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Search B&B in Leonardtown

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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, (20)
"Beautiful inn with attentive and welcoming staff."
The price is SAR 1,146
SAR 1,272 total
includes taxes & fees
31 Dec - 1 January 2025
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 SAR 808
SAR 927 total
includes taxes & fees
23 Dec - 24 Dec
Colonial Beach Plaza Bed & Breakfast
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 SAR 267
SAR 812 total
includes taxes & fees
23 Dec - 24 Dec
Trust-n-travel
Solomons Victorian Inn
Exterior

Solomons Victorian Inn

3.5 star property
10.0 out of 10, Exceptional, (22)
"This was a place to stay and highly recommended it to anyone who wants to get away for a few days. Shawn and Steve are amazing chefs. You won’t find a better bed OR breakfast anywhere. "
Solomons Victorian Inn
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

Cheery, Peaceful Water Front Cabin on Winery Grounds
Exterior

Cheery, Peaceful Water Front Cabin on Winery Grounds

9.8 out of 10, Exceptional, (36)
"Such a cute rustic cabin with all the comforting details in all aspects! Nothing left out! Right next door to a winery a walk away… the perfect country fall getaway! We will definitely be back! It was a delightful location!"
The price is SAR 511
SAR 1,087 total
includes taxes & fees
29 Dec - 30 Dec
Cheery, Peaceful Water Front Cabin on Winery Grounds
Waterfront Scotland Beach Retreat w/ Private Beach
Ridge Vacation Rental | 4BR | 4.5BA | 3,000 Sq Ft | 5 Steps Required to Access

Waterfront Scotland Beach Retreat w/ Private Beach

10.0 out of 10, Exceptional, (41)
"The house is lovely and very comfortable for our group of 8 friends. We would highly recommend!"
Waterfront Scotland Beach Retreat w/ Private Beach
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
Outdoor dining

Blue Heron Cottage is cozy & convenient. Renovated March 2023!

10.0 out of 10, Exceptional, (38)
"Heather and Ed are superb hosts. The home was very clean, well stocked and in the perfect location! "
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
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 New Towne Neck State 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: 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 New Towne Neck State Park if you’re hoping to see some of the area’s natural features. You might check out Port of Leonardtown Winery if you have time 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.