Title: Book the Best Hotels with POOL in Middletown in 2026 | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d8862.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d8862.Travel-Guide-VacationRentals)[Flights to Middletown](https://expedia.ca/Cheap-Flights-To-Middletown.d8862.Travel-Guide-Flights)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d8862.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d8862.Destination-Travel-Guides) ![This photo was taken during a nice fall weekend. The water level was low enough to cross to the other side to capture the falls from a different angle than most. Best time however is early morning before most people get there.](https://images.trvl-media.com/place/8862/b3bca6a9-4805-449f-b3d1-dba87c1e3a0f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Simmie Reagor ![](https://images.trvl-media.com/place/8862/b3bca6a9-4805-449f-b3d1-dba87c1e3a0f.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 Middletown Hotels with a Pool Tonight [Jan 13 - Jan 14](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2026-01-13&endDate=2026-01-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2026-01-14&endDate=2026-01-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middletown hotels with a pool ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/c68b41ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/4e71c540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/eb9b6c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/eff2fea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Middletown [](https://www.expedia.ca/Hartford-Hotels-Inn-At-Middletown.h6747876.Hotel-Information) Washington Street Historic District 9.0/10 Wonderful (548 reviews) "Staff was wonderful, lovely hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Helen CA $216 CA $276 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Hartford-Hotels-Inn-At-Middletown.h6747876.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/ec5a48cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/d045ec83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/06fc08bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, individually furnished](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/3627bf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Southington by IHG [](https://www.expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) Southington 8.6/10 Excellent (1,198 reviews) "Clean comfortable room, friendly staff, great breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Megan CA $124 CA $142 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/31f305c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/10e91fff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/7588ab8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/d26781d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Bristol [](https://www.expedia.ca/Bristol-Hotels-Home2-Suites-By-Hilton-Bristol.h94946614.Hotel-Information) Bristol 9.6/10 Exceptional (180 reviews) "Clean room, great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tamiya CA $180 CA $207 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Bristol-Hotels-Home2-Suites-By-Hilton-Bristol.h94946614.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/w1703h1271x0y0-b305e0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/e12904c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/9672e16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/fce9c835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Cheshire - Southington by IHG [](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) Southington 8.4/10 Very good (1,000 reviews) "Pool was nice, breakfast was very good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $137 CA $158 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/0820f8f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/db00678f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/a27d78bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/b026cb5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Inn & Suites Old Saybrook Westbrook [](https://www.expedia.ca/Old-Saybrook-Hotels-Econo-Lodge-Inn-Suites-Old-Saybrook-Westbrook.h1177328.Hotel-Information) Old Saybrook 7.2/10 Good (466 reviews) "All good it met our expectations as a budget hotel. Large clean room bed was comfortable although the pillows were past it. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hilary CA $93 CA $107 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Old-Saybrook-Hotels-Econo-Lodge-Inn-Suites-Old-Saybrook-Westbrook.h1177328.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/f2520f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free cribs/infant beds, rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/f9bec315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/9ab5b9c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free cribs/infant beds, rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/d1788901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clinton Motel [](https://www.expedia.ca/Old-Saybrook-Hotels-Clinton-Motel.h11951206.Hotel-Information) Clinton 8.6/10 Excellent (300 reviews) "Is good" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Miguel CA $105 CA $121 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Old-Saybrook-Hotels-Clinton-Motel.h11951206.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/41000000/40600000/40596000/40595943/d666c50a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/41000000/40600000/40596000/40595943/8714e74b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/41000000/40600000/40596000/40595943/b24712b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40600000/40596000/40595943/ce4946eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cambria Hotel Manchester South Windsor [](https://www.expedia.ca/Manchester-Hotels-Cambria-Hotel-Manchester-South-Windsor.h40595943.Hotel-Information) South Windsor 9.2/10 Wonderful (857 reviews) "Clean with very comfy beds. Location was convenient with lots of restaurants near by. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $174 CA $200 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Manchester-Hotels-Cambria-Hotel-Manchester-South-Windsor.h40595943.