Title: Book the Best Eastern Shore LUXURY Hotels - Upscale Hotels in Eastern Shore, MD | Expedia.ca [Eastern Shore Travel Guide](https://expedia.ca/Eastern-Shore.dx6025644)[Hotels in Eastern Shore](https://expedia.ca/Eastern-Shore-Hotels.d6025644.Travel-Guide-Hotels)[Vacation Rentals in Eastern Shore](https://expedia.ca/Eastern-Shore-Vacation-Rentals.d6025644.Travel-Guide-VacationRentals)[Flights to Eastern Shore](https://expedia.ca/Cheap-Flights-To-Eastern-Shore.d6025644.Travel-Guide-Flights)[Things to do in Eastern Shore](https://expedia.ca/Things-To-Do-In-Eastern-Shore.d6025644.Travel-Guide-Activities)[Eastern Shore Car Rentals](https://expedia.ca/Car-Rentals-In-Eastern-Shore.d6025644.Car-Rental-Guide)[Eastern Shore Vacation Packages](https://expedia.ca/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) # Find luxury hotels in Eastern Shore, MD - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](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 [Nov 22 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-11-22&endDate=2025-11-23&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-11-23&endDate=2025-11-24&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-11-28&endDate=2025-11-30&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-12-05&endDate=2025-12-07&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Eastern Shore Luxury Hotels ![Breakfast, lunch, dinner served; ocean views](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334.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) ![Interior](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/6a6b34d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/3dd4d01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Perry Cabin St. Michaels 9.6/10 Exceptional (369) "Friendly and attentive staff, good cleaning services" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan CA $566 CA $685 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) ![Dinner served](https://images.trvl-media.com/lodging/6000000/5310000/5308800/5308723/be8a1621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/6000000/5310000/5308800/5308723/82384fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/6000000/5310000/5308800/5308723/20605cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5310000/5308800/5308723/625fcac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at 202 Dover Easton 10/10 Exceptional (14) "Celebrated our 33rd anniversary here and enjoyed it thoroughly. Felt pampered and welcomed. Best B&B ever! Everything from the room to the food was exceptional. Every need was anticipated and met. Looking forward to our next visit. The quintessential "living like a king" experience." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James [](https://www.expedia.ca/Easton-Hotels-Inn-At-202-Dover.h5308723.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/11000000/10420000/10418900/10418825/7f2da0de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10420000/10418900/10418825/72ba00bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/11000000/10420000/10418900/10418825/86b96b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/11000000/10420000/10418900/10418825/d8545df2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lighthouse Club Hotel Midtown Ocean City 9.4/10 Exceptional (638) "Always a pleasant stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raymond CA $275 CA $305 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Ocean-City-Hotels-Lighthouse-Club-Hotel.h10418825.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/11000000/10420000/10418900/10418854/a3066fe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 Queen Bed, Fireplace, Bay View (Jacuzzi Left Bank) | Jetted tub](https://images.trvl-media.com/lodging/11000000/10420000/10418900/10418854/7d1eb1b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 Queen Bed, Fireplace, Bay View (Jacuzzi Left Bank) | Living area](https://images.trvl-media.com/lodging/11000000/10420000/10418900/10418854/52c5430a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 King Bed, Fireplace, Bay View (Jacuzzi Contemporary) | Jetted tub](https://images.trvl-media.com/lodging/11000000/10420000/10418900/10418854/ad0ecdb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Edge at Fager's Island Midtown Ocean City 9.4/10 Exceptional (183) "I love this place and would def stay again! It was perfect for our couple weekend getaway " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roxanne CA $346 CA $384 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Ocean-City-Hotels-The-Edge-At-Fagers-Island.h10418854.Hotel-Information) ![On the beach, beach yoga](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/10d78993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/deae0fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Oceanfront | Living area](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/3da0dd3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/045cc807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Ocean City Oceanfront Midtown Ocean City 9.0/10 Wonderful (1076) "Love the fact that the hotel is footsteps away from the beach and the view is amazing!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elliott CA $104 CA $116 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Ocean-City-Hotels-Dunes-Manor-Hotel-And-Dunes-Suites.h7731419.Hotel-Information) ![Standard Room, 2 Queen Beds, Oceanfront | Beach/ocean view](https://images.trvl-media.com/lodging/4000000/3670000/3660800/3660765/50868563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/4000000/3670000/3660800/3660765/298c40df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/4000000/3670000/3660800/3660765/9e9c92ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/4000000/3670000/3660800/3660765/52e157e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SeaLoft Oceanfront Hotel Midtown Ocean City 8.6/10 Excellent (383) "Great time with the family. Super walkable and beach front! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathalie [](https://www.expedia.ca/Ocean-City-Hotels-Atlantic-OceanFront-Inn.h3660765.