to check out books, movies, and games.
39. Haley Farm Spa and Retreat Center
16766 Garrett Highway Oakland, MD 21550 (301) 387-2471 Visit Website Social Media Open in Google Maps
You can get the country lifestyle experience at the Haley Farm Spa and Retreat Center which rests on 65 acres of scenic farmland at the foot of mountains and within minutes of Deep Creek Lake.
This appealing location has a lot to offer its guests, such as year-long sports adventures, relaxing pampering sessions, yoga in the lap of nature, the good exercise of hiking through the beautiful trails, and much more.
The rooms are designed for comfort and privacy with amenities like whirlpool tubs and kitchens.
You can choose from the various wellness packages at the retreat, including a therapeutic deep tissue massage to knead away chronic tension.
40. Woodlawn Farm, Ridge
16040 Woodland Dr Ridge, MD 20680 (301) 247-8800 Visit Website Social Media Open in Google Maps
The first estate in Maryland, Woodlawn Farm, rests along the shores of Calvert Creek and has a winery on its grounds.
A long driveway will take you straight to the historic Trinity Manor, where you can check into the Calvert or Boxwood suites.
Other accommodations include four suites in the privacy of the Creekside Cottages, where you will have private deck access or a suite at the Magnolia Cottage.
The quaint rooms are cozy, offering a romantic ambience with a mix of traditional and modern comforts, and almost all have pristine waterfront views.
You can sit on the deck, sip wine, and soak up the sun, or you can grab a paddle and go kayaking.
Recommended Hotel: Island Inn & Suites, Ascend Hotel Collection
41. Solomons Island
Solomons Island, MD Open in Google Maps
If you are looking for quick trips from Washington D.C. or Baltimore, you should consider Solomons Island in Calvert County.
This charming community rests on the shores of the Patuxent River and is well-known for its Drum Point Lighthouse.
For a light more insight into the history of the lighthouse, head over to the Calvert Marine Museum to tour the restored structure.
Besides a museum, the seaside town also has a multitude of seafood dining options and boating services for you to enjoy.
You can spend a quiet evening touring the Annmarie Sculpture Garden and Arts Center to view a variety of exhibits set around 30 acres of picturesque garden.
Maryland has plenty to offer in terms of scenic views, historic sites, recreational fun, modern-day entertainment, and opportunities to rejuvenate in tranquil atmospheres with friends and family.
With the best weekend getaways in Maryland, you can easily pack a bag and escape the everyday grind for a real slice of relaxation in the seat of nature.
Recommended Hotel: Hilton Garden Inn Solomons
Getaway Guide
Comparing destinations: which one is right for you.
When choosing and comparing the destinations in Maryland, consider their unique offers and drawbacks.
Also, consider your desired experience, budget, and preferences.
Nestled in a picturesque location with stunning waterfront scenery, the Inn at Perry Cabin is a peaceful and relaxing retreat.
However, with such a beautiful location comes expensive rates, which may be a downside for budget-conscious travelers.
The Gaylord National Resort offers a wide range of on-site activities and amenities.
And with various package deals and promotions, finding a room that fits your budget is easy.
But the resort lacks elevators for upper-floor rooms, which can be challenging for those with mobility issues.
The St. Michaels Harbour Inn boasts charming, cozy rooms and excellent dining options.
But the limited on-site parking can be a drawback, especially during peak seasons.
If you’re searching for a relaxing alternative to Gaylord National Resort, check out Lake Pointe Inn.
Its only drawback is that the inn has limited availability of amenities, such as spa services.
How I Picked The Destinations
I am a travel enthusiast and have been to Maryland several times with my family.
During our visit, I researched the must-visit destinations in the state and did thorough reviews.
I also talked to long-time residents and other travelers, which helped me make my reviews more accurate.
I couldn’t explore everything Maryland offers, so I asked other visitors about their recommendations and experiences.
I also carefully read review sites and other blogs about each destination.
Our Property Rating Method
I rate these properties based on the following criteria:
- Room Variety: I use this to rate the room options offered by every property. What room types are available? Can it accommodate different budgets, group sizes, and preferences? I ask myself these questions when evaluating the property’s room variety.
- Comfort and Cleanliness: This measures the overall cleanliness and comfort of the accommodations. Does it have comfortable beds? Are the rooms spotless and dust-free? These are important factors I consider when rating comfort and cleanliness.
- Location: This is used to evaluate how convenient and accessible the property is. How close is it to the attractions? Are there good public transportation options near the location? Is it easily accessible for families? These questions are important when I rate the location of every accommodation.
- Affordability: I use this to evaluate the property’s affordability. Are the room rates reasonable? Does the property have any additional fees? Does the property offer discounts or packages? I ask myself this in order to rate affordability.
- Family-Friendliness: This evaluates the family-friendliness of each property. Does it offer babysitting services and children’s activities? Does it have connecting rooms for families? I use these questions to rate the family-friendliness of the property.
Frequently Asked Questions
What is the best time of year to plan a weekend getaway in maryland.
The best time of the year to plan a weekend getaway in Maryland from June to August.
What Are Some Popular Weekend Getaway Destinations In Maryland?
Some popular weekend getaway destinations in Maryland are the Inn at Perry Cabin, Ocean City, and Assateague Island.
Overall, Maryland is a fantastic place for weekend getaways, offering diverse experiences and destinations to explore.
My family and I had a blast at the Gaylord National Resort.
The various on-site activities and amenities kept us relaxed, entertained, and busy throughout our stay.
The warm and welcoming staff at St. Michaels Harbour Inn made us feel right at home as soon as we arrived.
We also loved the breathtaking lake views at Lake Pointe Inn and enjoyed exploring the beautifully landscaped gardens and grounds.
