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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

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

Solomons Victorian Inn
Restaurant

Solomons Victorian Inn

3.5 star property
10.0 out of 10, Exceptional, (24)
"We had a wonderful stay. Everything was perfect. Scott & Shawn are wonderful, gracious hosts with a great attention to detail from the comfortable rooms, homemade cookies to delicious breakfast. We highly recommend. "
Solomons Victorian Inn
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, (23)
"This is a gorgeous inn. I highly recommend it. Beautiful location on the water. "
The price is AED 1,120
AED 1,244 total
includes taxes & fees
25 Mar - 26 Mar
Swanendele Inn at St. Mary's Maryland
Trust-n-travel
Exterior

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 786 total
includes taxes & fees
25 Mar - 26 Mar
Trust-n-travel
Colonial Beach Plaza Bed & Breakfast
Beach nearby, white sand, beach umbrellas, beach towels

Colonial Beach Plaza Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (54)
"What an amazing property! The owners were both friendly and accommodating. I did come during the offseason so the food choices around the area were limited due to them being closed. I stayed in the James Monroe suite and it was wonderful. The bed could have been a little bit softer but not too bad overall. Breakfast was amazing!"
The price is AED 826
AED 949 total
includes taxes & fees
25 Mar - 26 Mar
Colonial Beach Plaza Bed & Breakfast
Dennison Street Inn Bed & Breakfast
Terrace/patio

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

2 Acre Oasis with Private Beach! Family and dog friendly!
Property grounds

2 Acre Oasis with Private Beach! Family and dog friendly!

10.0 out of 10, Exceptional, (48)
"We had a wonderful time at this beautiful property. We are a group of friends who have traveled from NJ and NC to meet in the middle each New Year's Eve. This was our 10th property and many in the group ranked it their favorite place we've stayed and would like to break our no return rule to come back again. The house is large and clean with a wonderful kitchen but the showstopper is being able to explore the beaches and get out into nature. Even in winter we spent most days completely outside....
2 Acre Oasis with Private Beach! Family and dog friendly!
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, (128)
"Great little weekend getaway very quiet and enjoyed the relaxation . Very cute and clean cottage on the water "
The price is AED 643
AED 1,110 total
includes taxes & fees
31 Mar - 1 Apr
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Soul Oasis - home on the Chesapeake Bay
Sun loungers, beach towels

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (20)
"."
The price is AED 511
AED 1,090 total
includes taxes & fees
25 Mar - 26 Mar
Soul Oasis - home on the Chesapeake Bay
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, Leonardtown Park and Indian Village Archeological Park 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: Solomons Victorian Inn: 7 rooms. 10 mi (16.1 km) from the downtown core. Enjoy the free full breakfast and private yard. Colonial Beach Plaza Bed & Breakfast: 6 rooms. Situated 17.9 mi (28.8 km) from the heart of Leonardtown. Enjoy the free full breakfast and soaking bathtubs. Trust-n-travel: 12.6 mi (20.2 km) from the heart of downtown. Historic, Elegant, Luxurious.: Located 8.4 mi (13.6 km) from the core of Leonardtown.
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 Leonardtown Park if you’re hoping to see some of the area’s natural features. You might put Port of Leonardtown Winery and Leonardtown Town Hall 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.