Title: Book the Best Hotels with POOL in Chesapeake City in 2025 | Expedia.ca [Chesapeake City Travel Guide](https://expedia.ca/Chesapeake-City.dx177517)[Hotels in Chesapeake City](https://expedia.ca/Chesapeake-City-Hotels.d177517.Travel-Guide-Hotels)[Vacation Rentals in Chesapeake City](https://expedia.ca/Chesapeake-City-Vacation-Rentals.d177517.Travel-Guide-VacationRentals)[Chesapeake City Car Rentals](https://expedia.ca/Car-Rentals-In-Chesapeake-City.d177517.Car-Rental-Guide)[Chesapeake City Vacation Packages](https://expedia.ca/Chesapeake-City.d177517.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/e5339e46db4549e34269a4efbbde50f5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Chesapeake City, MD from CA $125 - ![](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 Chesapeake City Hotels with a Pool Tonight [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2025-11-05&endDate=2025-11-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 6 - Nov 7](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2025-11-06&endDate=2025-11-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chesapeake City Hotels with a Pool ![Indoor pool](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/791afcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/53ee3fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/a0c80d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/52c8cc19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Middletown Middletown 9.2/10 Wonderful (300) "Friendly staff, comfortable bed and clean room " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DAVID CA $152 CA $169 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Middletown-Hotels-Fairfield-Inn-Suites-By-Marriott-Middletown.h81261283.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/14200/14182/0462a60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/14200/14182/d3a274ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14200/14182/6d4bf88f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/20000/14200/14182/76694a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Wilmington-Newark by IHG Newark 9.4/10 Exceptional (1001) "Nice Place Quality Professional Quite place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Klaudio CA $133 CA $147 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Wilmington-Hotels-Holiday-Inn-Express-Hotel-Suites-Wilmington-Newark.h14182.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/12000/11904/e4d0d0d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/12000/11904/06ec6f88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12000/11904/ea219a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/12000/11904/90c843ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Newark - Wilmington Newark 9.0/10 Wonderful (1024) "Great hotel and staff. I traveled alone and I felt safe and room was very comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie CA $124 CA $138 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Wilmington-Hotels-Comfort-Inn-Suites-Newark-Wilmington.h11904.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/910000/900500/900419/a4f6753f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave (with Sofabed)](https://images.trvl-media.com/lodging/1000000/910000/900500/900419/10fce65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/900500/900419/6179b7b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/910000/900500/900419/1f832bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Newark/Christiana Inn Bear 8.0/10 Very good (38) "Clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jorge CA $112 CA $125 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Wilmington-Hotels-Best-Western-Plus-NewarkChristiana-Inn.h900419.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/330000/327600/327586/3c327b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/330000/327600/327586/29c919ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/330000/327600/327586/8bb6e19c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/330000/327600/327586/b7951f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Newark Wilmington South Newark 8.0/10 Very good (1000) "Clean room excellent breakfast options , beds very comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $132 CA $146 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Wilmington-Hotels-Embassy-Suites-Newark-WilmingtonSouth.h327586.