Title: The Best 4 Star Hotels in Eastern Shore, MD from $94 | Expedia.com [Eastern Shore Travel Guide](https://expedia.com/Eastern-Shore.dx6025644)[Hotels in Eastern Shore](https://expedia.com/Eastern-Shore-Hotels.d6025644.Travel-Guide-Hotels)[Vacation Rentals in Eastern Shore](https://expedia.com/Eastern-Shore-Vacation-Rentals.d6025644.Travel-Guide-VacationRentals)[Flights to Eastern Shore](https://expedia.com/Cheap-Flights-To-Eastern-Shore.d6025644.Travel-Guide-Flights)[Things to do in Eastern Shore](https://expedia.com/Things-To-Do-In-Eastern-Shore.d6025644.Travel-Guide-Activities)[Car Rentals in Eastern Shore](https://expedia.com/Car-Rentals-In-Eastern-Shore.d6025644.Car-Rental-Guide)[Eastern Shore Vacation Packages](https://expedia.com/Eastern-Shore.d6025644.Destination-Travel-Guides) ![Long Wharf Park](https://images.trvl-media.com/place/6286116/d4aad82a-b6ac-4cb6-992a-8f51658bb937.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6286116/d4aad82a-b6ac-4cb6-992a-8f51658bb937.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/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 4 Star Hotels Tonight [Mar 3 - Mar 4](https://www.expedia.com/Hotel-Search?regionId=6025644&startDate=2026-03-03&endDate=2026-03-04&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 4 - Mar 5](https://www.expedia.com/Hotel-Search?regionId=6025644&startDate=2026-03-04&endDate=2026-03-05&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=6025644&startDate=2026-03-06&endDate=2026-03-08&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6025644&startDate=2026-03-13&endDate=2026-03-15&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Eastern Shore 4-star hotels ![Indoor pool, 2 outdoor pools, pool umbrellas, sun 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) ![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) ### Hyatt Regency Chesapeake Bay [](https://www.expedia.com/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) Cambridge 8.8/10 Excellent (1,001 reviews) "Great service, great food and drinks. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly $211 nightly $240 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/w3837h2872x3y3-4fbc1f93.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/w3840h2872x0y3-fb08b66d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Ocean City Oceanfront Suites [](https://www.expedia.com/Ocean-City-Hotels-Hilton-Ocean-City-Oceanfront-Suites.h27630.Hotel-Information) Midtown Ocean City 8.8/10 Excellent (1,350 reviews) "Great Stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tarek Mohamed $124 nightly $139 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Ocean-City-Hotels-Hilton-Ocean-City-Oceanfront-Suites.h27630.Hotel-Information) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/a68045c5.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) ![Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/2b54bb5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Ocean City Oceanfront [](https://www.expedia.com/Ocean-City-Hotels-DoubleTree-By-Hilton-Ocean-City-Oceanfront.h15096.Hotel-Information) Midtown Ocean City 9.0/10 Wonderful (1,004 reviews) "great experience with the kids for a nice weekend getaway in the winter" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Graham $84 nightly $94 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Ocean-City-Hotels-DoubleTree-By-Hilton-Ocean-City-Oceanfront.h15096.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) ![King Room in the Barn | Frette Italian sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/ece40ddc.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) ### The Inn at Chesapeake Bay Beach Club [](https://www.expedia.com/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.Hotel-Information) Stevensville 9.4/10 Exceptional (438 reviews) "Amazing rooms and service!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alicia $189 nightly $210 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1210000/1203100/1203044/faac4b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 3 Bedrooms, Kitchen, Oceanfront (Self Check-in with Virtual Front Desk) | Dining room](https://images.trvl-media.com/lodging/2000000/1210000/1203100/1203044/9ea4a226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 3 Bedrooms, Kitchen, Oceanfront (Self Check-in with Virtual Front Desk) | Pillowtop beds, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/2000000/1210000/1203100/1203044/4b39de5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/2000000/1210000/1203100/1203044/4212b336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kasa Ocean City Beach [](https://www.expedia.com/Ocean-City-Hotels-Kasa-Ocean-City-Beach.h1203044.Hotel-Information) North Ocean City 8.0/10 Very Good (732 reviews) "My family loved the location, and room layout." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Miriam [](https://www.expedia.com/Ocean-City-Hotels-Kasa-Ocean-City-Beach.h1203044.Hotel-Information) ![Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen](https://images.trvl-media.com/lodging/2000000/1730000/1721600/1721586/18678d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Cottage, 1 King Bed, River View | Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1730000/1721600/1721586/c5479a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/2000000/1730000/1721600/1721586/d1a8f617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/2000000/1730000/1721600/1721586/6aa17d59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Oaks Waterfront [](https://www.expedia.com/Easton-Hotels-The-Oaks-Waterfront-Inn.h1721586.Hotel-Information) Easton 10/10 Exceptional (41 reviews) "Staff, breakfast, and room were all superb!