Title: Book the Best Hotels with POOL in Eastern Shore in 2025 | 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 Hotels with a Pool 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 Hotels with a Pool Tonight [Nov 19 - Nov 20](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-11-19&endDate=2025-11-20&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 20 - Nov 21](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-11-20&endDate=2025-11-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-11-21&endDate=2025-11-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Eastern Shore Hotels with a Pool ![Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/64fbb678.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) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/11c5a97e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room, 1 King Bed, Accessible, Bathtub (Mobility & Hearing) | Living area](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/1c228349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Ocean City Oceanfront Midtown Ocean City 9.0/10 Wonderful (1000) "The room was clean,the staff was friendly and I enjoyed my stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelvin CA $108 CA $120 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Ocean-City-Hotels-DoubleTree-By-Hilton-Ocean-City-Oceanfront.h15096.Hotel-Information) ![Indoor pool, open 10:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/92723811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Accessible, Non Smoking](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) ![Reception](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/df6f3b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Salisbury/Fruitland Fruitland 9.0/10 Wonderful (1000) "The staff was friendly and helpful. The room was clean. The breakfast buffet was very nice. Good stay overall. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annette CA $131 CA $147 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Salisbury-Hotels-Hampton-Inn-Suites-Fruitland.h2211931.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/w3837h2557x3y4-d297081d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily breakfast for a fee](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/72680920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/01fa9013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/8cb72b67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Ocean City / Oceanfront Downtown Ocean City 9.0/10 Wonderful (1585) "The staff was courtesy and helpful. My staff was great and I will stay here again when I return. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Corey CA $106 CA $117 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Ocean-City-Hotels-Hyatt-Place-Ocean-City-Oceanfront.h23511859.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/f4ffab6e.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) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/4cb67a0d.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 (3322) "We always stay here, great place!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa [](https://www.expedia.ca/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.Hotel-Information) ![Balcony view](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/607bb91a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/08f08113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/d6974a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/eb718924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Place Hotel Downtown Ocean City 9.2/10 Wonderful (1037) "Great views and courteous staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle L CA $75 CA $97 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Ocean-City-Hotels-Park-Place-Hotel.h13279522.Hotel-Information) ![Indoor pool, open 6:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/2ddc1565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/53741b4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Ocean City Oceanfront Midtown Ocean City 9.0/10 Wonderful (1073) "Rooms were clean and views spectacular. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renee CA $89 CA $99 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Ocean-City-Hotels-Dunes-Manor-Hotel-And-Dunes-Suites.h7731419.Hotel-Information) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/7c147ef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Chesapeake Bay Cambridge 8.8/10 Excellent (1000) "Pleasant staff, clean accommodations although could benefit from a modern upgrade. Restaurant was knowledgeable and helpful in assisting my wife with accommodating celiac options. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $234 CA $303 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/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) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/2f4799ec.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](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/7a852b87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Ocean City Oceanfront Suites Midtown Ocean City 8.8/10 Excellent (1311) "Overall it was a wonderful place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $155 CA $172 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Ocean-City-Hotels-Hilton-Ocean-City-Oceanfront-Suites.h27630.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/c71224e6.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) ![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) ### Fenwick Inn North Ocean City 8.8/10 Excellent (1992) "Very friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen [](https://www.expedia.ca/Ocean-City-Hotels-Fenwick-Inn.h62960.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/35000000/34320000/34317600/34317586/f4f49313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34320000/34317600/34317586/1071ef56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/35000000/34320000/34317600/34317586/c0794f83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/35000000/34320000/34317600/34317586/b7786e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Ocean City Midtown Ocean City 9.0/10 Wonderful (1003) "Great place to stay !!! Dog friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judy CA $106 CA $118 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Ocean-City-Hotels-Aloft-Ocean-City.h34317586.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=2025-12-03&endDate=2025-12-04®ionId=6025644&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Eastern Shore Hotel Reviews ### 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) ### Holiday Inn & Suites Ocean City by IHG 10/10 Excellent "Everything was great" [](https://expedia.ca/Ocean-City-Hotels-Holiday-Inn-Suites-Ocean-City.h787924.Hotel-Information) ### Hilton Ocean City Oceanfront Suites 10/10 Excellent "Everything is perfect! " [](https://expedia.ca/Ocean-City-Hotels-Hilton-Ocean-City-Oceanfront-Suites.h27630.Hotel-Information) ### Princess Royale Oceanfront Resort 10/10 Excellent "Loved my visit. The staff, rooms, bar tender Sam accessibility to the pool and beach was great. The only downside was they didn't serve breakfast. But the room did have a kitchen. I will be back. " [](https://expedia.ca/Ocean-City-Hotels-Princess-Royale-Oceanfront-Resort.h21981.Hotel-Information) ### Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront 10/10 Excellent "We love that it was dog friendly, and it was nice and quiet during off-season with a beautiful view of the ocean and boardwalk" [](https://expedia.ca/Ocean-City-Hotels-Howard-Johnson-Plaza-Hotel-By-Wyndham-Ocean-City-Oceanfront.h2292.Hotel-Information) ### Commander Hotel & Suites 10/10 Excellent "The staff was amazing as always. This is one of our favorite places to stay during our multiple visits to OC every year " [](https://expedia.ca/Ocean-City-Hotels-Commander-Hotel-Suites.h9713072.Hotel-Information) ### Hilton Garden Inn Ocean City Oceanfront 10/10 Excellent "very nice and great access to the boardwalk and beach" [](https://expedia.ca/Ocean-City-Hotels-Dunes-Manor-Hotel-And-Dunes-Suites.h7731419.Hotel-Information) ### Carousel Resort Hotel & Condominiums 10/10 Excellent "I love this place! " [](https://expedia.ca/Ocean-City-Hotels-Carousel-Resort-Hotel-Condominiums.h16138.Hotel-Information) ### Fenwick Inn 10/10 Excellent "Yes" [](https://expedia.ca/Ocean-City-Hotels-Fenwick-Inn.h62960.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) - [Apartments in Bellevue](https://www.expedia.ca/Bellevue-Apartments.d553248635975867527-aaApartments.Travel-Guide-Accommodation) - 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