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/24000000/23090000/23089300/23089234/a02531d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/24000000/23090000/23089300/23089234/1d559711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/24000000/23090000/23089300/23089234/6ad2d4bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23090000/23089300/23089234/2f0fca56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Newark Downtown Newark 9.4/10 Exceptional (741) "Staff at checkout was very nice, room is clean, breakfast pretty good." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $167 CA $186 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Wilmington-Hotels-SpringHill-Suites-By-Marriott-Newark-Downtown.h23089234.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1490000/1485700/1485615/726148e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1490000/1485700/1485615/6a6a4995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1490000/1485700/1485615/6cc4a825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1490000/1485700/1485615/50463ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Middletown Middletown 8.8/10 Excellent (850) "Enjoyed the amenities and great location for shops nearby " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erica CA $149 CA $165 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Wilmington-Hotels-Hampton-Inn-Middletown.h1485615.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/117000000/116860000/116852300/116852262/0e7e3fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/117000000/116860000/116852300/116852262/957d7713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116860000/116852300/116852262/587ee69d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/117000000/116860000/116852300/116852262/12e386c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Newark, DE Newark 8.8/10 Excellent (8) "No room service for the whole stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Antonate CA $166 CA $184 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Newark-Hotels-Residence-Inn-By-Marriott-Newark.h116852262.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/16000000/16000000/15990300/15990289/b2e70f95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, individually furnished, desk](https://images.trvl-media.com/lodging/16000000/16000000/15990300/15990289/6d549ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/16000000/16000000/15990300/15990289/0ab02da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/16000000/16000000/15990300/15990289/47756559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Baltimore/Aberdeen Aberdeen 9.0/10 Wonderful (588) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $134 CA $150 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Aberdeen-Hotels-Hampton-Inn-Suites-BaltimoreAberdeen.h15990289.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/40500/40450/3633d98c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/40500/40450/a5912d87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40500/40450/6adbaac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/50000/40500/40450/a8370cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Aberdeen-APG Aberdeen 9.0/10 Wonderful (1014) "The room was nice the bed comfy, the staff was friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenya CA $128 CA $144 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Aberdeen-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Aberdeen-APG.h40450.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=2025-11-19&endDate=2025-11-20®ionId=177517&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Chesapeake City Hotel Reviews ![Red Roof Inn PLUS+ Wilmington - Newark](//images.trvl-media.com/lodging/1000000/10000/7900/7845/aa58fe8d_y.jpg) ### Red Roof Inn PLUS+ Wilmington - Newark 10/10 Excellent "Clean room " [](https://expedia.ca/Wilmington-Hotels-Red-Roof-Inn-PLUS-Wilmington-Newark.h7845.Hotel-Information) ![Sonesta ES Suites Wilmington - Newark](//images.trvl-media.com/lodging/1000000/20000/19100/19062/98de1f1c_y.jpg) ### Sonesta ES Suites Wilmington - Newark 10/10 Excellent "The room was beyond our expectations. It was very nice neat and clean. The staff were also very accommodating both check in and checking out staffwe enjoyed our stay and we look forward to rebooking for our girls night. " [](https://expedia.ca/Wilmington-Hotels-Sonesta-ES-Suites-Wilmington-Newark.h19062.Hotel-Information) ![Embassy Suites by Hilton Newark Wilmington South](//images.trvl-media.com/lodging/1000000/330000/327600/327586/b7951f6a_y.jpg) ### Embassy Suites by Hilton Newark Wilmington South 10/10 Excellent "Very clean!! Nice room, great staff" [](https://expedia.ca/Wilmington-Hotels-Embassy-Suites-Newark-WilmingtonSouth.h327586.Hotel-Information) ![Best