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/2f044af4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/d9e2e7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/b3db2b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/94c389ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus New England Inn & Suites [](https://www.expedia.ca/Hartford-Hotels-Best-Western-Plus-New-England-Inn-Suites.h922173.Hotel-Information) Berlin 8.6/10 Excellent (1,017 reviews) "Excellent Very warm staff Beds are very comfortable Coffee machine is such a great idea Breakfast was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $121 CA $139 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Hartford-Hotels-Best-Western-Plus-New-England-Inn-Suites.h922173.Hotel-Information) ![Indoor pool, open 9:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/8ffa2c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/0b15e4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/604acd23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Old Saybrook - Westbrook [](https://www.expedia.ca/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) Old Saybrook 7.8/10 Good (1,002 reviews) "The very friendly staff made this stay enjoyable from The beginning. The hotel was very clean and comfy. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Virginia CA $134 CA $155 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/20124035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/b264062c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/d997675e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/d9f37f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Avon Old Farms Hotel [](https://www.expedia.ca/Hartford-Hotels-Avon-Old-Farms-Hotel.h2635.Hotel-Information) Avon 8.4/10 Very good (1,002 reviews) "I love this hotel. Beds are so comfy, showers are hot with great water pressure, large bathrooms, nice amenities, friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ann CA $165 CA $220 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Hartford-Hotels-Avon-Old-Farms-Hotel.h2635.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=2026-01-28&endDate=2026-01-29®ionId=8862&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Middletown Hotel Reviews ![Holiday Inn Express Southington by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2_y.jpg) ### Holiday Inn Express Southington by IHG 10/10 Excellent "The staff was kind and courteous from the moment we arrived. Our room was very clean and our breakfast was good as well. We would most likely return if in the area in the future." [](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![DoubleTree by Hilton Hartford Downtown](https://images.trvl-media.com/lodging/1000000/10000/1700/1637/1dfc2c6d_y.jpg) ### DoubleTree by Hilton Hartford Downtown 10/10 Excellent "Close to Peoples Bank Area…nice and convenient " [](https://expedia.ca/Hartford-Hotels-Hilton-Hartford.h1637.Hotel-Information) ![Courtyard by Marriott Waterbury Downtown](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/c0e669e8_y.jpg) ### Courtyard by Marriott Waterbury Downtown 10/10 Excellent "The staff were great I had a problem with my first room and had to change rooms. I wasn’t happy about the inconvenience but overall my stay was good. The parking was a pain to far in the cold. " [](https://expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information) ![Inn at Middletown](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/4e71c540_y.jpg) ### Inn at Middletown 10/10 Excellent "Staff was wonderful, lovely hotel" [](https://expedia.ca/Hartford-Hotels-Inn-At-Middletown.h6747876.Hotel-Information) ![Hampton Inn & Suites Hartford/East Hartford](https://images.trvl-media.com/lodging/3000000/2950000/2943100/2943093/5cf369a5_y.jpg) ### Hampton Inn & Suites Hartford/East Hartford 10/10 Excellent "Great place to stay. Right in the heart of Hartford. Bed was comfortable, room was clean, breakfast was good, and the staff were wonderful." [](https://expedia.ca/Hartford-Hotels-Hampton-Inn-Suites-HartfordEast-Hartford.h2943093.Hotel-Information) ![Home2 Suites by Hilton East Haven New Haven](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/b5c018f9_y.jpg) ### Home2 Suites by Hilton East Haven New Haven 10/10 Excellent "Very good " [](https://expedia.ca/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information) ![Hampton Inn & Suites Hartford/Farmington](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/393f3b68_y.jpg) ### Hampton Inn & Suites Hartford/Farmington 10/10 Excellent "Best egg/cheese omelets I've ever had in a budget breakfast buffet hotel. Fruit very good and fresh. Coffee good too. " [](https://expedia.ca/Hartford-Hotels-Hampton-Inn-And-Suites-HartfordFarmington.h2970540.Hotel-Information) ![The Farmington Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/1c89931a_y.jpg) ### The Farmington Inn & Suites 10/10 Excellent "Always cozy with lovely staff. The pet-friendly rooms are great. Love the breakfast and the afternoon cookies/tea!" [](https://expedia.ca/Hartford-Hotels-The-Farmington-Inn-Suites.h10185.Hotel-Information) ![Hilton Garden Inn Hartford South/Glastonbury](https://images.trvl-media.com/lodging/1000000/990000/984900/984868/3109ce5b_y.jpg) ### Hilton Garden Inn Hartford South/Glastonbury 10/10 Excellent "The staff was very friendly, the hotel clean and comfortable. It was very nice to stay here with my dog especially during the holiday week. Thank you!" [](https://expedia.ca/Hartford-Hotels-Hilton-Garden-Inn-Hartford-SouthGlastonbury.h984868.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Middletown? ### What is there to see and do in Middletown? ### When is the best time to book a hotel with a pool in Middletown? ## Explore a world of travel with Expedia - Lodging - Flights - Cars - More ways to book - [4 Star Hotels in Durham ](https://www.expedia.ca/4Star-Durham-Hotels.s40-0-d6004516.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Berlin ](https://www.expedia.ca/5Star-Berlin-Hotels.s50-0-d55586.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Cobalt ](https://www.expedia.ca/5Star-Cobalt-Hotels.s50-0-d3000429981.Travel-Guide-Filter-Hotels) - [Aparthotels in Berlin ](https://www.expedia.ca/Berlin-Apart-Hotels.d55586-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Berlin ](https://www.expedia.ca/Berlin-Bed-And-Breakfast.d55586-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Country Houses in Berlin ](https://www.expedia.ca/Berlin-Country-House.d55586-aaCountryHouse.Travel-Guide-Accommodation) - 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