Title: TOP Hotels with Connecting Rooms in Eastern Shore, MD for 2026 | 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) # Search Hotels with Connecting Rooms in Eastern Shore - ![](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 Hotels with Connecting Rooms Tonight [9 Dec - 10 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6025644&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [10 Dec - 11 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6025644&startDate=2025-12-10&endDate=2025-12-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6025644&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next 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) ## Our top choices for Eastern Shore hotels with connecting rooms ![Room, 2 Queen Beds, Accessible, Non Smoking | In-room safe, desk, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/578c88da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/5fd5a22d.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/3000000/2220000/2212000/2211931/92723811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/81a5393a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Salisbury/Fruitland Fruitland 9.2/10 Wonderful (1000) "Amazingly friendly staff. Welcoming and heart warming, had to extend a night due to car issues, they were able to facilitate us with no issues, and being a part of hilton honors it's like going home." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Haitham £69 includes taxes & fees 2 Jan - 3 Jan 2026 [](https://www.expedia.co.uk/Salisbury-Hotels-Hampton-Inn-Suites-Fruitland.h2211931.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/a8fad934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/2c8e8566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/8e62a1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/5139c564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Annapolis East-Kent Island by IHG Grasonville 9.2/10 Wonderful (930) "nice, clean, up to date, budget friendly hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mike £72 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/b98ae621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/3a0853bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hotel Ocean City Oceanfront Downtown Ocean City 9.0/10 Wonderful (3348) "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) ![Indoor pool](https://images.trvl-media.com/lodging/49000000/48880000/48879900/48879813/51dd071f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/49000000/48880000/48879900/48879813/435b930e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/49000000/48880000/48879900/48879813/19f3981d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Electric vehicle-charging station](https://images.trvl-media.com/lodging/49000000/48880000/48879900/48879813/34985384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru by Hilton Ocean City Bayside Midtown Ocean City 9.0/10 Wonderful (1003) "Great staff, comfortable rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie £56 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Ocean-City-Hotels-Tru-By-Hilton-Ocean-City-Bayside.h48879813.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/af06ef71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/585cd9b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Chesapeake Bay Cambridge 8.8/10 Excellent (1002) "Very courteous staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph £172 includes taxes & fees 15 Dec - 16 Dec [](https://www.expedia.co.uk/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/fc311cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/e0eae32d.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) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/1969a1ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tidewater Inn Easton 8.8/10 Excellent (841) "Friendly staff, spotless room, great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven £148 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Easton-Hotels-The-Tidewater-Inn.h1105532.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) ![Penthouse, 3 Bedrooms, Oceanfront | View from room](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/c287fac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Penthouse, 3 Bedrooms, Oceanfront | Bathroom | Combined shower/bathtub, jetted bath, rainfall showerhead](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/7a852b87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillow-top beds, in-room safe, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/7be52a0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Ocean City Oceanfront Suites Midtown Ocean City 8.8/10 Excellent (1340) "Really enjoyed my stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stella £89 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Ocean-City-Hotels-Hilton-Ocean-City-Oceanfront-Suites.h27630.Hotel-Information) ![Room, 1 King Bed, Accessible, Non Smoking (Mobility/Hearing Impaired) | Premium bedding, pillow-top beds, desk, blackout curtains](https://images.trvl-media.com/lodging/2000000/1290000/1283800/1283746/76b07b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 2 Double Beds, Non Smoking (Oversized) | Premium bedding, pillow-top beds, desk, blackout curtains](https://images.trvl-media.com/lodging/2000000/1290000/1283800/1283746/eceeb6c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1290000/1283800/1283746/051e307b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/2000000/1290000/1283800/1283746/444bee4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Newark - Elkton Elkton 9.0/10 Wonderful (1000) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy £80 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Elkton-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Newark-Elkton.h1283746.