Title: Visit Leonardtown: Best of Leonardtown Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Leonardtown](https://expedia.ca/Leonardtown-Hotels.d6063192.Travel-Guide-Hotels)[Vacation Rentals in Leonardtown](https://expedia.ca/Leonardtown-Vacation-Rentals.d6063192.Travel-Guide-VacationRentals)[Leonardtown Car Rentals](https://expedia.ca/Car-Rentals-In-Leonardtown.d6063192.Car-Rental-Guide)[Leonardtown Vacation Packages](https://expedia.ca/Leonardtown.d6063192.Destination-Travel-Guides) # Leonardtown ## Travel Guide ![Photo by Pla Jira](https://mediaim.expedia.com/destination/2/cf4f52b435dd2053050c5c0216fb1fcb.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Pla Jira](https://mediaim.expedia.com/destination/2/cf4f52b435dd2053050c5c0216fb1fcb.jpg) ## 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/3000000/2670000/2668800/2668771/5f6b3ed5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Inn at Leonardtown, an Ascend Collection Hotel 41655 Park Avenue, Leonardtown, MD CA $186 CA $207 total Oct 26 - Oct 27 includes taxes & 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 ... 9/10 Wonderful! (148 reviews) "Incredible staff, great place" Reviewed on Sep 18, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&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 CA $159 CA $177 total Oct 20 - Oct 21 includes taxes & fees 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 ... 7.8/10 Good! (930 reviews) "This place is great! I heard it had been closed for awhile for remodeling and although the structure is the same the inside was fabulous. New, clean, beds were very comfortable,. They went out of the way to accommodate us. The only thing was, in our room we must have been by the air conditioning ..." Reviewed on Sep 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=20%2F10%2F2025&endDate=21%2F10%2F2025&selected=24812&PinnedHotelID=24812&HadPinnedHotel=true®ionId=6063192) ![River Edge Inn](https://images.trvl-media.com/lodging/93000000/92900000/92897800/92897781/3c933502_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### River Edge Inn 30 Colonial Ave, Colonial Beach, VA CA $109 CA $135 total Oct 12 - Oct 13 includes taxes & fees Stay at this hotel in Colonial Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ... 8.2/10 Very Good! (389 reviews) Very nice "It was a nice little room by the water. Very nice ppl and clean." Reviewed on Oct 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=12%2F10%2F2025&endDate=13%2F10%2F2025&selected=92897781&PinnedHotelID=92897781&HadPinnedHotel=true®ionId=6063192) [See all 554 properties in Leonardtown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=09%2F10%2F2025&endDate=10%2F10%2F2025®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. ![Tiny, Funky, and Full of Love - Welcome to the Love Shack](https://images.trvl-media.com/lodging/116000000/115510000/115504800/115504725/ebbb9b39_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Tiny, Funky, and Full of Love - Welcome to the Love Shack Piney Point Stay at this vacation home in Piney Point. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Piney Point Beach and Piney Point Lighthouse ... 10/10 Exceptional! (7 reviews) "Property was very pet friendly. My dogs loved the yard and teasing the squirrels nearby. Property is in a very quaint quiet neighborhood. If it is peace and tranquility you are seeking, look no further than here." Reviewed on Sep 13, 2025 [](https://expedia.ca/Piney-Point-Hotels-Tiny.h115504725.Hotel-Information) ![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 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! (53 reviews) "Beautiful and relaxing. This was our first time staying in a VRBO and it did not disappoint. We absolutely loved staying at Colonial Beach and our VRBO was amazing. It was quiet and comfy. Just perfect. We will be back!" Reviewed on Oct 2, 2025 [](https://expedia.ca/Colonial-Beach-Hotels-Waterfront-With-Spectacular-View.h79939223.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 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! (52 reviews) "Very quiet and great location." Reviewed on Sep 3, 2025 [](https://expedia.ca/Colonial-Beach-Hotels-Cheery.h82801120.Hotel-Information) [See all properties in Leonardtown](https://expedia.ca/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 [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=2025-10-08&endDate=2025-10-09) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=2025-10-08&endDate=2025-10-09) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=2025-10-08&endDate=2025-10-09) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=2025-10-08&endDate=2025-10-09)[Oct 8 - Oct 9](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=2025-10-08&endDate=2025-10-09) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=2025-10-09&endDate=2025-10-10) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=2025-10-09&endDate=2025-10-10) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=2025-10-09&endDate=2025-10-10) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=2025-10-09&endDate=2025-10-10)[Oct 9 - Oct 10](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=2025-10-09&endDate=2025-10-10) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [This weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025)[Oct 10 - Oct 12](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025)[Oct 17 - Oct 19](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6063192&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) ### Popular places to visit #### Port of Leonardtown Winery 4/5(1 review) 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.ca/Port-Of-Leonardtown-Winery-Leonardtown.d553248621532662050.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.ca/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.ca/Leonardtown-Park-Leonardtown.d924439509914042368.Vacation-Attraction) #### Leonard's Grant Recreation Area After visiting Leonard's Grant Recreation Area, make a plan to see the other sights and activities in Leonardtown. Take in the festivals and sunsets in the area. [](https://expedia.ca/Leonards-Grant-Recreation-Area-Leonardtown.d924439511274987520.Vacation-Attraction) #### Saint Mary's County Library Leonardtown Branch After visiting Saint Mary's County Library Leonardtown Branch, make a plan to see the other sights and activities in Leonardtown. Take in the festivals and sunsets in the area. [](https://expedia.ca/Saint-Marys-County-Library-Leonardtown-Branch-Leonardtown.d924439875101515776.Vacation-Attraction) #### New Towne Neck State Park You can take time to visit New Towne Neck State Park during your travels to Leonardtown. Take in the festivals and sunsets in the area. [](https://expedia.ca/New-Towne-Neck-State-Park-Leonardtown.d637198023585345536.Vacation-Attraction) - Cities near Leonardtown [Loveville](https://expedia.ca/Loveville.dx3000347920) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)