Title: TOP Winery Hotels in Eastern Maryland, MD for 2025 | Expedia.co.uk [Eastern Maryland Travel Guide](https://expedia.co.uk/Eastern-Maryland.dx6057488)[Hotels in Eastern Maryland](https://expedia.co.uk/Eastern-Maryland-Hotels.d6057488.Travel-Guide-Hotels)[Holiday Rentals in Eastern Maryland](https://expedia.co.uk/Eastern-Maryland-Holiday-Rentals.d6057488.Travel-Guide-HolidayRentals)[Flights to Eastern Maryland](https://expedia.co.uk/Cheap-Flights-To-Eastern-Maryland.d6057488.Travel-Guide-Flights)[Things to do in Eastern Maryland](https://expedia.co.uk/Things-To-Do-In-Eastern-Maryland.d6057488.Travel-Guide-Activities)[Eastern Maryland Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Eastern-Maryland.d6057488.Car-Hire-Guide)[Eastern Maryland Holidays](https://expedia.co.uk/Eastern-Maryland.d6057488.Holidays-City-Breaks) ![Long Wharf Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253260-Eastern-Maryland.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Winery Hotels in Eastern Maryland - ![](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 Eastern Maryland Winery Hotels Tonight [3 Nov - 4 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6057488&startDate=2025-11-03&endDate=2025-11-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [4 Nov - 5 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6057488&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6057488&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6057488&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Eastern Maryland Winery Hotels ![Lobby](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/a1387f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast ](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/da06d995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/b0d84a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/959c2292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Chestertown Chestertown 8.6/10 Excellent (838) "Very helpful front desk woman. On first perusal property appears a erase but clean, helpful, reasonable for a short stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Freda £86 includes taxes & fees 5 Nov - 6 Nov [](https://www.expedia.co.uk/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/w3837h2557x3y4-d297081d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down duvets, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/w3837h2546x3y0-2a92d744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily breakfast for a fee](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/72680920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/8cb72b67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Ocean City / Oceanfront Downtown Ocean City 9.0/10 Wonderful (1577) "Great property , large rooms and free breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany £70 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Ocean-City-Hotels-Hyatt-Place-Ocean-City-Oceanfront.h23511859.Hotel-Information) ![Sun deck](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/08f08113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/eb718924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/607bb91a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/fcecd38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Place Hotel Downtown Ocean City 9.2/10 Wonderful (1029) "Great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy [](https://www.expedia.co.uk/Ocean-City-Hotels-Park-Place-Hotel.h13279522.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2475100/2475053/53a12ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 10:00 AM to 10:00 PM, pool loungers](https://images.trvl-media.com/lodging/3000000/2480000/2475100/2475053/29297346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/3000000/2480000/2475100/2475053/8e13e0d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2475100/2475053/4f3138fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard Ocean City Oceanfront Downtown Ocean City 9.2/10 Wonderful (990) "Clean, easy check in/out, convenient parking, near lots of restaurants and close to the beach." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen £81 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Ocean-City-Hotels-Courtyard-Ocean-City-Oceanfront.h2475053.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/66000000/65330000/65328000/65327947/a4c59418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed | Hypo-allergenic bedding, in-room safe, laptop workspace](https://images.trvl-media.com/lodging/66000000/65330000/65328000/65327947/71bdd057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/66000000/65330000/65328000/65327947/74da44e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/66000000/65330000/65328000/65327947/1f3f9838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Bel Air Bel Air 9.4/10 Exceptional (218) "The staff was amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kendra £84 includes taxes & fees 4 Dec - 5 Dec [](https://www.expedia.co.uk/Bel-Air-Hotels-Hilton-Garden-Inn-Bel-Air.h65327947.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/43000000/42380000/42378900/42378873/37b6becc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast ](https://images.trvl-media.com/lodging/43000000/42380000/42378900/42378873/3c6abce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/43000000/42380000/42378900/42378873/a57ab64b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/43000000/42380000/42378900/42378873/7004874c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gillis Grier Bed & Breakfast Salisbury 10/10 Exceptional (164) "Beautiful property! The house was gorgeous! The staff were absolutely lovely! My bed was comfy and the room was cozy. I had the best time and cannot wait to come back and stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy [](https://www.expedia.co.uk/Salisbury-Hotels-Gillis-Grier-Bed-And-Breakfast.h42378873.