A rural landscape with a barn, trees, and a fence under a sunset sky.

Find a Bed and Breakfast in Leonardtown from CA $184

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Leonardtown bed & breakfast

A table with a vase of flowers, a red notebook, and two gift boxes.

1. Historic 1825 Chesapeake Farm Stay

Historic 1825 Chesapeake Farm Stay
2.0 star property
St. Leonard
10.0 out of 10, Exceptional, (3 reviews)
"Holly and Jay were friendly hosts. The farmhouse was clean and comfortable. The breakfast was very yummy. We only stayed one night, but next time we will definitely spend more time there. If you are down near calvert cliffs/flag ponds, the farmhouse was only about 10 minutes to flag ponds."
United States
Theresa
The price is CA $166
CA $184 total
includes taxes & fees
Sep 24 - Sep 25
Historic 1825 Chesapeake Farm Stay
A beachside view with a wooden deck, tables, and chairs, overlooking a sandy beach and calm sea.

2. Colonial Beach Plaza Bed & Breakfast

Colonial Beach Plaza Bed & Breakfast
3.0 star property
Colonial Beach
9.8 out of 10, Exceptional, (85 reviews)
"Beautiful place and amazing owners"
United States
Deborah
The price is CA $316
CA $352 total
includes taxes & fees
Oct 12 - Oct 13
Colonial Beach Plaza Bed & Breakfast
A wooden double door with glass panels, a porch with a railing, and a view of the outdoors.

3. Swanendele Inn at St. Mary's Maryland

Swanendele Inn at St. Mary's Maryland
5.0 star property
Ridge
9.8 out of 10, Exceptional, (35 reviews)
"Nice"
United States
Heinz J.
The price is CA $450
CA $500 total
includes taxes & fees
Sep 24 - Sep 25
Swanendele Inn at St. Mary's Maryland
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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Top Leonardtown Hotel Reviews

River Edge Inn

River Edge Inn

8/10 Good
"Nice clean place located very near bars and restaurant. Several beach areas."
ROBERT 1-night trip
Posted 2 hours ago
River Edge Inn

Find out more about Leonardtown

Leonardtown B&B information

Number of reviews
123
Accommodation
5 B&B
Lowest Price
CA $184
Highest Price
CA $500

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, Abell's Wharf and Leonardtown 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 surrounding area: Colonial Beach Plaza Bed & Breakfast: 6 rooms. 17.9 mi (28.8 km) from the heart of Leonardtown. Enjoy the free full breakfast and outdoor pool. Historic 1825 Chesapeake Farm Stay: 4 rooms. 12.8 mi (20.6 km) from the downtown core. Solomons Victorian Inn: 7 rooms. Situated 10 mi (16.1 km) from the heart of Leonardtown. Enjoy the free full breakfast and private yard. 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 Abell's Wharf if you're hoping to see some of the area's natural features. You might put Breton Bay Golf Course 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.

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