Top 12 Romantic Weekend Getaways Near Maryland, USA - Updated 2024

1. Rehoboth Beach, DE (from USD 95)

Enjoy a delightful time by the beach in Rehoboth Beach, situated in the mid-Atlantic area, which is recognized as the “Nation’s Summer Capital” and is a vacation destination open throughout the year. Have meaningful chats with your loved ones as you stroll along the Rehoboth Beach Boardwalk to make the most of some relaxing moments.

Participate in entertaining and adrenaline-pumping pursuits at Midway Speedway Park or Diego’s Bar Nightclub. Treat each other as a gift while shopping around the Penny Lane Mall. Rehoboth Beach is 101.4 mi (163.19 km) from Maryland, USA.

2. Milton, DE (from USD 160)

Visit this charming Victorian-era town in a rural setting and prepare for a beautiful time. Prime Hook National Wildlife Refuge is an excellent place to connect with nature and disconnect from the hustle and bustle of city life through nature photography and birdwatching.

Spend some time with a visit to Dogfish Head Craft Brewery and a brewery tour. You can find delicious local cuisine at Irish Eyes Pub & Restaurant and King’s Handmade Ice Cream, a historic ice cream store, all ideal settings for a romantic weekend out. Milton is 86.3 mi (138.89 km) away from Maryland, USA.

3. Dover, DE (from USD 99)

You’ll have a great time visiting this city, which is home to Dover Motor Speedway, a famous site for NASCAR events. Biggs Museum of American Art will captivate you with its magnificent visuals from the significant American beautiful and creative art pieces. There are covered picnic tables and a walking trail available in Silver Lake Park, which is ideal for those who want to enjoy the relaxing atmosphere.

Have a great dining experience at Mission Barbecue to savor some of the most delectable barbecue meals. You can also take advantage of the sampling tours at this well-known artisan brewery, Fordham & Dominion Brewing Company. Dover is 73.6 mi (118.45 km) away from Maryland, USA.

4. Wilmington, DE (from USD 449)

Spend a wonderful weekend getaway in this city, where you can visit several sites, such as the Hagley Museum, where you can get a glimpse of the city’s rich legacy through original artifacts, exquisite artworks, and interesting facts. See entertaining shows at The Grand Opera House with your special someone.

Do not miss the opportunity to indulge in the city’s delicious food, including the gourmet burgers at Farmer & The Cow. Savour some delicious dining at Bardea Food & Drink, a trendy eatery serving refined Italian dishes. If you’re looking for a casual restaurant with a tasting menu featuring local favorites, go no further than Ciro Food And Drink. Wilmington is 89.3 mi (143.71 km) away from Maryland, USA.

5. York, PA (from USD 89)

York is one of the most charming places in Pennsylvania. It boasts a vibrant art scene and a bustling downtown with a quintessential charm, making it an ideal romantic getaway destination. Explore downtown with the love of your life and admire the Victorian-inspired Bonham House. Take them to the Historical Society Museum and fall in love with fascinating art pieces. More so, York has lovely natural sites such as Lake Williams, Richard M. Nixon County Park, William Kain Park, which are ideal for picnic dates. York is 78 mi (126 km) away from Maryland, USA.

6. Leesburg, VA (from USD 219)

Apart from all-inclusive resorts in Maryland, its neighbor, Leesburg is also home to wonderful resorts that are worth visiting. Built-in 1740, Leesburg is a quaint town in Virginia, located in Loudoun County. If you and your significant other like peaceful and quiet municipalities with an old-town charm, you will surely be delighted with Leesburg. Besides its charming beauty, it offers its visitors lots of sightseeing opportunities. If you visit during the Halloween season, you can catch thrilling adventures in Shocktober. You might also want to swing by Oatlands Historic House & Gardens and admire its 19th-century architecture. Seal your Leesburg holiday with a romantic date with a view at Winery 32. Leesburg is 71 mi (114 km) away from Maryland, USA.

7. Lancaster, PA (from USD 118)

For tourists who wish to see the beauty of South Central Pennsylvania, be sure to add Lancaster to your long list of holiday destinations. Known as one of the oldest iNland towns in the country, Lancaster combines period edifices with modern skyscrapers in its vibrant metropolis, adding charm to the city. More so, it has lots of countryside areas that offer maximum relaxation to its visitors. If you are into reconnecting with Mother Earth, be sure to check out Lancaster County Central Park, the elegant Longwood Gardens, and Louise Arnold Tanger Arboretum. Be sure not to miss out on the dreamy Hershey Gardens as well and let your breath be taken away by its colorful blooms. Lancaster is 92 mi (148 km) away from Maryland, USA.

