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) ![Choptank River Lighthouse](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253262-Eastern-Maryland.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Eastern Shore, MD ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-10-02&endDate=2025-10-03&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-10-03&endDate=2025-10-04&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## 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) ![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/2de6ebed.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) ![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) ### Inn at Perry Cabin St. Michaels 9.6/10 Exceptional (364) "Beautiful place to stay." CA $696 CA $842 total includes taxes & fees Nov 2 - Nov 3 [](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) ![Exterior](https://images.trvl-media.com/lodging/6000000/5310000/5308800/5308723/w264h344x4y2-b20fcf10.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) ![Room](https://images.trvl-media.com/lodging/6000000/5310000/5308800/5308723/82384fab.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." [](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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10420000/10418900/10418825/72ba00bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Room, 1 King Bed](https://images.trvl-media.com/lodging/11000000/10420000/10418900/10418825/32e14359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lighthouse Club Hotel Midtown Ocean City 9.4/10 Exceptional (627) "Great stay, nice balcony view, jacuzzi in the room, comfortable bed, breakfast included! " CA $272 CA $302 total includes taxes & fees Oct 13 - Oct 14 [](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 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) ![Balcony view](https://images.trvl-media.com/lodging/11000000/10420000/10418900/10418854/e00e5bb6.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) ### The Edge at Fager's Island Midtown Ocean City 9.4/10 Exceptional (172) "Awesome location and Adults only!!!" CA $342 CA $380 total includes taxes & fees Oct 13 - Oct 14 [](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) ![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) ![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) ### Hilton Garden Inn Ocean City Oceanfront Midtown Ocean City 9.0/10 Wonderful (1098) "Loved our stay,the rooms are spacious and clean, very friendly hotel personal. Looking forward to our next stay. " CA $117 CA $130 total includes taxes & fees Nov 2 - Nov 3 [](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) ![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) ![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) ### SeaLoft Oceanfront Hotel Midtown Ocean City 8.6/10 Excellent (358) "Pet friendly and great access to the beach" CA $110 CA $123 total includes taxes & fees Oct 12 - Oct 13 [](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 Queen Ocean Front Efficiency | Living area](https://images.trvl-media.com/lodging/2000000/1510000/1503100/1503015/cc0485a0.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 (1175) "Was a nice stay. " CA $96 CA $128 total includes taxes & fees Oct 6 - Oct 7 [](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) ![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) ![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/dc9cbbdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fenwick Inn North Ocean City 8.8/10 Excellent (2009) "It’s a nice hotel and great location " CA $99 CA $131 total includes taxes & fees Oct 13 - Oct 14 [](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) ![Exterior](https://images.trvl-media.com/lodging/6000000/5460000/5458200/5458125/dc43c8de.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/6000000/5460000/5458200/5458125/454b91a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Palms Inn & Suites North Ocean City 7.8/10 Good (1000) "Enjoyed staying there! " CA $97 CA $108 total includes taxes & fees Oct 8 - Oct 9 [](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) ![Breakfast area](https://images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/3a599b65.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) ![Business centre](https://images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/66584417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Easton Inn & Suites Easton 9.2/10 Wonderful (1012) "Great overall stay" CA $194 CA $213 total includes taxes & fees Oct 5 - Oct 6 [](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=2025-10-16&endDate=2025-10-17®ionId=6025644&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## 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 ![Carousel Resort Hotel & Condominiums](//images.trvl-media.com/lodging/1000000/20000/16200/16138/72fa8dcb_y.jpg) ### Carousel Resort Hotel & Condominiums 10/10 Excellent "How they had everything at your fingertips." [](https://expedia.ca/Ocean-City-Hotels-Carousel-Resort-Hotel-Condominiums.h16138.Hotel-Information) ![Ashore Resort & Beach Club](//images.trvl-media.com/lodging/1000000/30000/20400/20346/e36f7efc_y.jpg) ### Ashore Resort & Beach Club 10/10 Excellent "The hotel was uptown . It was quiet but I missed being by the boardwalk." [](https://expedia.ca/Ocean-City-Hotels-Clarion-Resort-Fontainebleau-Hotel-Oceanfront.h20346.Hotel-Information) ![Crystal Beach Hotel](//images.trvl-media.com/lodging/5000000/4590000/4584500/4584433/c45fe589_y.jpg) ### Crystal Beach Hotel 10/10 Excellent "Nice Hotel " [](https://expedia.ca/Ocean-City-Hotels-Crystal-Beach-Hotel.h4584433.Hotel-Information) ![Grand Hotel Ocean City Oceanfront](//images.trvl-media.com/lodging/1000000/810000/800800/800771/35e46ff3_y.jpg) ### Grand Hotel Ocean City Oceanfront 10/10 Excellent "Yes wonderful view " [](https://expedia.ca/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.Hotel-Information) ![Fenwick Inn](//images.trvl-media.com/lodging/1000000/70000/63000/62960/971dc050_y.jpg) ### Fenwick Inn 10/10 Excellent "Shops nearby" [](https://expedia.ca/Ocean-City-Hotels-Fenwick-Inn.h62960.Hotel-Information) ![Princess Royale Oceanfront Resort](//images.trvl-media.com/lodging/1000000/30000/22000/21981/b0fe2b94_y.jpg) ### Princess Royale Oceanfront Resort 10/10 Excellent "Great view " [](https://expedia.ca/Ocean-City-Hotels-Princess-Royale-Oceanfront-Resort.h21981.Hotel-Information) ![Quality Inn Ocean City Beachfront](//images.trvl-media.com/lodging/1000000/10000/6800/6796/e31fb3ed_y.jpg) ### Quality Inn Ocean City Beachfront 10/10 Excellent "Good times" [](https://expedia.ca/Ocean-City-Hotels-Econo-Lodge-Oceanfront.h6796.Hotel-Information) ![Hotel Monte Carlo Ocean City](//images.trvl-media.com/lodging/2000000/1870000/1867000/1866913/8bf1c888_y.jpg) ### Hotel Monte Carlo Ocean City 10/10 Excellent "It was great !" [](https://expedia.ca/Ocean-City-Hotels-Hotel-Monte-Carlo-Ocean-City.h1866913.Hotel-Information) ![Hilton Ocean City Oceanfront Suites](//images.trvl-media.com/lodging/1000000/30000/27700/27630/502613d6_y.jpg) ### Hilton Ocean City Oceanfront Suites 10/10 Excellent "Huge Clean room loved the kitchen,beach veiws excellent service throughout hotel, 32 palm excellent food , beautiful property all around and excellent staff" [](https://expedia.ca/Ocean-City-Hotels-Hilton-Ocean-City-Oceanfront-Suites.h27630.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) - 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