Title: Visit Leonardtown: 2026 Travel Guide for Leonardtown, Maryland | Expedia.com [Hotels in Leonardtown](https://expedia.com/Leonardtown-Hotels.d6063192.Travel-Guide-Hotels)[Vacation Rentals in Leonardtown](https://expedia.com/Leonardtown-Vacation-Rentals.d6063192.Travel-Guide-VacationRentals)[Flights to Leonardtown](https://expedia.com/Cheap-Flights-To-Leonardtown.d6063192.Travel-Guide-Flights)[Car Rentals in Leonardtown](https://expedia.com/Car-Rentals-In-Leonardtown.d6063192.Car-Rental-Guide)[Leonardtown Vacation Packages](https://expedia.com/Leonardtown.d6063192.Destination-Travel-Guides) # Leonardtown, MD ## Travel Guide ![Early morning fog over Breton Bay, Leonardtown, Maryland, December 2018.](https://images.trvl-media.com/place/6063192/34be8beb-743c-4949-9301-c65025c8bc39.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Early morning fog over Breton Bay, Leonardtown, Maryland, December 2018.](https://images.trvl-media.com/place/6063192/34be8beb-743c-4949-9301-c65025c8bc39.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Breton Bay panorama](https://images.trvl-media.com/place/6063192/c2dd6495-61c6-46fa-aad7-2416d505ddfe.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![A pier juts into the mirror-like waters of Breton Bay, in Leonardtown, Maryland.](https://images.trvl-media.com/place/6063192/f2c8b883-2895-4f5c-8d93-b968365b6ac7.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Leonard town is a charming and lovely town! It looks different in both seasons summer and winter. ❄️🌨](https://images.trvl-media.com/place/6063192/0b2dd7a3-98ee-495f-bf0f-0cff599109ea.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Leonardtown Things to do - Leonardtown Hotel Deals - Vacation Rentals in Leonardtown ![The Inn at Leonardtown, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/3000000/2670000/2668800/2668771/5478a544_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Inn at Leonardtown, an Ascend Collection Hotel 41655 Park Avenue Leonardtown MD $141 nightly $156 total Mar 1 - Mar 2 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! (163 reviews) The room was incredibly clean. The women at the front desk made you feel like you were coming to stay at their home. We needed an unpredictable late check out time, and we’re happily accommodated by both the front desk and room attendance staff. I have traveled a lot and I have never had a better ... Reviewed on Jan 25, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=2668771&PinnedHotelID=2668771&HadPinnedHotel=true®ionId=6063192) ![Solomons Inn Resort & Marina](https://images.trvl-media.com/lodging/1000000/30000/24900/24812/d9855215_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Solomons Inn Resort & Marina 155 Holiday Dr. P.O. Box 1099 Solomons MD Book a stay at this business-friendly hotel in Solomons. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Southern Branch Library and Drum ... 8/10 Very Good! (990 reviews) Everything was great just need better outlets and b8gger fridge Reviewed on Jan 19, 2026 [Get rates](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=24812&PinnedHotelID=24812&HadPinnedHotel=true®ionId=6063192) [](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=24812&PinnedHotelID=24812&HadPinnedHotel=true®ionId=6063192) ![Quality Inn Warsaw near Rappahannock River](https://images.trvl-media.com/lodging/1000000/80000/79500/79500/67e2a60b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quality Inn Warsaw near Rappahannock River 4522 Richmond Rd Warsaw VA $69 nightly $76 total Feb 22 - Feb 23 Total with taxes and fees Book a stay at this business-friendly hotel in Warsaw. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ... 7.4/10 Good! (593 reviews) The room was extremely clean and the staff was great ! Reviewed on Feb 2, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=79500&PinnedHotelID=79500&HadPinnedHotel=true®ionId=6063192) [See all 559 properties in Leonardtown](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=2%2F8%2F2026&endDate=2%2F9%2F2026®ionId=6063192) 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. ![Waterfront with spectacular view, close to restaurants and bars](https://images.trvl-media.com/lodging/80000000/79940000/79939300/79939223/c3ca88a1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Waterfront with spectacular view, close to restaurants and bars Colonial Beach VA Stay at this vacation home in Colonial Beach. