Title: TOP Winery Hotels in Eastern Maryland, MD for 2026 | 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) ![Downtown Cambridge showing a small town or village](https://images.trvl-media.com/place/553248635149747882/72703a4a-14bd-488e-9180-27d7ca723850.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 [18 Dec - 19 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6057488&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [19 Dec - 20 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6057488&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6057488&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Dec - 28 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6057488&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Eastern Maryland hotels with winery ![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/eb718924.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/14000000/13280000/13279600/13279522/54e2685b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/e607fa92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/41a02ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Place Hotel [](https://www.expedia.co.uk/Ocean-City-Hotels-Park-Place-Hotel.h13279522.Hotel-Information) Downtown Ocean City 9.2/10 Wonderful (1054) "Great location, friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yun-Ping £52 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Ocean-City-Hotels-Park-Place-Hotel.h13279522.Hotel-Information) ![Free daily full breakfast ](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/f2092e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/9a7a154a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/a1387f46.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/2000000/1710000/1700800/1700736/3c69f06e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Chestertown [](https://www.expedia.co.uk/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information) Chestertown 8.6/10 Excellent (860) "Everything was well!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ahmed £84 includes taxes & fees 23 Dec - 24 Dec [](https://www.expedia.co.uk/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/66000000/65330000/65328000/65327947/ff957644.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/66000000/65330000/65328000/65327947/1bbd1ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/66000000/65330000/65328000/65327947/ca9c2666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Bel Air [](https://www.expedia.co.uk/Bel-Air-Hotels-Hilton-Garden-Inn-Bel-Air.h65327947.Hotel-Information) Bel Air 9.2/10 Wonderful (228) "Friendly staff, clean hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly £77 includes taxes & fees 9 Jan - 10 Jan 2026 [](https://www.expedia.co.uk/Bel-Air-Hotels-Hilton-Garden-Inn-Bel-Air.h65327947.Hotel-Information) ![Premium bedding, down duvets, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/w3837h2556x3y3-8b958879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/83b7c1f9.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/a9dfd72e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/793897ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Ocean City / Oceanfront [](https://www.expedia.co.uk/Ocean-City-Hotels-Hyatt-Place-Ocean-City-Oceanfront.h23511859.Hotel-Information) Downtown Ocean City 9.0/10 Wonderful (1588) "Room was very clean, staff were the best.would definitely recommend staying there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary £67 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Ocean-City-Hotels-Hyatt-Place-Ocean-City-Oceanfront.h23511859.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/3000000/2480000/2475100/2475053/9a672eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/3000000/2480000/2475100/2475053/19cea38d.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/b40314a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking, Oceanfront 1st Floor | View from room](https://images.trvl-media.com/lodging/3000000/2480000/2475100/2475053/3f0d63a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard Ocean City Oceanfront [](https://www.expedia.co.uk/Ocean-City-Hotels-Courtyard-Ocean-City-Oceanfront.h2475053.Hotel-Information) Downtown Ocean City 9.2/10 Wonderful (1001) "Amazing hotel and staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorielen £70 includes taxes & fees 11 Jan - 12 Jan 2026 [](https://www.expedia.co.uk/Ocean-City-Hotels-Courtyard-Ocean-City-Oceanfront.h2475053.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774553/f058e662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774553/cf0869c7.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) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774553/2279c753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Bel Air [](https://www.expedia.co.uk/Bel-Air-Hotels-Homewood-Suites-By-Hilton-Bel-Air.h2774553.Hotel-Information) Bel Air 8.8/10 Excellent (437) "We had a great stay here! The room was clean and the beds were very comfortable, even the pull out sofa. The breakfast buffet had a good number of options. All of the staff we encountered were so friendly and helpful. My kids enjoyed the pool, and the hot tub was the cleanest - I even went in! We would stay here again the next time we are in the area! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Holly £78 includes taxes & fees 1 Jan - 2 Jan 2026 [](https://www.expedia.co.uk/Bel-Air-Hotels-Homewood-Suites-By-Hilton-Bel-Air.h2774553.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/43000000/42380000/42378900/42378873/c81cf203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42380000/42378900/42378873/215f0904.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) ![Interior detail](https://images.trvl-media.com/lodging/43000000/42380000/42378900/42378873/62134013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gillis Grier Bed & Breakfast [](https://www.expedia.co.uk/Salisbury-Hotels-Gillis-Grier-Bed-And-Breakfast.h42378873.Hotel-Information) Salisbury 10/10 Exceptional (165) "They have made my stay feel like I am family " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julia [](https://www.expedia.co.uk/Salisbury-Hotels-Gillis-Grier-Bed-And-Breakfast.h42378873.Hotel-Information) ![Suite, 2 Queen Beds, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535860/a0122816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535860/f06ff3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535860/9cdfab37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535860/8836fadd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wingate by Wyndham North East [](https://www.expedia.co.uk/North-East-Hotels-Best-Western-North-East-Inn.h1535860.Hotel-Information) North East 8.0/10 Very good (949) "Room was clean and staff were friendly. They provided a nice breakfast with plenty of options. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy £75 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/North-East-Hotels-Best-Western-North-East-Inn.h1535860.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/5700/5604/7762f1e3.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) ![Room, 2 Queen Beds, Non Smoking, Bay View | Blackout curtains, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/10000/5700/5604/80db1a62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/5700/5604/a3a4bc50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Gold Coast [](https://www.expedia.co.uk/Ocean-City-Hotels-Comfort-Inn-Gold-Coast.h5604.Hotel-Information) North Ocean City 8.2/10 Very good (1002) "Staff upon arrival was amazing, the room was great too. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Latasha £56 includes taxes & fees 23 Dec - 24 Dec [](https://www.expedia.co.uk/Ocean-City-Hotels-Comfort-Inn-Gold-Coast.h5604.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/c1ae5468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/a5883b4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/4791e965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/8f79d270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quarry Landing - Center of Town & River View - 3 Bedroom [](https://www.expedia.co.uk/Port-Deposit-Hotels-Cheerful-3-Bedroom-Cottage-In-The-Center-Of-Town-Located-On-High-Street.h82880842.Hotel-Information) Port Deposit 10/10 Exceptional (11) "Was a great stay would definitely stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jerel p. £176 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Port-Deposit-Hotels-Cheerful-3-Bedroom-Cottage-In-The-Center-Of-Town-Located-On-High-Street.h82880842.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=2026-01-01&endDate=2026-01-02®ionId=6057488&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Eastern Maryland Hotel Reviews ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - More ways to book - [Adults Only Resorts & in Berlin ](https://www.expedia.co.uk/Berlin-Hotels-Adults-Only-Resorts.0-0-d79155-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Casino Hotels in Berlin ](https://www.expedia.co.uk/Berlin-Hotels-Casino-Hotel.0-0-d79155-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Berlin ](https://www.expedia.co.uk/Berlin-Hotels-Gay-Friendly-Hotel.0-0-d79155-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Waterpark in Berlin ](https://www.expedia.co.uk/Berlin-Hotels-Waterpark-Hotel.0-0-d79155-twaterparkhotel.Travel-Guide-Filter-Hotels) - [Beach Resorts & in Cambridge ](https://www.expedia.co.uk/Cambridge-Hotels-Beach-Hotels.0-0-d6608-tBeachHotels.Travel-Guide-Filter-Hotels) - 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