Title: TOP Winery Hotels in Southern Maryland, MD for 2026 | Expedia.co.uk [Southern Maryland Travel Guide](https://expedia.co.uk/Southern-Maryland.dx6057463)[Hotels in Southern Maryland](https://expedia.co.uk/Southern-Maryland-Hotels.d6057463.Travel-Guide-Hotels)[Holiday Rentals in Southern Maryland](https://expedia.co.uk/Southern-Maryland-Holiday-Rentals.d6057463.Travel-Guide-HolidayRentals)[Flights to Southern Maryland](https://expedia.co.uk/Cheap-Flights-To-Southern-Maryland.d6057463.Travel-Guide-Flights)[Southern Maryland Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Southern-Maryland.d6057463.Car-Hire-Guide)[Southern Maryland Holidays](https://expedia.co.uk/Southern-Maryland.d6057463.Holidays-City-Breaks) ![New home on the Chesapeake Bay! I live right next door to this fabulous lighthouse, which is fabulous! The lighthouse museum has limited hours, but the lighthouse keeper's house is now a vacation rental! People use the area for weddings, which sounds sweet.](https://images.trvl-media.com/place/6359190/72c34e0d-ce13-4f4d-ac16-fb3558228949.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Meg Faller ![](https://images.trvl-media.com/place/6359190/72c34e0d-ce13-4f4d-ac16-fb3558228949.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 [13 Jan - 14 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6057463&startDate=2026-01-13&endDate=2026-01-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [14 Jan - 15 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6057463&startDate=2026-01-14&endDate=2026-01-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6057463&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6057463&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southern Maryland hotels with winery ![Exterior](https://images.trvl-media.com/lodging/35000000/34150000/34146400/34146318/w1124h750x106y0-5491995a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34150000/34146400/34146318/e50904f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34150000/34146400/34146318/108a2b49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/35000000/34150000/34146400/34146318/71a8699e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MOUNT VERNON RETREAT 🌸 [](https://www.expedia.co.uk/Alexandria-Hotels-MOUNT-VERNON-RETREAT.h34146318.Hotel-Information) Alexandria 9.8/10 Exceptional (129 reviews) "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. £184 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Alexandria-Hotels-MOUNT-VERNON-RETREAT.h34146318.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/72000000/71120000/71116900/71116837/414bd0fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/72000000/71120000/71116900/71116837/10bef897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/72000000/71120000/71116900/71116837/20610e3b.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) ### Relaxing, peaceful house in Calvert County, Md close to beach towns and DC. [](https://www.expedia.co.uk/Close-To-North-Chesapeake-Beach.h71116837.Hotel-Information) Owings 10/10 Exceptional (48 reviews) "We love this place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joan K. £219 includes taxes & fees 15 Jan - 16 Jan [](https://www.expedia.co.uk/Close-To-North-Chesapeake-Beach.h71116837.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/df7451da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/3150e656.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) ### Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch. [](https://www.expedia.co.uk/Benedict-Hotels-Peaceful-Suite-On-The-Water-Osprey-Sunrise-Over-The-River-From-Your-Porch.h96637704.Hotel-Information) Benedict 9.0/10 Wonderful (8 reviews) "The owner was very nice " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) karen £217 includes taxes & fees 14 Jan - 15 Jan [](https://www.expedia.co.uk/Benedict-Hotels-Peaceful-Suite-On-The-Water-Osprey-Sunrise-Over-The-River-From-Your-Porch.h96637704.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/5aeb926e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/dd4e694d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/f8f86577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/7d735d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt! [](https://www.expedia.co.uk/Prince-Frederick-Hotels-2-Blocks-From-Dares-Beach-On-The-Chesapeake-Bay-Beach-And-Boat-Access.h103638094.Hotel-Information) Prince Frederick 10/10 Exceptional (8 reviews) "Everything was amazing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorie S. £310 includes taxes & fees 14 Jan - 15 Jan [](https://www.expedia.co.uk/Prince-Frederick-Hotels-2-Blocks-From-Dares-Beach-On-The-Chesapeake-Bay-Beach-And-Boat-Access.h103638094.