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1503100/1503015/36d7c3e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1510000/1503100/1503015/97cdb5ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/2000000/1510000/1503100/1503015/786b228b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1510000/1503100/1503015/878fa9a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tidelands Caribbean Hotel and Suites Downtown Ocean City 7.0/10 Good (1197) "Good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fednel [](https://www.expedia.ca/Ocean-City-Hotels-Tidelands-Caribbean-Hotel-And-Suites.h1503015.Hotel-Information) ![Standard Room, 2 Queen Beds (No Pets Allowed)](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/971dc050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/0e716747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/2fcfbe0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 Bedroom (No Pets Allowed)](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/36be6bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fenwick Inn North Ocean City 8.8/10 Excellent (1994) "The room was very clean and the staff was friendly and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George [](https://www.expedia.ca/Ocean-City-Hotels-Fenwick-Inn.h62960.Hotel-Information) ![Suite, City View (2 Queens/Sofa, No pets allowed)](https://images.trvl-media.com/lodging/6000000/5460000/5458200/5458125/c2b93f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/6000000/5460000/5458200/5458125/3981ef84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, City View (No pets allowed) | Balcony](https://images.trvl-media.com/lodging/6000000/5460000/5458200/5458125/d980b9b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5460000/5458200/5458125/dc43c8de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Palms Inn & Suites North Ocean City 8.0/10 Very good (1000) "Enjoyed staying there! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leah [](https://www.expedia.ca/Ocean-City-Hotels-Coastal-Palms-Inn-Suites.h5458125.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/bedcc35b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/557a347e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/ec18bd5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/3a599b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Easton Inn & Suites Easton 9.2/10 Wonderful (1002) "Friendly check in and room was nice and updated " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gerald CA $182 CA $200 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Easton-Hotels-Best-Western-Plus-Easton-Inn-Suites.h6846089.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.ca/Hotel-Search?startDate=2025-12-06&endDate=2025-12-07®ionId=6025644&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_6025644) ## Find out more about Eastern Shore ### Eastern Shoreand its attractions for luxury travelers Eastern Shore, a picturesque region of the United States, offers a splendid array of experiences tailored for the discerning luxury traveller. Begin your journey in St. Michaels, where you can explore the charming boutiques and indulge in culinary delights at world-class restaurants overlooking the water. Next, set sail on a private yacht charter in the Chesapeake Bay, allowing you to revel in the stunning scenery while enjoying gourmet picnics prepared by local chefs. For those who appreciate history, a visit to the beautiful, historic Oxford offers an insight into the region's rich heritage, complete with elegant waterfront homes and delightful galleries. Adventure seekers can enjoy guided eco-tours through the pristine wetlands of Blackwater National Wildlife Refuge, where you can spot eagles and herons in their natural habitat. Finally, unwind at the luxurious Inn at Perry Cabin, where exquisite service meets serene surroundings, offering a perfect blend of relaxation and adventure. With its blend of opulence and authentic experiences, Eastern Shore beckons those seeking a refined escape. ## Top Eastern Shore Hotel Reviews ![Comfort Inn Ocean City Boardwalk](https://images.trvl-media.com/lodging/1000000/580000/570300/570278/51e3d9bd_y.jpg) ### Comfort Inn Ocean City Boardwalk 10/10 Excellent "Very friendly staff! Efficient check-in process and a nice clean room with a mini kitchen. " [](https://expedia.ca/Ocean-City-Hotels-Comfort-Inn-Boardwalk.h570278.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 very nice!!" [](https://expedia.ca/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 "Guest service member Mira was amazing. I was greeted as soon as I walked in, she helped me change my room and was willing to accommodate for the restaurant being closed. I will be going back.. SOON!! Thank you Mira." [](https://expedia.ca/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 "The room was very clean and the staff was friendly and helpful." [](https://expedia.ca/Ocean-City-Hotels-Fenwick-Inn.h62960.Hotel-Information) ![St Michaels Inn](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b_y.jpg) ### St Michaels Inn 10/10 Excellent "This is a charming little inn conveniently located right in St Michaels. The staff was great, the rooms clean, and plenty of parking. In the warmer months you can enjoy the pool and roomy outdoor seating areas." [](https://expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.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 "Staff was great" [](https://expedia.ca/Ocean-City-Hotels-Princess-Royale-Oceanfront-Resort.h21981.Hotel-Information) ![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 "Beautiful place with the BEST VIEW!!! Had a wonderful two night stay. Suites are worth every penny!!!! I will return soon" [](https://expedia.ca/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.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 "I love this place! " [](https://expedia.ca/Ocean-City-Hotels-Carousel-Resort-Hotel-Condominiums.h16138.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 "Yes very nice " [](https://expedia.ca/Ocean-City-Hotels-Hampton-Inn-Suites-Ocean-City.h5121459.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in St. Michaels](https://www.expedia.ca/5Star-St-Michaels-Hotels.s50-0-d5940.Travel-Guide-Filter-Hotels) - [Hotels near Avalon Theatre](https://www.expedia.ca/Avalon-Theatre-Hotels.0-l6286426-0.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Baltimore](https://www.expedia.ca/Baltimore-Hotels-Honeymoon-Hotels.0-0-d178235-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Baltimore](https://www.expedia.ca/Baltimore-Hotels-Hotels-With-A-Lazy-River.0-0-d178235-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - 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