Title: TOP Romantic Hotels in Eastern Shore, MD for 2026 - Eastern Shore Romantic Getaways | Expedia.co.uk [Eastern Shore Travel Guide](https://expedia.co.uk/Eastern-Shore.dx6025644)[Hotels in Eastern Shore](https://expedia.co.uk/Eastern-Shore-Hotels.d6025644.Travel-Guide-Hotels)[Holiday Rentals in Eastern Shore](https://expedia.co.uk/Eastern-Shore-Holiday-Rentals.d6025644.Travel-Guide-HolidayRentals)[Flights to Eastern Shore](https://expedia.co.uk/Cheap-Flights-To-Eastern-Shore.d6025644.Travel-Guide-Flights)[Things to do in Eastern Shore](https://expedia.co.uk/Things-To-Do-In-Eastern-Shore.d6025644.Travel-Guide-Activities)[Eastern Shore Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Eastern-Shore.d6025644.Car-Hire-Guide)[Eastern Shore Holidays](https://expedia.co.uk/Eastern-Shore.d6025644.Holidays-City-Breaks) ![Long Wharf Park](https://images.trvl-media.com/place/6286116/d4aad82a-b6ac-4cb6-992a-8f51658bb937.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Eastern Shore, MD - ![](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 Shore Romantic Hotels Tonight [16 Dec - 17 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6025644&startDate=2025-12-16&endDate=2025-12-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [17 Dec - 18 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6025644&startDate=2025-12-17&endDate=2025-12-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6025644&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [26 Dec - 28 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6025644&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Eastern Shore romantic hotels ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/1969a1ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/18961763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/fc311cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room, 1 King Bed (Safari Suite (at Tidewater House)) | Premium bedding, down duvets, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/17d21ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tidewater Inn [](https://www.expedia.co.uk/Easton-Hotels-The-Tidewater-Inn.h1105532.Hotel-Information) Easton 8.8/10 Excellent (842) "Friendly staff, spotless room, great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven £147 includes taxes & fees 1 Jan - 2 Jan 2026 [](https://www.expedia.co.uk/Easton-Hotels-The-Tidewater-Inn.h1105532.Hotel-Information) ![Indoor pool, 2 outdoor pools, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/dac34e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/b5b24819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/9e0f5859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Chesapeake Bay [](https://www.expedia.co.uk/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) Cambridge 8.8/10 Excellent (1002) "Very courteous staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph £201 includes taxes & fees 1 Jan - 2 Jan 2026 [](https://www.expedia.co.uk/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/35e46ff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/4cb67a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/ad9cdd0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/7811430e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hotel Ocean City Oceanfront [](https://www.expedia.co.uk/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.Hotel-Information) Downtown Ocean City 9.0/10 Wonderful (3353) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jeffrey [](https://www.expedia.co.uk/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.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) ![Restaurant](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/cbbf2396.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) ### Kent Island Resort [](https://www.expedia.co.uk/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.Hotel-Information) Stevensville 9.2/10 Wonderful (128) "The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £146 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2475100/2475053/4f3138fd.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) ### 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 (1004) "Amazing hotel and staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorielen £73 includes taxes & fees 1 Jan - 2 Jan 2026 [](https://www.expedia.co.uk/Ocean-City-Hotels-Courtyard-Ocean-City-Oceanfront.h2475053.Hotel-Information) ![Front of property – evening/night](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/986ce82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Single Room | Frette Italian sheets, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/ece40ddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/49680cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/462e7c63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Chesapeake