Title: Book the Best Hotels with POOL in Middletown in 2025 | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d6049360.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d6049360.Travel-Guide-VacationRentals)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d6049360.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d6049360.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/697e15ad381471699191df07d69a3619.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Michelle Gonzalez # Find Hotels with a Pool in Middletown, DE from CA $137 ![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 Middletown Hotels with a Pool Tonight [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=6049360&startDate=2025-10-05&endDate=2025-10-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=6049360&startDate=2025-10-06&endDate=2025-10-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6049360&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6049360&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Middletown Hotels with a Pool ![Lobby](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572988/b37bb6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Treatment room](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572988/df9b48b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 restaurants, breakfast, dinner, brunch served; Italian cuisine](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572988/627f8961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 restaurants, breakfast, dinner, brunch served; Italian cuisine](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572988/6194bcdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bally's Dover Casino Resort Dover 8.8/10 Excellent (3152) "Enjoyed our stay" CA $99 CA $137 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Dover-Hotels-Dover-Downs-Hotel-Casino.h1572988.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1840000/1831100/1831095/5ce1d09b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1840000/1831100/1831095/1357f040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1840000/1831100/1831095/a7d5fb8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1840000/1831100/1831095/c1d84f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Dover 8.8/10 Excellent (1001) "Location very convenient to shopping and res" CA $128 CA $142 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Dover-Hotels-Comfort-Inn-Suites.h1831095.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) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/12000/11904/6f7fa604.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) ![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) ### Comfort Inn & Suites Newark - Wilmington Newark 9.0/10 Wonderful (1009) "Great place to stay. Clean and comfortable. " CA $134 CA $149 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Wilmington-Hotels-Comfort-Inn-Suites-Newark-Wilmington.h11904.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/791afcca.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) ![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) ![Property amenity](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/879c8a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Middletown Middletown 9.2/10 Wonderful (289) "Friendly staff, comfortable bed and clean room " CA $141 CA $156 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Middletown-Hotels-Fairfield-Inn-Suites-By-Marriott-Middletown.h81261283.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/35000000/34800000/34796100/34796045/128f221c.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/35000000/34800000/34796100/34796045/0669e46a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34800000/34796100/34796045/ba82ee09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Middletown by IHG Middletown 9.2/10 Wonderful (625) "Check in staff was awesome!" CA $166 CA $184 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Wilmington-Hotels-Holiday-Inn-Express-And-Suites-Middletown.h34796045.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 (837) "Enjoyed the amenities and great location for shops nearby " CA $149 CA $165 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Wilmington-Hotels-Hampton-Inn-Middletown.h1485615.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892594/64a17d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/1000000/900000/892600/892594/05ce901b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892600/892594/936a8c33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two queen beds non smoking](https://images.trvl-media.com/lodging/1000000/900000/892600/892594/w3837h2560x3y0-5a15f523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Elkton Elkton 8.6/10 Excellent (722) "Clean and quiet stay. Friendly staff, prompt responses." CA $123 CA $138 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Elkton-Hotels-Hampton-Inn-Elkton.h892594.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/9000000/8510000/8507200/8507156/6b4faeec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8510000/8507200/8507156/4b20ab4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/9000000/8510000/8507200/8507156/e7f5d4e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/9000000/8510000/8507200/8507156/4b168833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites Wilmington New Castle New Castle 8.8/10 Excellent (888) "Great staff, clean rooms" CA $146 CA $162 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Wilmington-Hotels-Fairfield-Inn-Suites-Wilmington-New-Castle.h8507156.