Visit Leonardtown
The Inn at Leonardtown, an Ascend Collection Hotel
41655 Park Avenue Leonardtown MD
$139 nightly
The price is $154 total per night from Feb 8 to Feb 9
$154 total
Feb 8 - Feb 9
Total with taxes and fees
Stay at this hotel in Leonardtown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (159 reviews)
Everyone is so nice and helpful. Rooms were clean. We will be staying there again when we go visit our son.
Reviewed on Jan 9, 2026
2 Acre Oasis with Private Beach! Family and dog friendly!
Leonardtown MD
Stay at this vacation home in Leonardtown. Enjoy a garden, laundry facilities, and patios. Popular attractions Ragged Point Light and Salem State Forest are ...
10/10 Exceptional! (58 reviews)
The location is amazing!! We had such a fantastic time with gorgeous views. The house is very well equipped and comfortable. We would love to come back!
Reviewed on Sep 28, 2025
Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown MD
$547 nightly
The price is $579 total per night from Jan 19 to Jan 20
$579 total
Jan 19 - Jan 20
Total with taxes and fees
Stay at this apartment in Leonardtown. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Leonardtown Park and Miedzinski Park ...
9.2/10 Wonderful! (5 reviews)
The home was inviting. Everything was provided. Although it looks small from the road, it is spacious in how it was laid out.
Reviewed on Sep 7, 2025
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.
2 Acre Oasis with Private Beach! Family and dog friendly!
Leonardtown MD
Stay at this vacation home in Leonardtown. Enjoy a garden, laundry facilities, and patios. Popular attractions Ragged Point Light and Salem State Forest are ...
10/10 Exceptional! (58 reviews)
The location is amazing!! We had such a fantastic time with gorgeous views. The house is very well equipped and comfortable. We would love to come back!
Reviewed on Sep 28, 2025
Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown MD
Stay at this apartment in Leonardtown. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Leonardtown Park and Miedzinski Park ...
9.2/10 Wonderful! (5 reviews)
The home was inviting. Everything was provided. Although it looks small from the road, it is spacious in how it was laid out.
Reviewed on Sep 7, 2025
Cheery, Peaceful Water Front Cabin on Winery Grounds
Colonial Beach VA
Stay at this cabin in Colonial Beach. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Ingleside Vineyards and Ingleside Vineyards are ...
9.8/10 Exceptional! (57 reviews)
We were seaking a peaceful retreat and this property delivered. The house was well equipped, clean, and comfortable. Will be planning another visit.
Reviewed on Dec 8, 2025
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.
Popular places to visit
Breton Bay Golf Course
Enjoy a round of golf in Leonardtown at Breton Bay Golf Course. Take in the festivals and sunsets in the area.
Leonardtown Town Hall
After visiting Leonardtown Town Hall, make a plan to see the other sights and activities in Leonardtown. Take in the festivals and sunsets in the area.
Indian Village Archeological Park
Explore the great outdoors at Indian Village Archeological Park, a lovely green space in Leonardtown. Take in the festivals and sunsets in the area.
Sandyland Beach
Why not spend a lazy afternoon at Sandyland Beach during your trip to Leonardtown? Take in the festivals and sunsets in the area.
Leonardtown Park
Explore the great outdoors at Leonardtown Park, a lovely green space in Leonardtown. Take in the festivals and sunsets in the area.
Port of Leonardtown Winery
You can enjoy a tasting or tour at Port of Leonardtown Winery during your travels to Leonardtown. Amble around this family-friendly area's riverfront or attend a sporting event.
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