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1440000/1438800/1438753/2ce71ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1440000/1438800/1438753/e1aeb676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1440000/1438800/1438753/a484485d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1440000/1438800/1438753/9f4d0a5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Salisbury Salisbury 8.6/10 Excellent (959) "Staff was very nice and kind. Hotel was clean and organized " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gokhan £90 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Salisbury-Hotels-Courtyard-Marriott-Salisbury.h1438753.Hotel-Information) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2475100/2475053/4f3138fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2480000/2475100/2475053/c89c29dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard Ocean City Oceanfront Downtown Ocean City 9.2/10 Wonderful (1002) "Amazing hotel and staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorielen £69 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Ocean-City-Hotels-Courtyard-Ocean-City-Oceanfront.h2475053.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=2025-12-24&endDate=2025-12-25®ionId=6025644&adults=2&room_amenities_group_explore=connecting_rooms_available&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Eastern Shore ### Discover top Eastern Shore attractions The Eastern Shore of the United States beckons adventurous families with a multitude of activities and picturesque landscapes. Start your explorations in St. Michaels, where you can visit the Chesapeake Bay Maritime Museum to dive into the region's rich nautical history, or take a charming boat tour along the bay, spotting playful dolphins and majestic herons. For outdoor enthusiasts, Assateague Island National Seashore offers pristine beaches and the chance to see the famous wild ponies galloping through the surf. Families can also enjoy a fun day at Ocean City, where the vibrant boardwalk and amusement parks provide thrills for all ages, from roller coasters to classic arcades. Don’t miss the chance to savour the exquisite local seafood at quaint waterfront restaurants, particularly the renowned crab cakes and oysters. For a luxurious stay, consider the historic town of Easton, which boasts elegant boutique hotels and charming inns that blend modern comfort with classic charm. Here, you can stroll through tree-lined streets, enjoy delightful shops and galleries, and unwind at spa facilities that cater to your every need, ensuring an experience that balances adventure with relaxation. ## 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 "Front desk Kyle was great! Room was wonderful! Great stay!" [](https://expedia.co.uk/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.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 "The room was clean and comfortable. It was nice that the hotel has a restaurant/bar area. We enjoyed dinner there one evening. " [](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 "Great off season stay, room was clean and staff was great!" [](https://expedia.co.uk/Ocean-City-Hotels-Howard-Johnson-Plaza-Hotel-By-Wyndham-Ocean-City-Oceanfront.h2292.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) ![Carousel Resort Hotel & Condominiums](https://images.trvl-media.com/lodging/1000000/20000/16200/16138/72fa8dcb_y.jpg) ### Carousel Resort Hotel & Condominiums 10/10 Excellent "staff very curtious" [](https://expedia.co.uk/Ocean-City-Hotels-Carousel-Resort-Hotel-Condominiums.h16138.Hotel-Information) ![Fenwick Inn](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/971dc050_y.jpg) ### Fenwick Inn 10/10 Excellent "The ONLY COMPLAINT was the lack of courtesy from a senior front desk employee. Never a smile or courteous demeanor given during our stay. Ask a question and always got abrupt answers. My complaint was shared along with other family members and guests. This is not a reprimand on his demeanor but a suggestion to make known to him a customer especially during the holiday season should be responded to with a friendly approach. The curmudgeon personality was not at all acceptable. Otherwise our stay at the Fenwick was delightful. " [](https://expedia.co.uk/Ocean-City-Hotels-Fenwick-Inn.h62960.Hotel-Information) ## Frequently asked questions ### How much do hotels with connecting rooms in Eastern Shore cost? ### What are the best hotels with connecting rooms in Eastern Shore? ### How many hotels with adjoining rooms are there in Eastern Shore? ### Are there any family-friendly hotels with connecting rooms in Eastern Shore? ### Why book your hotel with connecting rooms in Eastern Shore with Expedia? ### How can I find cheap hotels with connecting rooms in Eastern Shore? ### What is there to do in Eastern Shore near my hotel with connecting rooms? ## 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) - 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