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/600000/597800/597727/197f84f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/600000/597800/597727/6d0ff772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/600000/597800/597727/eb92d4c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/600000/597800/597727/286149bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Dover by IHG Dover 8.8/10 Excellent (1000) "We stay here every year and love it. Rooms are really spacious and clean. " CA $156 CA $173 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Dover-Hotels-Holiday-Inn-Express-Hotel-Suites-Dover.h597727.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/40000/34500/34429/13e75c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Non Smoking, Refrigerator](https://images.trvl-media.com/lodging/1000000/40000/34500/34429/c82fa4bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34500/34429/8eb0188e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/40000/34500/34429/6c366c85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Dover Dover 8.6/10 Excellent (972) "Clean room, nice check in, easy parking and good breakfast." CA $149 CA $166 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Dover-Hotels-Hampton-Inn-Dover.h34429.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=2025-10-19&endDate=2025-10-20®ionId=6049360&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Middletown Hotel Reviews ![Hilton Wilmington/Christiana](//images.trvl-media.com/lodging/1000000/10000/7100/7053/7640fa86_y.jpg) ### Hilton Wilmington/Christiana 10/10 Excellent "Fantastic stay here! The facilities are well kept and I loved being able to walk out of my room through the double door in my room straight to the pool. I would stay here again!" [](https://expedia.ca/Wilmington-Hotels-Hilton-WilmingtonChristiana.h7053.Hotel-Information) ![DoubleTree by Hilton Hotel Wilmington](//images.trvl-media.com/lodging/1000000/10000/3800/3787/w1282h829x4y3-c0934553_y.jpg) ### DoubleTree by Hilton Hotel Wilmington 10/10 Excellent "Customer service was amazing " [](https://expedia.ca/Wilmington-Hotels-DoubleTree-By-Hilton-Hotel-Wilmington.h3787.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 "Absolutely a perfect experience. A restful nights sleep and a very nice breakfast." [](https://expedia.ca/Wilmington-Hotels-Comfort-Inn-Suites-Newark-Wilmington.h11904.Hotel-Information) ![Bally's Dover Casino Resort](//images.trvl-media.com/lodging/2000000/1580000/1573000/1572988/b37bb6df_y.jpg) ### Bally's Dover Casino Resort 10/10 Excellent "This was my first time staying here and will definitely be coming back! Thank you!" [](https://expedia.ca/Dover-Hotels-Dover-Downs-Hotel-Casino.h1572988.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 "The property is great. They do rent out the different halls for events which is great" [](https://expedia.ca/Wilmington-Hotels-Embassy-Suites-Newark-WilmingtonSouth.h327586.Hotel-Information) ![Sheraton Suites Wilmington Downtown](//images.trvl-media.com/lodging/1000000/10000/4700/4693/72ec9ef5_y.jpg) ### Sheraton Suites Wilmington Downtown 10/10 Excellent "Great Hotel" [](https://expedia.ca/Wilmington-Hotels-Sheraton-Suites-Wilmington-Downtown.h4693.Hotel-Information) ![DoubleTree by Hilton Downtown Wilmington - Legal District](//images.trvl-media.com/lodging/1000000/30000/20900/20863/5399b02a_y.jpg) ### DoubleTree by Hilton Downtown Wilmington - Legal District 10/10 Excellent "The service was great! The hotel was clean and comfortable. " [](https://expedia.ca/Wilmington-Hotels-DoubleTree-By-Hilton-Downtown-Wilmington-Legal-District.h20863.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 "Everything was very clean... staff was phenomal as always !!!" [](https://expedia.ca/Wilmington-Hotels-Sonesta-Select-Newark.h2091.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 "It was good and clean" [](https://expedia.ca/Wilmington-Hotels-Quality-Inn.h25008.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Middletown? > [Holiday Inn Express & Suites Middletown by IHG](https://www.expedia.ca/Wilmington-Hotels-Holiday-Inn-Express-And-Suites-Middletown.h34796045.Hotel-Information): Features buffet, an indoor pool, and complimentary wired internet access. [Hampton Inn Middletown](https://www.expedia.ca/Wilmington-Hotels-Hampton-Inn-Middletown.h1485615.Hotel-Information): Offers 20 restaurants, an indoor pool, and buffet. [Fairfield Inn & Suites by Marriott Middletown](https://www.expedia.ca/Middletown-Hotels-Fairfield-Inn-Suites-By-Marriott-Middletown.h81261283.Hotel-Information): Provides daily, an indoor pool, and complimentary wireless internet access. [Pleasant Hill Motel](https://www.expedia.ca/Wilmington-Hotels-Pleasant-Hill-Motel.h16630963.Hotel-Information): Hotel steps from Dover Downs Casino. Offers 5 restaurants, an indoor pool, and 5 bars. [Bally's Dover Casino Resort](https://www.expedia.ca/Dover-Hotels-Dover-Downs-Hotel-Casino.h1572988.Hotel-Information): Hotel located near Christiana Mall. Features free self parking, an indoor pool, and complimentary wireless internet access. ### What is there to see and do in Middletown? > Make a point to visit attractions like Frightland. During your stay, check out sights such as Back Creek Golf Club, Middletown Town Hall, and Dutch Country Farmers Market. You'll also discover lots of options for restaurants in Middletown. ### When is the best time to book a hotel with a pool in Middletown? > You may want to think about an accommodation that offers an outdoor pool if you're planning to visit Middletown in the warmest months of July, August, or June when the average temp is 73°F. 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