Title: TOP Luxury Hotels in Eastern Shore, MD for 2026 - Eastern Shore Upscale Hotels | 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 luxury 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 Luxury Hotels Tonight [9 Jan - 10 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6025644&startDate=2026-01-09&endDate=2026-01-10&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [10 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6025644&startDate=2026-01-10&endDate=2026-01-11&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6025644&startDate=2026-01-09&endDate=2026-01-11&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6025644&startDate=2026-01-16&endDate=2026-01-18&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Eastern Shore luxury hotels ![Breakfast, lunch, dinner served; sea views ](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down duvets, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/12b2f8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Garden View | Garden view](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/b1a0ff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/7a7c860e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Perry Cabin [](https://www.expedia.co.uk/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) Downtown St. Michaels 9.6/10 Exceptional (373 reviews) "Friendly and attentive staff, good cleaning services" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan £420 includes taxes & fees 22 Jan - 23 Jan [](https://www.expedia.co.uk/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.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/b5b24819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/add99640.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) ### Hyatt Regency Chesapeake Bay [](https://www.expedia.co.uk/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) Cambridge 8.8/10 Excellent (1,005 reviews) "Great rooms, amenities, staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine £172 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.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) ![Dining](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/462e7c63.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) ![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) ### 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 (433 reviews) "Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rery £155 includes taxes & fees 18 Jan - 19 Jan [](https://www.expedia.co.uk/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.Hotel-Information) ![Dock](https://images.trvl-media.com/lodging/30000000/29320000/29313500/29313486/6c5e583a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/30000000/29320000/29313500/29313486/1fd64288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/30000000/29320000/29313500/29313486/e6e9277d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/30000000/29320000/29313500/29313486/ec46dfb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marvel's on the Creek [](https://www.expedia.co.uk/Secretary-Hotels-Marvels-On-The-Creek.h29313486.Hotel-Information) East New Market 10/10 Exceptional (161 reviews) "Clean & spacious room. Amazing hospitality. Excellent communication!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chin £154 includes taxes & fees 16 Jan - 17 Jan [](https://www.expedia.co.uk/Secretary-Hotels-Marvels-On-The-Creek.h29313486.Hotel-Information) ![In-room safe, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/a68045c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 4 Bedrooms, Balcony, Oceanfront | Living room | 55-inch flat-screen TV with premium TV channels, TV](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/fce3df34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/49cf595a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed, Balcony, Partial Ocean View | View from room](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/9ca3b695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Ocean City Oceanfront [](https://www.expedia.co.uk/Ocean-City-Hotels-DoubleTree-By-Hilton-Ocean-City-Oceanfront.h15096.Hotel-Information) Midtown Ocean City 9.0/10 Wonderful (1,001 reviews) "The location was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Monique £69 includes taxes & fees 14 Jan - 15 Jan [](https://www.expedia.co.uk/Ocean-City-Hotels-DoubleTree-By-Hilton-Ocean-City-Oceanfront.h15096.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/502613d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two queens terrace suite oceanfront | View from room](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/08fce822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/w3837h2872x3y3-4fbc1f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/a80bf281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Ocean City Oceanfront Suites [](https://www.expedia.co.uk/Ocean-City-Hotels-Hilton-Ocean-City-Oceanfront-Suites.h27630.Hotel-Information) Midtown Ocean City 8.8/10 Excellent (1,343 reviews) "The stay was very pleasant and relaxing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise £89 includes taxes & fees 18 Jan - 19 Jan [](https://www.expedia.co.uk/Ocean-City-Hotels-Hilton-Ocean-City-Oceanfront-Suites.h27630.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/10000000/9350000/9343300/9343273/5d60937f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/10000000/9350000/9343300/9343273/c958eca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9350000/9343300/9343273/6ae1d890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9350000/9343300/9343273/509e8b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ivy Hotel [](https://www.expedia.co.uk/Baltimore-Hotels-The-Ivy-Hotel.h9343273.Hotel-Information) Midtown 10/10 Exceptional (198 reviews) "Everything about this experience was excellent! From the valet to the concierge to the check-in person, there was a warmth and sense of pride working for and on behalf of the hotel. We have traveled the world and stayed in the best hotels, but this is by far, the best experience ever." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wonya [](https://www.expedia.co.uk/Baltimore-Hotels-The-Ivy-Hotel.h9343273.