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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Compare 6 B&B in Leonardtown with updated reviews, rates, and availability.

Swanendele Inn at St. Mary's Maryland
Exterior

Swanendele Inn at St. Mary's Maryland

5.0 star property
10.0 out of 10, Exceptional, (21)
"Beautiful inn with attentive and welcoming staff."
The price is AED 1,120
AED 1,244 total
includes taxes & fees
18 Feb - 19 Feb
Swanendele Inn at St. Mary's Maryland
Colonial Beach Plaza Bed & Breakfast
Pool

Colonial Beach Plaza Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (54)
"Inn keepers very hospitable and accommodating."
The price is AED 826
AED 949 total
includes taxes & fees
18 Feb - 19 Feb
Colonial Beach Plaza Bed & Breakfast
Solomons Victorian Inn
Exterior

Solomons Victorian Inn

3.5 star property
10.0 out of 10, Exceptional, (23)
"The inn keepers, Steven and Shawn were so welcoming and made us feel so comfortable. Their culinary skills were amazing and they even baked fresh cookies for us every day. We can't wait to go back someday."
Solomons Victorian Inn
Trust-n-travel
Interior

Trust-n-travel

2.0 out of 10, (1)
"Was never able to actually stay here because the owner never provided check-in info. They didn't respond to messages on the app or calling their personal number directly, didn’t respond to Vrbo employees either when they tried to contact the owner. Had to get a hotel last-minute after giving them three hours past the scheduled check-in time to respond. Incredibly frustrating and inconvenient as I was looking for somewhere to stay with my infant daughter after our house was packed up as we're...
The price is AED 261
AED 783 total
includes taxes & fees
13 Mar - 14 Mar
Trust-n-travel
Dennison Street Inn Bed & Breakfast
Living area

Dennison Street Inn Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (21)
"Suite was very nice and the landlords were very friendly. Breakfast each morning was tasty and well done."
Dennison Street Inn Bed & Breakfast
Historic, Elegant, Luxurious.
Terrace/patio

Historic, Elegant, Luxurious.

Historic, Elegant, Luxurious.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Leonardtown

Cozy Cottage with access to and partially obstructed views of the bay.
Exterior

Cozy Cottage with access to and partially obstructed views of the bay.

9.4 out of 10, Exceptional, (18)
"My wife and I stayed two nights to visit family. Cottage was as described, very roomy and comfortable. Great location. Host was very kind. Only dislike was smell from oil heat, I've never had oil heat and not sure if that is normal."
Cozy Cottage with access to and partially obstructed views of the bay.
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Great winter water views.

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

10.0 out of 10, Exceptional, (171)
"Great time!! Floridians playing in the snow!! Cozy fire afterwards in the fireplace. Picturesque drive up to the Navy Cabin, deer playing in the snow too."
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Property grounds

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

9.8 out of 10, Exceptional, (127)
"This was our mid-Winter get away from the city. The home is cute, quiet, and well appointed. The host is welcoming and responsive. We had a lovely, restful stay. "
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Searching for B&Bs in Leonardtown?
Whether you’re on a romantic trip and want to stay somewhere quiet and intimate, or you’re traveling solo and looking to chat with locals, B&Bs can be a great choice for many types of vacationers. While you’re enjoying your trip to Leonardtown, St. Mary’s River State Park and Leonard’s Grant Recreation Area are perfect spots to get in some fresh air and greenery.
Why consider B&Bs instead of traditional hotels?
Every B&B has a unique charm. Whether it’s a cozy reading space or a beautiful dining room, the little details are what make bed and breakfasts a home away from home.
What are the best bed and breakfasts in Leonardtown?
Below are some well-liked B&Bs in the area: Colonial Beach Plaza Bed & Breakfast: 6 rooms. 17.9 mi (28.8 km) from the downtown core. Enjoy the free full breakfast and soaking bathtubs. Solomons Victorian Inn: 7 rooms. Situated 10 mi (16.1 km) from the heart of Leonardtown. Enjoy the free full breakfast and private yard. Trust-n-travel: 12.6 mi (20.2 km) from the heart of downtown. Dennison Street Inn Bed & Breakfast: 4 rooms. Located 18 mi (28.9 km) from the core of Leonardtown. Enjoy the free cooked breakfast and designer toiletries.
When should I stay at a B&B in Leonardtown?
When you’re planning your getaway to Leonardtown, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for Leonardtown is 49 inches.
What is there to do in Leonardtown?
Spend some time exploring St. Mary’s River State Park and Leonard’s Grant Recreation Area if you’re hoping to see some of the area’s natural features. You might put Leonardtown Town Hall and Port of Leonardtown Winery on your list if you want to see more of the area.
How can I get to and around Leonardtown?
You can plan your excursions in and around Leonardtown ahead of time with these transportation options. Fly into Ronald Reagan Washington National Airport (DCA), which is located 44.3 mi (71.4 km) from the heart of the city. If you’d like to explore around the area, consider renting a car to take in more sights.