Title: Book the Best Southern Maryland WINERY Hotels in 2025 | Expedia.ca [Southern Maryland Travel Guide](https://expedia.ca/Southern-Maryland.dx6057463)[Hotels in Southern Maryland](https://expedia.ca/Southern-Maryland-Hotels.d6057463.Travel-Guide-Hotels)[Vacation Rentals in Southern Maryland](https://expedia.ca/Southern-Maryland-Vacation-Rentals.d6057463.Travel-Guide-VacationRentals)[Flights to Southern Maryland](https://expedia.ca/Cheap-Flights-To-Southern-Maryland.d6057463.Travel-Guide-Flights)[Southern Maryland Car Rentals](https://expedia.ca/Car-Rentals-In-Southern-Maryland.d6057463.Car-Rental-Guide)[Southern Maryland Vacation Packages](https://expedia.ca/Southern-Maryland.d6057463.Destination-Travel-Guides) ![George Washington\'s Mount Vernon showing flowers](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135140-Alexandria.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Southern Maryland, MD ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Southern Maryland Winery Hotels Tonight [Oct 22 - Oct 23](https://www.expedia.ca/Hotel-Search?regionId=6057463&startDate=2025-10-22&endDate=2025-10-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=6057463&startDate=2025-10-23&endDate=2025-10-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6057463&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6057463&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southern Maryland Winery Hotels ![Outdoor pool](https://images.trvl-media.com/lodging/72000000/71120000/71116900/71116837/aabd7b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71120000/71116900/71116837/a336c972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71120000/71116900/71116837/488be20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/72000000/71120000/71116900/71116837/117e79aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing, peaceful house in Calvert County, Md close to beach towns and DC. Owings 10/10 Exceptional (48) "The house was perfect. The view was stunning. The pool was a perfect bonus!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamie A. CA $152 CA $350 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Close-To-North-Chesapeake-Beach.h71116837.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34150000/34146400/34146318/25950c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/35000000/34150000/34146400/34146318/a2530b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34150000/34146400/34146318/w1124h750x106y0-5491995a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34150000/34146400/34146318/40d1bf0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MOUNT VERNON RETREAT 🌸 Alexandria 9.8/10 Exceptional (126) "We had a great time. The property was clean and peaceful. It was far enough away from things to be quiet and relaxing but close enough to get to everything we needed to in a good amount of time" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn B. CA $139 CA $291 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Alexandria-Hotels-MOUNT-VERNON-RETREAT.h34146318.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/b3cbb2b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/89e18a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/d31a8fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/36d81978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch. Benedict 9.6/10 Exceptional (5) "Just the perfect place I needed for a personal retreat. It is quiet, peaceful and serene. I would definitely visit again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Berenice N. CA $252 CA $419 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Benedict-Hotels-Peaceful-Suite-On-The-Water-Osprey-Sunrise-Over-The-River-From-Your-Porch.h96637704.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/110000000/109980000/109977800/109977749/w506h683x258y0-cd0997d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109980000/109977800/109977749/5cfce5c9_edited_5eeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109980000/109977800/109977749/w906h683x59y0-c873d7ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/110000000/109980000/109977800/109977749/w509h683x257y0-cf384e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Solomons Apartment Solomons 9.2/10 Wonderful (13) "Very clean, awesome location and amazing hosts!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff R. CA $189 CA $377 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Solomons-Hotels-Waterfront-Solomons-Apartment.h109977749.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/110000000/109980000/109977800/109977743/w917h683x60y0-ede3f4e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109980000/109977800/109977743/w907h683x58y0-48558967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109980000/109977800/109977743/w904h683x60y0-20781af6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, WiFi](https://images.trvl-media.com/lodging/110000000/109980000/109977800/109977743/ac3fa71f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Roomy 6 bedroom home in the heart of Solomons, MD Solomons 9.2/10 Wonderful (5) "Stayed for business, completed our project and enjoyed some local eating spots. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin J. CA $339 CA $740 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Solomons-Hotels-Roomy-6-Bedroom-Home-In-The-Heart-Of-Solomons.h109977743.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/624fee99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/598c5e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/fcc30818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/7a849270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt! Prince Frederick 10/10 Exceptional (7) "Clean and easy " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert R. CA $258 CA $519 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Prince-Frederick-Hotels-2-Blocks-From-Dares-Beach-On-The-Chesapeake-Bay-Beach-And-Boat-Access.h103638094.Hotel-Information) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/9a42128d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/9ff5ea83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/287cc71d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/4429fbeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space. Prince Frederick 9.4/10 Exceptional (3) "We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carrie K. CA $315 CA $586 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Prince-Frederick-Hotels-Kick-Back-And-Enjoy-The-Chesapeake-This-3-Bedroom.h113522263.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/62000000/61630000/61620200/61620102/8827d8be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo](https://images.trvl-media.com/lodging/62000000/61630000/61620200/61620102/376bd336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/62000000/61630000/61620200/61620102/be9b6a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/62000000/61630000/61620200/61620102/986120f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Come relax yourself a while Mechanicsville CA $347 CA $823 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Mechanicsville-Hotels-Come-Relax-Yourself-A-While.h61620102.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104110000/104104200/104104141/f1d9a8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104110000/104104200/104104141/17461a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104110000/104104200/104104141/78c5a13a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/105000000/104110000/104104200/104104141/08f9ea4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverfront Retreat-HotTubIDock|Fenced YardINear DC port tobacco 10/10 Exceptional (9) "Beautiful location for our family to stay to celebrate. It exceeded our expectations. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $388 CA $866 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Port-Tobacco-Hotels-Waterfront-River-Retreat-DockCanoeHotTubNear-DC.h104104141.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90260000/90258000/90257929/a1cbfbbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90260000/90258000/90257929/5efc662c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90260000/90258000/90257929/f374d762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/91000000/90260000/90258000/90257929/76262780.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Stay By MadlyGiving - At National Harbor National Harbor/Oxon Hill CA $1,158 CA $1,344 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Washington-Hotels-Private-Stay-By-MadlyGiving-At-National-Harbor.h90257929.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-06&endDate=2025-11-07®ionId=6057463&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Southern Maryland Hotel Reviews ![Solomons Inn Resort & Marina](//images.trvl-media.com/lodging/1000000/30000/24900/24812/d9855215_y.jpg) ### Solomons Inn Resort & Marina 10/10 Excellent "Breakfast choices very nice. Room clean, comfy, beautiful view. Staff very pleasant " [](https://expedia.ca/Solomons-Hotels-Solomons-Inn-Resort-Marina.h24812.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Aquasco Hotels](https://www.expedia.ca/Aquasco-Hotels.d3000347804.Travel-Guide-Hotels) - [Honeymoon Resorts and in Baltimore](https://www.expedia.ca/Baltimore-Hotels-Honeymoon-Hotels.0-0-d178235-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Baltimore](https://www.expedia.ca/Baltimore-Hotels-Hotels-With-A-Lazy-River.0-0-d178235-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Benedict](https://www.expedia.ca/Benedict-Hotels-Cheap-Hotels.0-0-d3000347809-tCheapHotels.Travel-Guide-Filter-Hotels) - [Benedict Hotels](https://www.expedia.ca/Benedict-Hotels.d3000347809.Travel-Guide-Hotels) - [Broomes Island Hotels](https://www.expedia.ca/Broomes-Island-Hotels.d3000440453.Travel-Guide-Hotels) - [Hotels near Budds Motorcross Speedway](https://www.expedia.ca/Budds-Motorcross-Speedway-Hotels.0-l6277774-0.Travel-Guide-Filter-Hotels) - 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