But among the best weekend getaways in Maryland, the Inn at Perry Cabin gave us the most excellent experience.
The stunning waterfront views were breathtaking and provided the perfect backdrop for our morning coffee on the balcony.
We also loved their rejuvenating spa treatment, which left us feeling refreshed.
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3. Maryland's Scary Eastern Shore Road Trip. Google Maps. Tobaccoland.us. Similar to the above trip, this creepy Maryland road trip will take you to eerie eastern shore spots. Most places are outdoors, offering haunted hikes. This road trip is wildly popular during the autumn months, or for a fun Halloween spell. 4.
5. White Sulphur Springs, WV. Source: Photo by Flickr user John Manard used under CC BY-SA 2.0. West Virginia is one of the best getaways in the US, and when you decide to take the drive from Maryland, consider stopping by White Sulphur Springs. The drive is over 4 hours with a distance of 282 miles (454 kilometers).
Top 10 scenic drives from Maryland. One of America's most fabled Mid-Atlantic states, Maryland is bordered by Delaware and the Atlantic Ocean to its east, Pennsylvania to the north, and the District of Columbia, Virginia and West Virginia to the south and west. There's history here by the bucketload. For starters, it's named after Queen Mary of England, Scotland and Ireland (wife of King ...
Maryland's varied terrain has something for everyone. Keep your eyes open—and your cameraphone at the ready—along the historic highways and scenic byways for the quirky and unique sites of the state. 11 "The Awakening" Sculpture, National Harbor. 12 National Museum of Civil War Medicine, Frederick. 13 Noah's Ark, Frostburg.
A road trip to Old Ellicott City will be one of the best Maryland road trips for history buffs! Filled with museums, historic institutes, and cafes, it's a great road trip for anyone who loves to understand Maryland's history. The restaurants along this road trip route makes the trip all the more worth it. Duration: 1 day road trip
Emmitsburg Round-Trip. A barn with silo on a farm near Emmitsburg, Maryland. This scenic 111-mile journey begins and ends in the charming town of Emmitsburg, tucked in the Catoctin Mountains of north-central Maryland and home to the National Shrine of Saint Elizabeth Ann Seton. The route goes out to Mount Airy via US 15, MD 77, MD 75, and MD 26 ...
Plan your perfect road trip along Maryland's 18 Scenic Byways. See maps, get directions, find places to see, and browse photos and videos of each byway. ... Forget the "fastest time to destination" and opt for a relaxing road trip to explore charming towns, the splendor of nature and hidden gems. Along the way, you'll find stunning ...
Annapolis: Capital City on the Chesapeake Bay. It's less than an hour's drive from Baltimore to Annapolis, a quick trip south on Interstate 97 to the Chesapeake Bay. Take a tranquil pause in Maryland's waterfront capital city, starting with a peaceful stroll at Historic London Town & Gardens. Designated a Site of Memory by the UNESCO ...
Road Side Maryland. Keep your eyes open—and your camera phone at the ready—along historic highways and scenic byways for the quirky and unique sites of the state. 1. 11 National Museum of Civil War Medicine. 12 Noah's Ark.
Day 4: Cambridge to Ocean City (62 miles) . Take Highway 50 to Ocean City, Maryland's famed beach town, for some R&R on the Atlantic. Strolling its accessible boardwalk, which stretches for nearly 3 miles along the waterfront, is a must-do (although very crowded in the summer).
A Coffee Lovers Road Trip in Maryland. Read More. Eastern Shore. Make a Splash on the Eastern Shore. Read More. Road Trip. Sip and Savor Maryland Spirits. Read More. Road Trip. A Dino-Themed Drive For All Ages. Read More. Road Trip. The Ultimate Fall Foliage Road Trip. Read More. All Road Trips. GET MARYLAND ROAD TRIPS SENT TO YOUR INBOX. SIGN ...
From here, head to Chestertown via US 301, about 50 minutes; Rock Hall is about 20 minutes beyond Chestertown via Md. 20. Now backtrack, heading south to Easton via US 50, about 50 minutes. On the ...
byEllicott City Partnership. Road Trip. Allegany County Ice Cream Trail. byAllegany County, the Mountain Side of Maryland. Road Trip. Upper Chesapeake Bay Lighthouse to Lighthouse Loop. byVisit Harford. Eastern Shore. Off the Beaten Path: Exploring Waterfront Villages on the Eastern Shore.
Muddy Creek Falls is a crashing 53-foot waterfall - an awe-inspiring experience among the hemlock trees of the old growth forest. Safe travels home with tons of Maryland memories! So hit the open road and explore Western Maryland on your next road trip. You're sure to find good eats, outdoor adventures and plenty of photo-worthy pit stops!
Antietam National Battlefield. Drive time: 1 hour and 20 minutes from Baltimore (73 miles) Antietam National Battlefield, the site of one of the Civil War's most dramatic battles, is a day trip is filled with history, education, and excitement. Start at the Visitor Center and branch out to the National Cemetery, Dunker Church and the Pry ...
Publisher Letter: This Month Marks Maryland Road Trips' One Year Anniversary. Dear Readers, This month marks our one-year anniversary. Through captivating experiences and specially curated road trip itineraries written by 41 different contributors, our website is the heart of Maryland Road Trips.
26. Bel Air. If you want to create a romantic ambience during the weekend, you will love Bel Air for its indulgent wines, elegant dining, and live music shows. The town's atmosphere is welcoming, and it is a great place to retire, considering it is touted as the best place to live in the state of Maryland.
Annapolis. Annapolis Tourism. This "Sailing Capital of the World" is truly the crown jewel of the Chesapeake Bay. Known for the elite U.S. Naval Academy, the United States Sailboat Show, and its historic Maryland State House, Annapolis is also home to charming, bricked streets lined with one-of-a-kind shops and restaurants.