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535860/w3836h2556x4y4-94fd2dfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535860/bd4d4a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535860/988e6cdd.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/2000000/1540000/1535900/1535860/9fdb8323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Chesapeake Bay North Inn North East 8.0/10 Very good (941) "The hotel staff was very helpful, and the hotel itself was clean and convenient for visiting Delaware." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Isaiah £90 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/North-East-Hotels-Best-Western-North-East-Inn.h1535860.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/5700/5604/a3a4bc50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Non Smoking | Blackout curtains, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/10000/5700/5604/d3caf33c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5700/5604/f42afa08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/5700/5604/7762f1e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Gold Coast North Ocean City 8.2/10 Very good (1022) "Staff is always friendly and helpful, rooms are comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jack £60 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Ocean-City-Hotels-Comfort-Inn-Gold-Coast.h5604.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1870000/1867000/1866913/8bf1c888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/2000000/1870000/1867000/1866913/9b7ea9e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, Balcony, Partial Ocean View | In-room safe, desk, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1870000/1867000/1866913/5a5080ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1870000/1867000/1866913/08a34731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Monte Carlo Ocean City Downtown Ocean City 7.8/10 Good (1004) "We stayed for the week and it was an excellent stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shamar £66 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Ocean-City-Hotels-Hotel-Monte-Carlo-Ocean-City.h1866913.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774553/996623d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774553/418e7e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774553/f058e662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774553/f0204afe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Bel Air Bel Air 8.8/10 Excellent (426) "Wonderful staff and service. Pool and hot tub were not working which was disappointing to our son and general maintenance could be improved (closet doors off track and unusable, no dishwasher pods for dishwasher, etc) but overall convenient and good stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon £80 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Bel-Air-Hotels-Homewood-Suites-By-Hilton-Bel-Air.h2774553.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. 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[Flights from Dundee (DND) to Salisbury (SBY)](https://www.expedia.co.uk/lp/flights/dnd/sby/dundee-to-salisbury) - [Flights from Dublin (DUB) to Salisbury (SBY)](https://www.expedia.co.uk/lp/flights/dub/sby/dublin-to-salisbury) - [Flights from Edinburgh (EDI) to Salisbury (SBY)](https://www.expedia.co.uk/lp/flights/edi/sby/edinburgh-to-salisbury) - [Flights from East Midlands (EMA) to Salisbury (SBY)](https://www.expedia.co.uk/lp/flights/ema/sby/east-midlands-to-salisbury) - [Flights from Glasgow (GLA) to Salisbury (SBY)](https://www.expedia.co.uk/lp/flights/gla/sby/glasgow-to-salisbury) - [Flights from Washington (IAD) to Salisbury (SBY)](https://www.expedia.co.uk/lp/flights/iad/sby/washington-to-salisbury) - [Flights from Inverness (INV) to Salisbury (SBY)](https://www.expedia.co.uk/lp/flights/inv/sby/inverness-to-salisbury) - [Flights from New York (JFK) to Salisbury (SBY)](https://www.expedia.co.uk/lp/flights/jfk/sby/new-york-to-salisbury) - [Flights from Leeds (LBA) to Salisbury (SBY)](https://www.expedia.co.uk/lp/flights/lba/sby/leeds-to-salisbury) - 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[Cedar Hill Marina](https://www.expedia.co.uk/Cedar-Hill-Marina-Tyaskin.d553248621561879292.Attraction) - [Coco's Funhouse](https://www.expedia.co.uk/Cocos-Funhouse-Salisbury.d6312238.Attraction) - [Delmar Holidays](https://www.expedia.co.uk/Delmar.d55668.Holidays-City-Breaks) - [Eastern Shore Baseball Hall of Fame Museum](https://www.expedia.co.uk/Eastern-Shore-Baseball-Hall-Of-Fame-Museum-Salisbury.d553248621532662369.Attraction) - [Mardela Springs Holidays](https://www.expedia.co.uk/Mardela-Springs.d3000347926.Holidays-City-Breaks) - [Princess Anne Holidays](https://www.expedia.co.uk/Princess-Anne.d148385.Holidays-City-Breaks) - [Salisbury University](https://www.expedia.co.uk/Salisbury-University-Salisbury.d6172466.Attraction) - [Salisbury Zoo](https://www.expedia.co.uk/Salisbury-Zoo-Salisbury.d6203774.Attraction) - [Salisbury Holidays](https://www.expedia.co.uk/Salisbury.d6057491.Holidays-City-Breaks) - [Whitehaven Holidays](https://www.expedia.co.uk/Whitehaven.d3000440943.Holidays-City-Breaks) - [Alamo Rent A Car Rental Cars in Salisbury](https://www.expedia.co.uk/Alamo-Rent-A-Car-Car-Rentals-In-Salisbury.d6057491-c6.Car-Rental-Guide-Suppliers) - [Car hire Salisbury](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Salisbury.d6057491.Car-Hire-Guide) - [Enterprise Rental Cars in Salisbury](https://www.expedia.co.uk/Enterprise-Car-Rentals-In-Salisbury.d6057491-c15.Car-Rental-Guide-Suppliers) - [Thrifty Car Rental Rental Cars in Salisbury](https://www.expedia.co.uk/Thrifty-Car-Rental-Car-Rentals-In-Salisbury.d6057491-c45.Car-Rental-Guide-Suppliers) - [Salisbury Holiday Rentals](https://www.expedia.co.uk/Salisbury-Holiday-Rentals.d6057491.Travel-Guide-HolidayRentals) - [Book Winery Hotels in Eastern Maryland on Expedia.com](https://www.expedia.com/Eastern-Maryland-Hotels-Winery-Hotel.0-0-d6057488-tWineryHotel.Travel-Guide-Filter-Hotels)