Western Plus Newark/Christiana Inn](//images.trvl-media.com/lodging/1000000/910000/900500/900419/bb536b3a_y.jpg) ### Best Western Plus Newark/Christiana Inn 10/10 Excellent "Clean. Friendly staff. Easy and convenient " [](https://expedia.ca/Wilmington-Hotels-Best-Western-Plus-NewarkChristiana-Inn.h900419.Hotel-Information) ![Sonesta Select Newark Christiana Mall](//images.trvl-media.com/lodging/1000000/10000/2100/2091/5b01ae08_y.jpg) ### Sonesta Select Newark Christiana Mall 10/10 Excellent "Room always thoroughly clean phenomal staff " [](https://expedia.ca/Wilmington-Hotels-Sonesta-Select-Newark.h2091.Hotel-Information) ![Comfort Inn & Suites Newark - Wilmington](//images.trvl-media.com/lodging/1000000/20000/12000/11904/ea219a4a_y.jpg) ### Comfort Inn & Suites Newark - Wilmington 10/10 Excellent "Yes" [](https://expedia.ca/Wilmington-Hotels-Comfort-Inn-Suites-Newark-Wilmington.h11904.Hotel-Information) ![Fairfield Inn & Suites Wilmington New Castle](//images.trvl-media.com/lodging/9000000/8510000/8507200/8507156/4b20ab4b_y.jpg) ### Fairfield Inn & Suites Wilmington New Castle 10/10 Excellent "Hotel did not have woeking WiFi. The only room service coffee available was dark roast. Yuck" [](https://expedia.ca/Wilmington-Hotels-Fairfield-Inn-Suites-Wilmington-New-Castle.h8507156.Hotel-Information) ![Quality Inn Newark - Wilmington](//images.trvl-media.com/lodging/1000000/30000/25100/25008/e605848f_y.jpg) ### Quality Inn Newark - Wilmington 10/10 Excellent "Amazing " [](https://expedia.ca/Wilmington-Hotels-Quality-Inn.h25008.Hotel-Information) ![Red Roof Inn & Suites Newark - University](//images.trvl-media.com/lodging/1000000/10000/8500/8462/a9782baa_y.jpg) ### Red Roof Inn & Suites Newark - University 10/10 Excellent "Nice hotel great rates" [](https://expedia.ca/Wilmington-Hotels-Red-Roof-Inn-Suites-Newark-University.h8462.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Chesapeake City? > [Historic Chesapeake City Stay](https://www.expedia.ca/Chesapeake-City-Hotels-Historic-Chesapeake-City-Stay.h101162170.Hotel-Information): Hotel located near Christiana Mall. Provides free self parking, an indoor pool, and complimentary wireless internet access. [Quality Inn Newark - Wilmington](https://www.expedia.ca/Wilmington-Hotels-Quality-Inn.h25008.Hotel-Information): Hotel located near University of Delaware. Features buffet, a pool, and complimentary wired internet access. [Sonesta Select Newark Christiana Mall](https://www.expedia.ca/Wilmington-Hotels-Sonesta-Select-Newark.h2091.Hotel-Information): Hotel located near Christiana Mall. Offers buffet, a seasonal outdoor pool, and free self parking. [Embassy Suites by Hilton Newark Wilmington South](https://www.expedia.ca/Wilmington-Hotels-Embassy-Suites-Newark-WilmingtonSouth.h327586.Hotel-Information): Hotel located near Christiana Mall. Features a snack bar/deli, a seasonal outdoor pool, and buffet. [Comfort Inn & Suites Newark - Wilmington](https://www.expedia.ca/Wilmington-Hotels-Comfort-Inn-Suites-Newark-Wilmington.h11904.Hotel-Information): Hotel located near Christiana Mall. Features complimentary wired internet access, an indoor pool, and free self parking. ### What is there to see and do in Chesapeake City? > Take a walk along the waterfront at North East Beach Area and Deemer's Beach. During your stay, check out sights such as C and D Canal Museum, Chesapeake Inn Marina, and Bohemia Bay Yacht Harbour. ### When is the best time to book a hotel with a pool in Chesapeake City? > You may want to consider an accommodation with an outdoor swimming pool if you will be visiting Chesapeake City in the hottest months of July, August, or June when the average temperature is 73°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temperature is 38°F. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Cheap Hotels in Aberdeen](https://www.expedia.ca/Aberdeen-Hotels-Cheap-Hotels.0-0-d6044-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Aberdeen](https://www.expedia.ca/Aberdeen-Hotels-Family-Hotel.0-0-d6044-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Aberdeen](https://www.expedia.ca/Aberdeen-Hotels-Hotels-With-Hot-Tubs.0-0-d6044-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Aberdeen](https://www.expedia.ca/Aberdeen-Hotels-Pet-Friendly-Hotel.0-0-d6044-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Aberdeen](https://www.expedia.ca/Aberdeen-Hotels-Spa-Hotel.0-0-d6044-tSpaHotel.Travel-Guide-Filter-Hotels) - [Apartments in Arundel](https://www.expedia.ca/Arundel-Apartments.d553248635975849826-aaApartments.Travel-Guide-Accommodation) - 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