Title: Leonardtown Vacation Packages 2026 from $585 | Expedia.com [Leonardtown Travel Guide](https://expedia.com/Leonardtown.dx6063192)[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) ![](https://images.trvl-media.com/place/6063192/34be8beb-743c-4949-9301-c65025c8bc39.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Leonardtown Vacations from $585 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Leonardtown Vacation The rich history and coastal scenery are just the start of the things Leonardtown has to offer. Discover the best parts of this captivating city your way with a customized Leonardtown vacation package. A trip to Leonardtown is a terrific opportunity to see the sights. Be sure to look around big-name attractions such as [St. Marys River State Park](https://www.expedia.com/St-Marys-River-State-Park-Maryland.d553248621561182375.Vacation-Attraction), [Port of Leonardtown Winery](https://www.expedia.com/Port-Of-Leonardtown-Winery-Leonardtown.d553248621532662050.Vacation-Attraction) and [New Towne Neck State Park](https://www.expedia.com/New-Towne-Neck-State-Park-Leonardtown.d637198023585345536.Vacation-Attraction). Whoever you're traveling with and whatever your bank balance, your ultimate Leonardtown vacation is just a few clicks away with Expedia. ## The Latest Leonardtown vacation packages Price found within the past 48 hours. Click for updated prices. ![The Churchill Hotel near Embassy Row](https://images.trvl-media.com/lodging/1000000/10000/7100/7004/55f14a69_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Churchill Hotel near Embassy Row Northwest Save 100% on your flight $585 per person Apr 28 - May 2 found 1 day ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 8.8/10 Excellent! (1,007 reviews) Great location, nice rooms though some of the furnishings have seen better days. The check-in was easy and the desk attendant was helpful. Elevators were fast. There was free coffee in the lobby in the lobby in the mornings and hot apple cider in the afternoon. There was only one thing I really didn't like - the barn door on the bathroom. It was hard to close and left a large gap between the door and the wall, so it didn't do anything to keep sound or light from the bedroom. Might as well not even have a door. Reviewed on Mar 16, 2026 ![The Normandy Hotel](https://images.trvl-media.com/lodging/1000000/20000/17000/16930/e5805448_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Normandy Hotel Northwest Save 100% on your flight $603 per person Apr 28 - May 2 found 1 day ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 8.6/10 Excellent! (1,006 reviews) I do not welcome pets into my home. When I travel, pets should be outside not inside where am. Each staff person was wonderful. The included breakfast and wine/cheese events are very enjoyable and why I choose Normandy! Thanks. Reviewed on Mar 7, 2026 ![Hotel AKA Alexandria](https://images.trvl-media.com/lodging/88000000/87420000/87417500/87417449/40ed462e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel AKA Alexandria Old Town North Save 100% on your flight $941 per person Jun 8 - Jun 13 found 1 day ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 9.6/10 Exceptional! (665 reviews) The restaurant inside need a better selection of food. Close walk to other places to eat but overall my stay was good Reviewed on Mar 12, 2026 ![Hotel AKA Washington Circle](https://images.trvl-media.com/lodging/1000000/20000/16800/16726/2f5bd693_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel AKA Washington Circle Downtown Washington D.C. Save 100% on your flight $835 per person Apr 28 - May 2 found 1 day ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 9/10 Wonderful! (1,244 reviews) I have stayed in better rooms but the studio was nicely appointed and very clean. The location is perfect. Price was competitive. But the staff here really made the place for me Iyou (probably spelled that wrong sorry) and Henry. We’re amazing and very attentive. I enjoyed my stay and definitely would return. Reviewed on Mar 15, 2026 ![Landing at Bridge District](https://images.trvl-media.com/lodging/114000000/113150000/113141200/113141170/9419e14f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing at Bridge District Southeast Save 100% on your flight $851 per person Jun 8 - Jun 13 found 1 day ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 7.4/10 Good! (6 reviews) Great property! The Landing staff went out of their way to make sure I was comfortable. Reviewed on Jan 24, 2026 Don't see what you're looking for? See all available trips from Columbus to Leonardtown [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-16/2026-04-23/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=DCA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Leonardtown #### 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) ## Leonardtown Hotel Deals ![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 Fully refundable $134 nightly $148 total Apr 12 - Apr 13 Total with taxes and fees 9.2/10 Wonderful! (170 reviews) Great place to stay with nearby restaurants. Reviewed on Mar 15, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F12%2F2026&endDate=4%2F13%2F2026&selected=2668771&PinnedHotelID=2668771&HadPinnedHotel=true®ionId=6063192) ![Comfort Inn & Suites Lexington Park near Pax River](https://images.trvl-media.com/lodging/6000000/5100000/5098400/5098394/11804ad4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Comfort Inn & Suites Lexington Park near Pax River 21885 Three Notch Rd Lexington Park MD Fully refundableReserve now, pay when you stay $107 nightly $119 total Apr 1 - Apr 2 Total with taxes and fees 8.6/10 Excellent! (677 reviews) There was a terrible cigarette smell. We ended having to leave in middle of night because we could no longer stand it. Reviewed on Mar 2, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F1%2F2026&endDate=4%2F2%2F2026&selected=5098394&PinnedHotelID=5098394&HadPinnedHotel=true®ionId=6063192) ![My Place Hotel - Dahlgren/King George, VA](https://images.trvl-media.com/lodging/50000000/49170000/49169500/49169451/590fa95c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### My Place Hotel - Dahlgren/King George, VA 4235 Market Center Drive King George VA Fully refundableReserve now, pay when you stay $84 nightly $93 total Mar 22 - Mar 23 Total with taxes and fees 9.6/10 Exceptional! (697 reviews) Nice room. Reviewed on Mar 2, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=49169451&PinnedHotelID=49169451&HadPinnedHotel=true®ionId=6063192) [See all 557 properties in Leonardtown](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F17%2F2026&endDate=3%2F18%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. ## Find the Best Leonardtown Vacation Packages ## Leonardtown Essential Information | Language | English | | --------------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Population | 3,600 | | Max Temp Winter | 45ºF | | Max Temp Summer | 85ºF | | Top Sights | [St. Marys River State Park](https://www.expedia.com/St-Marys-River-State-Park-Maryland.d553248621561182375.Vacation-Attraction), [Port of Leonardtown Winery](https://www.expedia.com/Port-Of-Leonardtown-Winery-Leonardtown.d553248621532662050.Vacation-Attraction) and [Jefferson Patterson Park and Museum](https://www.expedia.com/Jefferson-Patterson-Park-And-Museum-St-Leonard.d553248621532662081.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Leonardtown vacation package cost? ### What are the cheapest months to go to Leonardtown? ### How many days is enough for Leonardtown? ### How to find the best Leonardtown package deals? ### Is it cheaper to book a Leonardtown vacation as a package? ### When to book a vacation package to Leonardtown? ### Does Expedia offer Book Now, Pay Later Leonardtown vacation packages? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels 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