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey $489 nightly $538 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Easton-Hotels-The-Oaks-Waterfront-Inn.h1721586.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Eastern-Shore-Hotels.s40-0-d6025644.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Eastern-Shore-Hotels.s40-0-d6025644.Travel-Guide-Filter-Hotels) ## Explore similar 5-star hotels Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Eastern Shore. ![Inn at Perry Cabin](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Inn at Perry Cabin 308 Watkins Ln St. Michaels MD $371 nightly $408 total Mar 4 - Mar 5 Total with taxes and fees 9.6/10 Exceptional! (374 reviews) [](https://expedia.com/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) Still don't see what you're looking for? [See all properties in Eastern Shore.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F4%2F2026&endDate=3%2F5%2F2026®ionId=6025644&star=40) You can also use these popular filters to refine your search. [Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F4%2F2026&endDate=3%2F5%2F2026®ionId=6025644&star=40&star=40&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F4%2F2026&endDate=3%2F5%2F2026®ionId=6025644&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F4%2F2026&endDate=3%2F5%2F2026®ionId=6025644&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F4%2F2026&endDate=3%2F5%2F2026®ionId=6025644&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F4%2F2026&endDate=3%2F5%2F2026®ionId=6025644&star=40&star=40&amenities=WATER_PARK) 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. ## Learn more about Eastern Shore Charming coastal towns and pristine beaches dot the Chesapeake Bay's eastern shoreline, inviting you to explore maritime history and savor fresh seafood. Kayak through serene marshlands, visit Assateague Island's wild ponies, or take a scenic drive to discover quaint antique shops and waterfront restaurants. [See all hotels in Eastern Shore](https://www.expedia.com/Hotel-Search?startDate=2026-03-17&endDate=2026-03-18&adults=2®ionId=6025644) ![Long Wharf Park](https://images.trvl-media.com/place/6286116/d4aad82a-b6ac-4cb6-992a-8f51658bb937.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Eastern Shore Hotel Reviews ![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 "Room is clean and the staffs are very nice." [](https://expedia.com/Ocean-City-Hotels-Hilton-Ocean-City-Oceanfront-Suites.h27630.Hotel-Information) ![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg) ### Hyatt Regency Chesapeake Bay 6/10 Okay "The spa was relaxing, my room was clean and roomy." [](https://expedia.com/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ## Find out more about Eastern Shore The get-go of any trip gets started with selecting a spot. Eastern Shore has become a popular local with travelers because of everything it offers. But, "location, location, location" applies to more than just your destination. When you want to make your next trip extra special, it's all about where you stay each night. ### Accommodations as Beautiful as the City Eastern Shore saw hundreds of guests this past year, and Expedia's comment section features tips and tricks on which room will exceed your needs for an outstanding vacation. When you reserve a 4-star suite you can breathe easy knowing that these properties strive to fulfill your needs. These hotels work hard to make their facilities and grounds hospitable during your visit. You'll never need to search for a delectable dinner, to sustain your workout schedule, or an energizing plunge. Eastern Shore has dozens of fantastic lodgings that create the absolute perfect escape. Rooms have been fashioned to keep you as cozy as possible, with amenities like ultra-comfortable bedding, and in-room coffee or tea, and specially designed bathroom products. So, lay back and relax. Moreover, if you find yourself in need of anything else, you can be confident the staff will do their best to ensure you remain happy during your time. These hotels are so nice that you'll regret the day you have to leave. ### Book a 4-Star Hotel in Eastern Shore Today! Your getaway to Eastern Shore should be one that you'll reminisce over for years to come, and reserving a 4-star hotel will help create memories that are fabulous. Make sure to book soon. With so few hotels, and a lot of people desiring to take a trip to Eastern Shore, you may miss out on your perfect place. ## Frequently asked questions ### What are the best 4-star hotels in Eastern Shore? ### How much does it cost to stay in a 4-star hotel in Eastern Shore? > - Search for the lowest price from $408 ### What's the difference between 5-star and 4-star hotels in Eastern Shore? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Talbot Massage ](https://www.expedia.com/Talbot-Massage-Hotels.0-l553248621555566157-0.Travel-Guide-Filter-Hotels) - [Hotels near Easton Cycle and Sport ](https://www.expedia.com/Easton-Cycle-And-Sport-Hotels.0-l553248621532662348-0.Travel-Guide-Filter-Hotels) - [Easton Hotels ](https://www.expedia.com/Easton-Hotels.d7120.Travel-Guide-Hotels) - [4 Star Hotels in Easton ](https://www.expedia.com/4Star-Easton-Hotels.s40-0-d7120.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Easton ](https://www.expedia.com/5Star-Easton-Hotels.s50-0-d7120.Travel-Guide-Filter-Hotels) - 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