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Bayside Marina and Colonial Beach are located ... 9.8/10 Exceptional! (60 reviews) Host was very welcoming; everything was great. Reviewed on Nov 23, 2025 [](https://expedia.com/Colonial-Beach-Hotels-Waterfront-With-Spectacular-View.h79939223.Hotel-Information) ![Beach & River Retreat. Spectacular house with private sand beach and hot tub!](https://images.trvl-media.com/lodging/71000000/70580000/70573100/70573037/9b210d20_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Beach & River Retreat. Spectacular house with private sand beach and hot tub! Montross VA Stay at this vacation home in Montross. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions Trent Island and Coles Point Marina are located ... 10/10 Exceptional! (51 reviews) House was perfect size for our 12 people with enough space to get away. Wish the kitchen was better stocked for meal prep and serving. But the views are amazing!! Reviewed on Dec 3, 2025 [](https://expedia.com/Beach-River-Retreat-Spectacular-House-With-Private-Sand-Beach-And-Hot-Tub.h70573037.Hotel-Information) ![Cheery, Peaceful Water Front Cabin on Winery Grounds](https://images.trvl-media.com/lodging/83000000/82810000/82801200/82801120/66af3de8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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 [](https://expedia.com/Colonial-Beach-Hotels-Cheery.h82801120.Hotel-Information) [See all properties in Leonardtown](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=6063192&sort=VACATION_RENTAL) 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. ## Check Leonardtown hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=2026-02-07&endDate=2026-02-08)[Feb 7 - Feb 8](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=2026-02-07&endDate=2026-02-08) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=2026-02-08&endDate=2026-02-09)[Feb 8 - Feb 9](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=2026-02-08&endDate=2026-02-09) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)[Feb 13 - Feb 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026) ### 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. [](https://expedia.com/Breton-Bay-Golf-Course-Leonardtown.d924439966052990976.Vacation-Attraction) #### 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. [](https://expedia.com/Leonardtown-Town-Hall-Leonardtown.d924440147634810880.Vacation-Attraction) #### Leonardtown Park Explore the great outdoors at Leonardtown Park, a lovely green space in Leonardtown. Take in the festivals and sunsets in the area. [](https://expedia.com/Leonardtown-Park-Leonardtown.d924439509914042368.Vacation-Attraction) #### Port of Leonardtown Winery 4.5/5(10 reviews) 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. [](https://expedia.com/Port-Of-Leonardtown-Winery-Leonardtown.d553248621532662050.Vacation-Attraction) #### 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. [](https://expedia.com/Sandyland-Beach-Leonardtown.d924439165156843520.Vacation-Attraction) #### Leonard's Grant Community Area Leonard's Grant Community Area is just one of the places to see in Leonardtown, so why not enjoy the other things to explore during your travels? Take in the festivals and sunsets in the area. [](https://expedia.com/Leonards-Grant-Community-Area-Leonardtown.d924439512894087168.Vacation-Attraction) ## Cities near Leonardtown ![Sunset on the Patuxent](https://images.trvl-media.com/place/85533/c588e4e0-1036-4ab1-8074-47af04589f46.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### California ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [St. Mary's County Hotels ](https://www.expedia.com/Destinations-In-St-Marys-County.d553248635083916623.Hotel-Destinations) - [Hotels near Port of Leonardtown Winery ](https://www.expedia.com/Port-Of-Leonardtown-Winery-Hotels.0-l553248621532662050-0.Travel-Guide-Filter-Hotels) - [Loveville Hotels ](https://www.expedia.com/Loveville-Hotels.d3000347920.Travel-Guide-Hotels) - [Hotels near St. Marys County ](https://www.expedia.com/St-Marys-County-Airport-Hotels.0-aLTW-0.Travel-Guide-Filter-Hotels) - [Hotels near St. Mary's River State Park ](https://www.expedia.com/St-Marys-River-State-Park-Hotels.0-l553248621561182375-0.Travel-Guide-Filter-Hotels) - 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