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/96000000/95420000/95417700/95417680/232b5209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/96000000/95420000/95417700/95417680/e2e9e4b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/96000000/95420000/95417700/95417680/5a66b3b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95420000/95417700/95417680/61a0d6db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Swanendele Inn at St. Mary's Maryland [](https://www.expedia.co.uk/Ridge-Hotels-Swanendele-Inn-At-St-Marys-Maryland.h95417680.Hotel-Information) Ridge 9.8/10 Exceptional (32 reviews) "Everything was perfect! Breakfast was amazing! The breakfast cakes to die for! Apple, Peach and Banana EXCELLENT! My mom told us about this amazing getaway! We so enjoyed it! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamsine [](https://www.expedia.co.uk/Ridge-Hotels-Swanendele-Inn-At-St-Marys-Maryland.h95417680.Hotel-Information) ![Couples treatment room(s), sauna, body treatments, aromatherapy](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603198/10587da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603198/8ec03773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603198/7d244de1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603198/f16c3307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Hotel Baltimore [](https://www.expedia.co.uk/Baltimore-Hotels-Four-Seasons-Hotel-Baltimore.h4603198.Hotel-Information) Harbor East 9.6/10 Exceptional (936 reviews) "5-Star service and the brunch was truly amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesse £351 includes taxes & fees 8 Feb - 9 Feb [](https://www.expedia.co.uk/Baltimore-Hotels-Four-Seasons-Hotel-Baltimore.h4603198.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19900/19839/21a25e35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19900/19839/9572f68e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; French cuisine ](https://images.trvl-media.com/lodging/1000000/20000/19900/19839/08446324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; French cuisine ](https://images.trvl-media.com/lodging/1000000/20000/19900/19839/37141b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Du Pont [](https://www.expedia.co.uk/Wilmington-Hotels-HOTEL-DU-PONT.h19839.Hotel-Information) Downtown Wilmington 8.8/10 Excellent (651 reviews) "We had a wonderful stay at this beautiful hotel. Our room was clean, spacious and very comfortable. The staff were friendly and helpful. The hotel's restaurant is also very good. I highly recommend Hotel Du Pont." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allison £368 includes taxes & fees 11 Jan - 12 Jan [](https://www.expedia.co.uk/Wilmington-Hotels-HOTEL-DU-PONT.h19839.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=2026-01-24&endDate=2026-01-25®ionId=6025644&adults=2&sort=LUXURY&star=40,50&openPlayBack=true) ## Find out more about Eastern Shore ### Eastern Shoreand its attractions for luxury travelers Eastern Shore, with its charming coastal towns and stunning landscapes, offers a wealth of experiences for discerning travellers seeking luxury. Begin your exploration in St. Michaels, where you can indulge in a private yacht charter on the tranquil Miles River, allowing you to soak in the picturesque views and perhaps spot some local wildlife. Next, head to the historic town of Easton, known for its vibrant arts scene; visit the Academy Art Museum and attend exclusive gallery openings while enjoying fine dining at one of the town's upscale restaurants. For a taste of nature, the Blackwater National Wildlife Refuge offers guided eco-tours, where you can witness the majestic bald eagles and serene marshlands in a luxury 4x4 vehicle. Don't miss the chance to unwind at one of the exquisite spas in Oxford, where bespoke treatments await you, tailored to rejuvenate and pamper. Finally, consider basing yourself in the opulent inns and boutique hotels found in these charming towns, where attentive service and elegant accommodation create a truly memorable stay. With easy access to all these experiences, the Eastern Shore promises both adventure and relaxation, making it a perfect getaway for the quality seeker. ## 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 "Spotless room, very clean hotel and restaurants. Friendly staff, amenities are great. My husband and I were there for 3 nights and to celebrate our Dec birthdays and New Year's Eve with our oceanfront room and it was wonderful. We loved it and will be back soon!" [](https://expedia.co.uk/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.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 front desk associate Liz was friendly and helpful. The property was clean and just overall a great experience." [](https://expedia.co.uk/Ocean-City-Hotels-Princess-Royale-Oceanfront-Resort.h21981.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 "It was a beautiful hotel with a great views! The lobby was my favorite place to hang out and catch up with my family!" [](https://expedia.co.uk/Ocean-City-Hotels-Dunes-Manor-Hotel-And-Dunes-Suites.h7731419.Hotel-Information) ![Fenwick Inn](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/971dc050_y.jpg) ### Fenwick Inn 10/10 Excellent "Clean room, friendly staff" [](https://expedia.co.uk/Ocean-City-Hotels-Fenwick-Inn.h62960.Hotel-Information) ![Holiday Inn Ocean City by IHG](https://images.trvl-media.com/lodging/1000000/30000/27300/27237/2c2c5ee3_y.jpg) ### Holiday Inn Ocean City by IHG 10/10 Excellent "I’ve been to quite a lot of hotels; this is the best hotel I’ve stayed at! The front desk staff was so polite and friendly. Rooms were exceptionally clean!! The shower grout was even clean! If I could give 6 stars I would. Can not wait to stay here again!" [](https://expedia.co.uk/Ocean-City-Hotels-Holiday-Inn-Ocean-City.h27237.Hotel-Information) ![Hampton Inn & Suites Ocean City/Bayfront-Convention Center](https://images.trvl-media.com/lodging/6000000/5130000/5121500/5121459/1116dd7f_y.jpg) ### Hampton Inn & Suites Ocean City/Bayfront-Convention Center 10/10 Excellent "Great location for a few days away!" [](https://expedia.co.uk/Ocean-City-Hotels-Hampton-Inn-Suites-Ocean-City.h5121459.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 "Beautiful view, fun game room, indoor pool, hot tub, sauna, ice rink, cafe’, friendly helpful staff and excellent housekeeping " [](https://expedia.co.uk/Ocean-City-Hotels-Carousel-Resort-Hotel-Condominiums.h16138.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 "Great rooms, amenities, staff" [](https://expedia.co.uk/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![The Shore House](https://images.trvl-media.com/lodging/4000000/3750000/3743000/3742941/cdb4342b_y.jpg) ### The Shore House 8/10 Good "The manger was very nice when we checked in. The room was clean. 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