Title: Book the Best Hotels with POOL in Chesapeake City in 2026 | 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) ![An aerial view of historic Annapolis, situated on the Chesapeake Bay, during an early November morning.](https://images.trvl-media.com/place/177517/30c1fc19-3278-4d8b-9ab8-b49b3730e600.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/177517/30c1fc19-3278-4d8b-9ab8-b49b3730e600.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Feb 5 - Feb 6](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2026-02-05&endDate=2026-02-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 6 - Feb 7](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2026-02-06&endDate=2026-02-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesapeake City hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/55000000/54930000/54920100/54920016/dd278a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/55000000/54930000/54920100/54920016/fec37449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/55000000/54930000/54920100/54920016/c399bee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/55000000/54930000/54920100/54920016/9e26cec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Aberdeen [](https://www.expedia.ca/Aberdeen-Hotels-Fairfield-Inn-Suites-By-Marriott-Aberdeen.h54920016.Hotel-Information) Aberdeen 9.0/10 Wonderful (310 reviews) "Always consistent and great staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $138 CA $155 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Aberdeen-Hotels-Fairfield-Inn-Suites-By-Marriott-Aberdeen.h54920016.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) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/50000/40500/40450/d850b13a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40500/40450/678460fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40500/40450/a7c447e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Aberdeen-APG [](https://www.expedia.ca/Aberdeen-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Aberdeen-APG.h40450.Hotel-Information) Aberdeen 9.0/10 Wonderful (1,000 reviews) "Room was great and staff excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $119 CA $134 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Aberdeen-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Aberdeen-APG.h40450.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/35000000/34800000/34796100/34796045/e3d913c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/35000000/34800000/34796100/34796045/3cc8ea80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34800000/34796100/34796045/82e4e131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34800000/34796100/34796045/1feae509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Middletown by IHG [](https://www.expedia.ca/Wilmington-Hotels-Holiday-Inn-Express-And-Suites-Middletown.h34796045.Hotel-Information) Middletown 9.2/10 Wonderful (660 reviews) "Clean room and hotel. Breakfast was good, the fresh baked cookies at the front desk were delicious!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valerie CA $123 CA $136 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Wilmington-Hotels-Holiday-Inn-Express-And-Suites-Middletown.h34796045.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) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/12000/11904/8a6e6273.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) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/12000/11904/c9c370cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Newark - Wilmington [](https://www.expedia.ca/Wilmington-Hotels-Comfort-Inn-Suites-Newark-Wilmington.h11904.Hotel-Information) Newark 9.0/10 Wonderful (1,067 reviews) "This is my go to hotel always everytime I visit I love the free breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Latisha CA $103 CA $115 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Wilmington-Hotels-Comfort-Inn-Suites-Newark-Wilmington.h11904.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/2100/2091/fb4c9355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/10000/2100/2091/bcc97257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/2100/2091/5b01ae08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Accessible (Hearing One Bedroom) | Room amenity](https://images.trvl-media.com/lodging/1000000/10000/2100/2091/03ed27f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta Select Newark Christiana Mall [](https://www.expedia.ca/Wilmington-Hotels-Sonesta-Select-Newark.h2091.Hotel-Information) Newark 7.6/10 Good (1,250 reviews) "The room was perfect, the staff was very helpful and professional. I definitely will stay here again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tahir CA $129 CA $143 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Wilmington-Hotels-Sonesta-Select-Newark.h2091.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/891500/891451/5ae9ccb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/891500/891451/96c882ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/900000/891500/891451/48cb4ee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/900000/891500/891451/fa561265.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD [](https://www.expedia.ca/Bel-Air-Hotels-Country-Inn-Suites-By-Radisson.h891451.Hotel-Information) Bel Air 8.8/10 Excellent (1,001 reviews) "We always enjoy our stay here when visiting our family as the facility is clean, comfortable and quiet. Only exception was on one of the days a fire alarm had gone off and scared us awake but it turned out to be a false alarm. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryle CA $108 CA $121 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Bel-Air-Hotels-Country-Inn-Suites-By-Radisson.h891451.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) ![Fitness facility](https://images.trvl-media.com/lodging/16000000/16000000/15990300/15990289/61b7e8fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/16000000/15990300/15990289/8dff74ac.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/16000000/16000000/15990300/15990289/6f728b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Baltimore/Aberdeen [](https://www.expedia.ca/Aberdeen-Hotels-Hampton-Inn-Suites-BaltimoreAberdeen.h15990289.Hotel-Information) Aberdeen 9.0/10 Wonderful (619 reviews) "Good customer service and the room was spotless!