8. Washington DC

Are you visiting historical places in Maryland? You might as well stop by in Washington DC. A city famous around the world, Washington DC is the capital of the United States of America. It is where the seat of government is located, and it houses landmarks relevant to the US constitution and history. If you and your lover like visiting iconic landmarks, be sure to check out Capitol Building and Washington Monument. Washington DC also has a vibrant art scene, and the Freer Gallery of Art, National Gallery of Art, Smithsonian American Art Museum, and National Portrait Gallery are testaments to that. Add Madame Tussauds Washington DC, Smithsonian National Zoological Park, and Smithsonian Castle to your itinerary for a complete Washington DC experience. Washington DC is 28 mi (45 km) away from Maryland, USA.

9. Alexandria, VA (from USD 89)

If you are currently staying in a themed hotel in Maryland for the weekend, treat the love of your life to an unforgettable holiday in Alexandria and strengthen your bond. This city nesting on the Potomac River is one of the dreamiest places in Virginia. Filled with period buildings and brick sidewalks, breezing through Alexandria makes people feel like traveling back in time. Plan a museum date at Gadsby’s Tavern Museum and enjoy delicious fare in its on-site dining. Go on a side trip to Carlyle House Historic Park and take beautiful pictures in its 18th-century manor. You can also marvel at the waterfront views of Old Town Alexandria while sampling delicious delights thanks to its line of superb eateries. Alexandria is 35mi (56km) away from Maryland, USA.

10. Winchester, VA (from USD 134)

When you hear of Winchester, you might think of historical landmarks and old-town vibes, but there’s more to its than its Civil War-era significance. It is a city where nature, art, and gastronomy merge. Besides historic landmarks such as Stonewall Jackson’s Headquarters, George Washington’s Office, and Fort Loudoun Historic Site, Winchester offers its visitors beautiful parks where they can relax and unwind. Some of these include Shawnee Springs Preserve, Abrams Creek Wetlands Preserve, and Lake Holiday. Drop by James Charles Winery & Vineyard which offers its customers excellent wine, blue cheese, and picture-perfect views. Winchester is 109 mi (175 km) away from Maryland, USA.

11. Shenandoah National Park

Set along the picturesque Blue Ridge Mountains, Shenandoah National Park is a top-visited nature paradise in Virginia that boasts hundreds of miles of trails, including the Appalachian Trail. It is a playground for adventure-seekers. Its vast 200,000 acres (80,937 hectares) of wilderness is home to wildlife, exotic blooms, and gorgeous bodies of water. Tourists love camping in this breathtaking park and stargazing on a star-filled night. Pets are allowed in Shenandoah National Park, which makes it a destination for the family. More so, it has two visitor centers, Dickey Ridge Visitor Center and Byrd Visitor Center, picnic grounds, and lodges. Shenandoah National Park is 101mi (163km) away from Maryland, USA.

Shenandoah National Park

Address: Virginia, United States

Website: Shenandoah National Park

12. Warrenton, VA

Explore the charming Fauquier County and make Warrenton your home for the weekend. You and your lover will have fun in this city as it has lots in store for its visitors. Experience a blissful countryside adventure in Warrenton Branch Greenway. Also, you might like to go on an exciting wine-tasting escapade in Granite Heights Winery where not only can you indulge in flavorful wines, but you can also score some of the ones you like. Plus, the nature views there will take your breath away. Are you into fishing? Gear up and show off your skills at Lake Brittle. Warrenton is 82 mi (132 km) away from Maryland, USA.

McDonnell Suite @ Chilton House: Firepit + Hot Tub

Warrenton, Virginia, United States
66.38 km (41.3 mi) from Waterfront Park

5 reviews  

Room in boutique hotel 1 Bed 1 Bedroom 1 Bathroom

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Host:

we had a wonderful stay at the chilton james is a wonderful host and ensured everything was perfect

james is the most amazing host we have had the pleasure of meeting

Location:

stepping inside feels like a time warp very close walk to main street

chilton house was a great place to stay

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Fall in love with life in Maryland

Are you planning to go on a road trip from Maryland for the weekend? Is the love of your life coming with you? Level up the adventure by not only exploring things to do in Maryland but also planning a side trip to the most exciting destinations close to the state. For your guidance, refer to this list of top romantic weekend getaways near Maryland, USA.