Title: Port of Leonardtown Winery in Leonardtown - Tours and Activities | Expedia.ca [Port of Leonardtown Winery Hotels](https://expedia.ca/Port-Of-Leonardtown-Winery-Hotels.0-l553248621532662050-0.Travel-Guide-Filter-Hotels)[Flights to Leonardtown](https://expedia.ca/Cheap-Flights-To-Leonardtown.d6063192.Travel-Guide-Flights)[Port of Leonardtown Winery Car Rentals](https://expedia.ca/Car-Rentals-In-Port-Of-Leonardtown-Winery.d553248621532662050.Car-Rental-Guide)[Leonardtown Vacation Packages](https://expedia.ca/Leonardtown.d6063192.Destination-Travel-Guides) # Port of Leonardtown Winery Tours and Activities ## Visit Port of Leonardtown Winery Activities [Leonardtown travel guide](https://expedia.ca/Leonardtown.dx6063192) * * * * * * ## Plan a trip to see Port of Leonardtown Winery Price found within the past 48 hours. Click for updated prices. ![Hotel Belvoir Springfield](https://images.trvl-media.com/lodging/1000000/10000/8000/7931/88fffe9c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Belvoir Springfield CA $546 per person Nov 21 - Nov 25 found 5 hours ago Roundtrip flight included Toronto (YYZ) to Washington (DCA) 8.4/10 Very Good! (1,003 reviews) Nice room, dated hotel, but very good Reviewed on Oct 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-21/2025-11-25/?FromAirport=YYZ&Destination=DCA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=7931&paandie=true&dealMarker=IJ0Goer3yIypC3bXm_bKwg19EFGoLJaOCDyKgp0m3Mco8gIDzh6ClGa3lOOH9pHo) ![Kimpton Hotel Monaco Washington DC by IHG](https://images.trvl-media.com/lodging/1000000/880000/871400/871361/2bb0833b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton Hotel Monaco Washington DC by IHG Downtown Washington D.C. CA $703 per person Nov 21 - Nov 24 found 1 hour ago Roundtrip flight included Toronto (YTO) to Washington (DCA) 8.4/10 Very Good! (1,004 reviews) Comfortable, clean, very congenial staff -- great location, easy walking distance to the National Mall and to many places to eat indoors and outdoors. Reviewed on Sep 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-21/2025-11-24/?FromAirport=YTO&Destination=DCA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=871361&paandie=true&dealMarker=T3CecFUYLpHM3u68n_XHSWs1zOiqGAYSuEXWyvXoSGsDMEI2gbl7Yr3VKUSlBdkQ) ![Hotel AKA Washington Circle](https://images.trvl-media.com/lodging/1000000/20000/16800/16726/7de6a388_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel AKA Washington Circle Downtown Washington D.C. CA $625 per person Nov 21 - Nov 24 found 1 hour ago Roundtrip flight included Toronto (YTO) to Washington (DCA) 9/10 Wonderful! (1,190 reviews) Lovely people! Excellent Service, feels like home Reviewed on Sep 26, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-21/2025-11-24/?FromAirport=YTO&Destination=DCA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16726&paandie=true&dealMarker=T3CecFUYLpHM3u68n_XHSWs1zOiqGAYSuEXWyvXoSGtpUZHMG31yOTL10GIH8ZQS) ### Popular places to visit #### The Shoppes at McIntosh You can browse for the perfect souvenirs at The Shoppes at McIntosh during your visit to Leonardtown. Take in the festivals and sunsets in the area. [](https://expedia.ca/The-Shoppes-At-McIntosh-Leonardtown.d924440018752233472.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) #### MedStar Saint Mary's Hospital Though MedStar Saint Mary's Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Leonardtown while you are here. [](https://expedia.ca/MedStar-Saint-Marys-Hospital-Leonardtown.d924439993613684736.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 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.ca/Leonards-Grant-Community-Area-Leonardtown.d924439512894087168.Vacation-Attraction) #### Leonardtown Library Leonardtown Library 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.ca/Leonardtown-Library-Leonardtown.d924439888829476864.Vacation-Attraction) * * * ## Best Lodging Options Near Port of Leonardtown Winery ## Check availability on hotels close to Port of Leonardtown Winery [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=2025-10-02&endDate=2025-10-03) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=2025-10-02&endDate=2025-10-03) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=2025-10-02&endDate=2025-10-03) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=2025-10-02&endDate=2025-10-03)[Oct 2 - Oct 3](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=2025-10-02&endDate=2025-10-03) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=2025-10-03&endDate=2025-10-04) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=2025-10-03&endDate=2025-10-04) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=2025-10-03&endDate=2025-10-04) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=2025-10-03&endDate=2025-10-04)[Oct 3 - Oct 4](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=2025-10-03&endDate=2025-10-04) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=03%2F10%2F2025&endDate=05%2F10%2F2025) [This weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=03%2F10%2F2025&endDate=05%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=03%2F10%2F2025&endDate=05%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=03%2F10%2F2025&endDate=05%2F10%2F2025)[Oct 3 - Oct 5](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=03%2F10%2F2025&endDate=05%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025)[Oct 10 - Oct 12](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) ![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 [](https://expedia.ca/Leonardtown-Hotels-The-Inn-At-Leonardtown.h2668771.Hotel-Information) ![Spark by Hilton California Lexington Park](https://images.trvl-media.com/lodging/3000000/2870000/2862300/2862204/d911e70f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Spark by Hilton California Lexington Park 44941 Worth Ave, California, MD [](https://expedia.ca/California-Hotels-Spark-By-Hilton-California-Lexington-Park.h2862204.Hotel-Information) ![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. 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Prices and availability subject to change. Additional terms may apply.