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George CA $113 CA $127 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Aberdeen-Hotels-Hampton-Inn-Suites-BaltimoreAberdeen.h15990289.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2360000/2355900/2355869/191cf636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/3000000/2360000/2355900/2355869/355fffa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/3000000/2360000/2355900/2355869/3bc97cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2360000/2355900/2355869/da90f3f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites Aberdeen-Bel Air by IHG [](https://www.expedia.ca/Bel-Air-Hotels-Candlewood-Suites-Aberdeen-Edgewood-Bel-Air.h2355869.Hotel-Information) Bel Air 8.0/10 Very good (481 reviews) "The staff is great, roon clean & spacious" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $115 CA $128 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Bel-Air-Hotels-Candlewood-Suites-Aberdeen-Edgewood-Bel-Air.h2355869.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/7100/7053/c6abd068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/10000/7100/7053/7483d25e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/7100/7053/b739dd66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/7100/7053/643b619d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Wilmington/Christiana [](https://www.expedia.ca/Wilmington-Hotels-Hilton-WilmingtonChristiana.h7053.Hotel-Information) Newark 8.8/10 Excellent (1,001 reviews) "Clean rooms and friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erol CA $133 CA $148 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Wilmington-Hotels-Hilton-WilmingtonChristiana.h7053.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/1000000/910000/900500/900419/2ca9a3ed.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) ![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) ### Best Western Plus Newark/Christiana Inn [](https://www.expedia.ca/Wilmington-Hotels-Best-Western-Plus-NewarkChristiana-Inn.h900419.Hotel-Information) Bear 8.2/10 Very good (150 reviews) "Great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) suzanne CA $103 CA $115 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Wilmington-Hotels-Best-Western-Plus-NewarkChristiana-Inn.h900419.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=2026-02-19&endDate=2026-02-20®ionId=177517&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Chesapeake City Hotel Reviews ![Hampton Inn Elkton](https://images.trvl-media.com/lodging/1000000/900000/892600/892594/w3837h2560x3y0-5a15f523_y.jpg) ### Hampton Inn Elkton 10/10 Excellent "Wonderful, friendly staff! Nice, hot complimentary breakfast every morning. Indoor pool and fitness center was a bonus. Loved that they are pet friendly as our dog travels with us most of the time. Our room was very comfy and clean. Great location with plenty of restaurants and convenient stores in the same area. Highly recommend!" [](https://expedia.ca/Elkton-Hotels-Hampton-Inn-Elkton.h892594.Hotel-Information) ![Sonesta ES Suites Wilmington - Newark](https://images.trvl-media.com/lodging/1000000/20000/19100/19062/98de1f1c_y.jpg) ### Sonesta ES Suites Wilmington - Newark 10/10 Excellent "Everything was great on this stay " [](https://expedia.ca/Wilmington-Hotels-Sonesta-ES-Suites-Wilmington-Newark.h19062.Hotel-Information) ![Sonesta Select Newark Christiana Mall](https://images.trvl-media.com/lodging/1000000/10000/2100/2091/5b01ae08_y.jpg) ### Sonesta Select Newark Christiana Mall 10/10 Excellent "Perfect " [](https://expedia.ca/Wilmington-Hotels-Sonesta-Select-Newark.h2091.Hotel-Information) ![Holiday Inn Express & Suites Wilmington-Newark by IHG ](https://images.trvl-media.com/lodging/1000000/20000/14200/14182/0462a60c_y.jpg) ### Holiday Inn Express & Suites Wilmington-Newark by IHG 10/10 Excellent "Clean room. Friendly staff. Complimentary breakfast was good with lots of options. Spacious lobby. " [](https://expedia.ca/Wilmington-Hotels-Holiday-Inn-Express-Hotel-Suites-Wilmington-Newark.h14182.Hotel-Information) ![Best Western Plus Newark/Christiana Inn](https://images.trvl-media.com/lodging/1000000/910000/900500/900419/bb536b3a_y.jpg) ### Best Western Plus Newark/Christiana Inn 10/10 Excellent "Great all around. Staff helped everyone with stuck cars. Real champs during the storm." [](https://expedia.ca/Wilmington-Hotels-Best-Western-Plus-NewarkChristiana-Inn.h900419.Hotel-Information) ![Embassy Suites by Hilton Newark Wilmington South](https://images.trvl-media.com/lodging/1000000/330000/327600/327586/b7951f6a_y.jpg) ### Embassy Suites by Hilton Newark Wilmington South 10/10 Excellent "Yes " [](https://expedia.ca/Wilmington-Hotels-Embassy-Suites-Newark-WilmingtonSouth.h327586.Hotel-Information) ![Hilton Wilmington/Christiana](https://images.trvl-media.com/lodging/1000000/10000/7100/7053/7640fa86_y.jpg) ### Hilton Wilmington/Christiana 10/10 Excellent "Clean room nice property and very friendly staff." [](https://expedia.ca/Wilmington-Hotels-Hilton-WilmingtonChristiana.h7053.Hotel-Information) ![Homewood Suites by Hilton Newark-Wilmington South Area](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052325/2d7e7964_y.jpg) ### Homewood Suites by Hilton Newark-Wilmington South Area 10/10 Excellent "Big rooms, comfortable beds, pillows werent the best, breakfast was delicious and had a nice variety, staff was very friendly. Best part: it wasnt noisy!" [](https://expedia.ca/Wilmington-Hotels-Homewood-Suites-By-Hilton-Newark-Wilmington-South.h1052325.Hotel-Information) ![Quality Inn Newark - Wilmington](https://images.trvl-media.com/lodging/1000000/30000/25100/25008/e605848f_y.jpg) ### Quality Inn Newark - Wilmington 10/10 Excellent "Clean rooms and nice customers service " [](https://expedia.ca/Wilmington-Hotels-Quality-Inn.h25008.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Chesapeake City? ### What is there to see and do in Chesapeake City? ### When is the best time to book a hotel with a pool in Chesapeake City? ## 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) - 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