Bay Beach Club [](https://www.expedia.co.uk/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.Hotel-Information) Stevensville 9.4/10 Exceptional (430) "Very nice and clean! Only complaints A few stains on the couch And no body lotion. We really enjoyed our stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DEANNA £172 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.Hotel-Information) ![Suite, 1 Bedroom, Balcony | Premium bedding, down duvets, Tempur-Pedic beds, in-room safe](https://images.trvl-media.com/lodging/16000000/15230000/15228300/15228207/9196f64a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, lobby lounge](https://images.trvl-media.com/lodging/16000000/15230000/15228300/15228207/43987707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15230000/15228300/15228207/5e4d4337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/16000000/15230000/15228300/15228207/36d07599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Ocean City [](https://www.expedia.co.uk/Ocean-City-Hotels-Residence-Inn-By-Marriott-Ocean-City.h15228207.Hotel-Information) Midtown Ocean City 9.0/10 Wonderful (1000) "Love staying here" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynammon £67 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Ocean-City-Hotels-Residence-Inn-By-Marriott-Ocean-City.h15228207.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/29eaf7d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Oceanfront | Premium bedding, in-room safe, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/5e752c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/fe6e5e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, beach views ](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/55df329a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Princess Royale Oceanfront Resort [](https://www.expedia.co.uk/Ocean-City-Hotels-Princess-Royale-Oceanfront-Resort.h21981.Hotel-Information) North Ocean City 8.6/10 Excellent (2300) "Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) scott [](https://www.expedia.co.uk/Ocean-City-Hotels-Princess-Royale-Oceanfront-Resort.h21981.Hotel-Information) ![Premium bedding, in-room safe, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/27300/27237/9bb141ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, pool loungers](https://images.trvl-media.com/lodging/1000000/30000/27300/27237/731b367f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27300/27237/b5f596d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine ](https://images.trvl-media.com/lodging/1000000/30000/27300/27237/5d174fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Ocean City by IHG [](https://www.expedia.co.uk/Ocean-City-Hotels-Holiday-Inn-Ocean-City.h27237.Hotel-Information) North Ocean City 8.4/10 Very good (1004) "Clean rooms and very polite staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracie £54 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Ocean-City-Hotels-Holiday-Inn-Ocean-City.h27237.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210325/fab6537a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210325/2fd532a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast ](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210325/e2305d08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210325/6a7c0132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hummingbird Inn [](https://www.expedia.co.uk/Easton-Hotels-Hummingbird-Inn.h1210325.Hotel-Information) Easton 10/10 Exceptional (86) "The kindest most sweetest checkin" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole [](https://www.expedia.co.uk/Easton-Hotels-Hummingbird-Inn.h1210325.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=2025-12-30&endDate=2025-12-31®ionId=6025644&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Eastern Shore ### Eastern Shore attractions for couples Eastern Shore, a hidden gem on the Atlantic coast, offers a delightful mix of adventure and relaxation for families and discerning travellers alike. Start your journey in the charming town of St. Michaels, where you can explore the Chesapeake Bay Maritime Museum, a paradise of local history and maritime culture. After soaking in the sights, hop aboard a scenic cruise to witness the breathtaking views of the bay and its wildlife. For those who prefer land adventures, the Blackwater National Wildlife Refuge provides ample opportunities for birdwatching and hiking through lush trails. Don't miss the chance to visit the picturesque Oxford, known for its quaint shops and the Oxford-Bellevue Ferry, which offers a unique crossing experience. Finally, the vibrant town of Easton is perfect for shopping and dining, featuring farm-to-table restaurants that showcase the region's fresh seafood and local produce. When it comes to accommodation, staying