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 $1,000 per person Dec 21 - Dec 28 found 17 hours ago Roundtrip non-stop flight included Toronto (YTO) to Washington (DCA) 8.4/10 Very Good! (1,003 reviews) Breakfast options were very limited for such a high end hotel. Need to seriously improve in that area. Reviewed on Oct 4, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-21/2025-12-28/?FromAirport=YTO&Destination=DCA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=7931&paandie=true&dealMarker=HHWdDICHaikTKml_8r1o64R8ZTkJv-qEN2R7v0GYS6VspnbbzPwaPZIsXS4yFWfP) ![Hilton Alexandria Old Town](https://images.trvl-media.com/lodging/1000000/430000/424200/424186/00f11450_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Alexandria Old Town Old Town Alexandria CA $1,037 per person Dec 21 - Dec 28 found 17 hours ago Roundtrip non-stop flight included Toronto (YTO) to Washington (DCA) 8.8/10 Excellent! (1,004 reviews) Room was nice, staff was incredible Reviewed on Oct 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-21/2025-12-28/?FromAirport=YTO&Destination=DCA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=424186&paandie=true&dealMarker=HHWdDICHaikTKml_8r1o64R8ZTkJv-qEN2R7v0GYS6WEdqoH5hXD31LtNrbGAiD6) ![The Bethesdan Hotel, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/10000/9200/9129/388959c8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Bethesdan Hotel, Tapestry Collection by Hilton CA $1,058 per person Dec 21 - Dec 28 found 17 hours ago Roundtrip non-stop flight included Toronto (YTO) to Washington (DCA) 8.6/10 Excellent! (1,623 reviews) The room and bathroom were clean and the location is quite central, less then 15 minutes from the Colosseum. But have in mind that the single room and bathroom are very small. Very good otherwise. Reviewed on Oct 9, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-21/2025-12-28/?FromAirport=YTO&Destination=DCA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=9129&paandie=true&dealMarker=HHWdDICHaikTKml_8r1o64R8ZTkJv-qEN2R7v0GYS6VmlQt84HxUErVsMXjftKk8) ### 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=2025-10-11&endDate=2025-10-12) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=2025-10-11&endDate=2025-10-12) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=2025-10-11&endDate=2025-10-12) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=2025-10-11&endDate=2025-10-12)[Oct 11 - Oct 12](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=2025-10-11&endDate=2025-10-12) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=2025-10-12&endDate=2025-10-13) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=2025-10-12&endDate=2025-10-13) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=2025-10-12&endDate=2025-10-13) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=2025-10-12&endDate=2025-10-13)[Oct 12 - Oct 13](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=2025-10-12&endDate=2025-10-13) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025)[Oct 17 - Oct 19](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532662050&startDate=17%2F10%2F2025&endDate=19%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. Box 1099, Solomons, MD [](https://expedia.ca/Solomons-Hotels-Solomons-Inn-Resort-Marina.h24812.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent](https://images.trvl-media.com/lodging/3000000/2160000/2158700/2158611/e92cb1b2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent 22769 Three Notch Rd, California, MD [](https://expedia.ca/California-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Lexington-Park-Patuxent.h2158611.Hotel-Information) ![Holiday Inn Express & Suites Lexington Park-California by IHG](https://images.trvl-media.com/lodging/10000000/9750000/9742000/9741955/ff412f6a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express & Suites Lexington Park-California by IHG 45260 Abell House Lane, California, MD [](https://expedia.ca/California-Hotels-Holiday-Inn-Express-Suites-Lexington-Park-California.h9741955.Hotel-Information) ![Sleep Inn & Suites California MD](https://images.trvl-media.com/lodging/1000000/860000/858600/858586/d2f6677f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sleep Inn & Suites California MD 23428 Three Notch Rd, California, MD [](https://expedia.ca/California-Hotels-Red-Roof-Inn-Suites-California.h858586.Hotel-Information) ![Quality Inn Solomons - Beacon Marina](https://images.trvl-media.com/lodging/1000000/30000/22800/22769/e6e80a26_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quality Inn Solomons - Beacon Marina 255 Lore Rd, Solomons, MD [](https://expedia.ca/Solomons-Hotels-Quality-Inn-Solomons-Beacon-Marina.h22769.Hotel-Information) ![4BDRM River front house with Private Beach in Hollywood](https://images.trvl-media.com/lodging/108000000/107130000/107125200/107125181/1b7f2d33_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 4BDRM River front house with Private Beach in Hollywood Hollywood [](https://expedia.ca/Hollywood-Hotels-4BDRM-River-Front-House-With-Private-Beach-In-Hollywood.h107125181.Hotel-Information) ![Hampton Inn by Hilton Lexington Park](https://images.trvl-media.com/lodging/1000000/290000/282000/281921/31e4bb68_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn by Hilton Lexington Park 22211 Three Notch Rd, Lexington Park, MD [](https://expedia.ca/Lexington-Park-Hotels-Hampton-Inn-By-Hilton-Lexington-Park.h281921.Hotel-Information) [See all 787 properties in Port of Leonardtown Winery](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=553248621532662050) 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.