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/62000000/61630000/61620200/61620102/986120f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/62000000/61630000/61620200/61620102/12b83ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/62000000/61630000/61620200/61620102/5016ee1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/62000000/61630000/61620200/61620102/a99751d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Come relax yourself a while [](https://www.expedia.co.uk/Mechanicsville-Hotels-Come-Relax-Yourself-A-While.h61620102.Hotel-Information) Mechanicsville £445 includes taxes & fees 14 Jan - 15 Jan [](https://www.expedia.co.uk/Mechanicsville-Hotels-Come-Relax-Yourself-A-While.h61620102.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/f2cc9e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Single Room, 1 King Bed | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/a98cfc15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/a0732bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/cbbf2396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kent Island Resort [](https://www.expedia.co.uk/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.Hotel-Information) Stevensville 9.2/10 Wonderful (130 reviews) "Beautiful and peaceful property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerry £131 includes taxes & fees 18 Jan - 19 Jan [](https://www.expedia.co.uk/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/6000000/5420000/5415000/5414912/14e8ceab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds | Egyptian cotton sheets, premium bedding, pillow-top beds, desk](https://images.trvl-media.com/lodging/6000000/5420000/5415000/5414912/d0420aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/6000000/5420000/5415000/5414912/43bb97d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/6000000/5420000/5415000/5414912/150446a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Quantico Stafford [](https://www.expedia.co.uk/Stafford-Hotels-Fairfield-Inn-Suites-By-Marriott-Quantico-Stafford.h5414912.Hotel-Information) Stafford 9.2/10 Wonderful (583 reviews) "Room was clean and staff was friendly!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy £94 includes taxes & fees 14 Jan - 15 Jan [](https://www.expedia.co.uk/Stafford-Hotels-Fairfield-Inn-Suites-By-Marriott-Quantico-Stafford.h5414912.Hotel-Information) ![Standard Room, 1 King Bed, Non Smoking | Frette Italian sheets, premium bedding, down duvets](https://images.trvl-media.com/lodging/72000000/71520000/71511200/71511134/8dd90407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Frette Italian sheets, premium bedding, down duvets](https://images.trvl-media.com/lodging/72000000/71520000/71511200/71511134/5ef34390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71520000/71511200/71511134/ff573e81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/72000000/71520000/71511200/71511134/b5267412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Quincy, an Ascend Collection Hotel [](https://www.expedia.co.uk/Washington-Hotels-Sonder-1823-L-Street-Northwest.h71511134.Hotel-Information) Downtown Washington D.C. 9.2/10 Wonderful (725 reviews) "Excellent facilities, location and staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maraliz £92 includes taxes & fees 23 Jan - 24 Jan [](https://www.expedia.co.uk/Washington-Hotels-Sonder-1823-L-Street-Northwest.h71511134.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/aabb28e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/fa54a5ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/9ee94703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/14304c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites Annapolis by IHG [](https://www.expedia.co.uk/Annapolis-Hotels-Homestyle-Suites.h1160798.Hotel-Information) Annapolis 8.8/10 Excellent (191 reviews) "The staff was extremely pleasant and enjoyable to work with!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura £71 includes taxes & fees 16 Jan - 17 Jan [](https://www.expedia.co.uk/Annapolis-Hotels-Homestyle-Suites.h1160798.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/26700/26629/f0e8c5ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/26700/26629/e04548f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds | Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/26700/26629/18ef1595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26700/26629/5e121d6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Triangle/Quantico [](https://www.expedia.co.uk/Triangle-Hotels-Ramada-By-Wyndham-TriangleQuantico.h26629.Hotel-Information) Triangle 7.6/10 Good (1,000 reviews) "The hotel was very clean and the staff were friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth £64 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Triangle-Hotels-Ramada-By-Wyndham-TriangleQuantico.h26629.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.co.uk/Hotel-Search?startDate=2026-01-27&endDate=2026-01-28®ionId=6057463&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Southern Maryland Hotel Reviews ![Solomons Inn Resort & Marina](https://images.trvl-media.com/lodging/1000000/30000/24900/24812/d9855215_y.jpg) ### Solomons Inn Resort & Marina 10/10 Excellent "My stay was great! The staff was courteous and helpful, and the room was nice and clean." 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