in St. Michaels offers a delightful experience with charming inns and waterfront hotels that cater to families seeking comfort and quality service. Enjoy exploring the local boutiques by day and unwinding by the water in the evening, knowing that attentive staff are always ready to help you make the most of your stay. With a blend of natural beauty, charming towns, and quality experiences, Eastern Shore provides both adventure and relaxation, making it an ideal choice for family getaways. ## Top Eastern Shore Hotel Reviews ![Grand Hotel Ocean City Oceanfront](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/35e46ff3_y.jpg) ### Grand Hotel Ocean City Oceanfront 10/10 Excellent "Courteous staff, nice clean room with ocean view " [](https://expedia.co.uk/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.Hotel-Information) ![Hilton Ocean City Oceanfront Suites](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/502613d6_y.jpg) ### Hilton Ocean City Oceanfront Suites 10/10 Excellent "the room was spotless-and I am picky! The staff was friendly and helpful." [](https://expedia.co.uk/Ocean-City-Hotels-Hilton-Ocean-City-Oceanfront-Suites.h27630.Hotel-Information) ![Hilton Garden Inn Ocean City Oceanfront](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/10d78993_y.jpg) ### Hilton Garden Inn Ocean City Oceanfront 10/10 Excellent "Friendly staff, clean hotel, great food and service at Solstice as well! Late check out was a bonus too! Thank you for your Hospitality " [](https://expedia.co.uk/Ocean-City-Hotels-Dunes-Manor-Hotel-And-Dunes-Suites.h7731419.Hotel-Information) ![Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront](https://images.trvl-media.com/lodging/1000000/10000/2300/2292/e439a1ab_y.jpg) ### Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront 10/10 Excellent "The hotel is older, but the rooms are updated. We’ve stayed here many times. They’re pet friendly, which is a big plus. " [](https://expedia.co.uk/Ocean-City-Hotels-Howard-Johnson-Plaza-Hotel-By-Wyndham-Ocean-City-Oceanfront.h2292.Hotel-Information) ![Carousel Resort Hotel & Condominiums](https://images.trvl-media.com/lodging/1000000/20000/16200/16138/72fa8dcb_y.jpg) ### Carousel Resort Hotel & Condominiums 10/10 Excellent "Yes, everything was great, i love this hotel" [](https://expedia.co.uk/Ocean-City-Hotels-Carousel-Resort-Hotel-Condominiums.h16138.Hotel-Information) ![Princess Royale Oceanfront Resort](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/b0fe2b94_y.jpg) ### Princess Royale Oceanfront Resort 10/10 Excellent "The entire stay was amazing! We will definitely be booking a future vacation. " [](https://expedia.co.uk/Ocean-City-Hotels-Princess-Royale-Oceanfront-Resort.h21981.Hotel-Information) ![Fenwick Inn](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/971dc050_y.jpg) ### Fenwick Inn 10/10 Excellent "The room was very clean, the pool was great, the restaurant upstairs was great and the breakfast was very good. " [](https://expedia.co.uk/Ocean-City-Hotels-Fenwick-Inn.h62960.Hotel-Information) ![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg) ### Hyatt Regency Chesapeake Bay 10/10 Excellent "Enjoyed everything about my one night stay. The staff was very hospitable and accommodating. The room was awesome with a very nice view of the surrounding water. Overall, a very positive experience. " [](https://expedia.co.uk/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![SeaLoft Oceanfront Hotel](https://images.trvl-media.com/lodging/4000000/3670000/3660800/3660765/50868563_y.jpg) ### SeaLoft Oceanfront Hotel 10/10 Excellent "Our view was amazing! Nice amenities and staff was so friendly and helpful. Our first stay at SeaLoft...already booking for next summer." [](https://expedia.co.uk/Ocean-City-Hotels-Atlantic-OceanFront-Inn.h3660765.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - More ways to book - [5 Star Hotels in Royal Oak ](https://www.expedia.co.uk/5Star-Royal-Oak-Hotels.s50-0-d6047042.Travel-Guide-Filter-Hotels) - [Algonquin Hotels ](https://www.expedia.co.uk/Algonquin-Hotels.d553248635975860123.Travel-Guide-Hotels) - [Bozman Hotels ](https://www.expedia.co.uk/Bozman-Hotels.d3000440434.Travel-Guide-Hotels) - [Beach Resorts & in Cambridge ](https://www.expedia.co.uk/Cambridge-Hotels-Beach-Hotels.0-0-d6608-tBeachHotels.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Cambridge ](https://www.expedia.co.uk/Cambridge-Hotels-Budget-Hotels.0-0-d6608-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Casino Hotels in Cambridge ](https://www.expedia.co.uk/Cambridge-Hotels-Casino-Hotel.0-0-d6608-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Cambridge ](https://www.expedia.co.uk/Cambridge-Hotels-Gay-Friendly-Hotel.0-0-d6608-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - 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