Title: Book the Best Hotels with POOL in Windsor in 2026 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d7880.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d7880.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d7880.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d7880.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d7880.Destination-Travel-Guides) ![Old tobacco barn with oak trees](https://images.trvl-media.com/place/7880/7cec51be-160c-4c0b-93cb-c61bca24b629.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Windsor, CT from CA $133 - ![](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 Windsor Hotels with a Pool Tonight [Jan 8 - Jan 9](https://www.expedia.ca/Hotel-Search?regionId=7880&startDate=2026-01-08&endDate=2026-01-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 9 - Jan 10](https://www.expedia.ca/Hotel-Search?regionId=7880&startDate=2026-01-09&endDate=2026-01-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=7880&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=7880&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892590/b0f2cd95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/900000/892600/892590/4a4de62f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/900000/892600/892590/2b02fbc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/900000/892600/892590/d3cfa62b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Hartford/Airport [](https://www.expedia.ca/Hartford-Hotels-Hampton-Inn-HartfordAirport.h892590.Hotel-Information) Windsor 9.0/10 Wonderful (1005) "Close to airport. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela CA $158 CA $182 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Hartford-Hotels-Hampton-Inn-HartfordAirport.h892590.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2230000/2220600/2220580/dfdaa2ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/3000000/2230000/2220600/2220580/5e428fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2230000/2220600/2220580/5ad64187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/3000000/2230000/2220600/2220580/29fddb2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HYATT house Hartford North/Windsor [](https://www.expedia.ca/Hartford-Hotels-HYATT-House-Hartford-NorthWindsor.h2220580.Hotel-Information) Windsor 9.0/10 Wonderful (1003) "The room the very clean and the breakfast was great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shanique CA $182 CA $209 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Hartford-Hotels-HYATT-House-Hartford-NorthWindsor.h2220580.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/18200/18141/e4596580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/18200/18141/661c742e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18200/18141/5604e365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/18200/18141/2bdf7e81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Hartford/Windsor [](https://www.expedia.ca/Hartford-Hotels-Residence-Inn-By-Marriott-HartfordWindsor.h18141.Hotel-Information) Windsor 8.2/10 Very good (689) "Very nice clean place with friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $157 CA $180 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Hartford-Hotels-Residence-Inn-By-Marriott-HartfordWindsor.h18141.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/810000/806000/805952/w727h486x3y0-360c3f6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Club Room, 1 King Bed, Non Smoking | Executive lounge](https://images.trvl-media.com/lodging/1000000/810000/806000/805952/80a4b076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/810000/806000/805952/d53228d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/810000/806000/805952/4a5e058b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott Hartford/Windsor Airport [](https://www.expedia.ca/Hartford-Hotels-Marriott-HartfordWindsor-Airport.h805952.Hotel-Information) Windsor 8.4/10 Very good (1004) "Clean and very helpful during my anniversary stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael CA $192 CA $221 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Hartford-Hotels-Marriott-HartfordWindsor-Airport.h805952.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) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/cb3d49ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/f60a5e9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2.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 (1195) "Clean comfortable room, friendly staff, great breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Megan CA $123 CA $141 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![Indoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/a0205904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/08190a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/2bcbba21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/f36d24b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru by Hilton Chicopee Springfield [](https://www.expedia.ca/Springfield-Hotels-Tru-By-Hilton-Chicopee-Springfield.h22413458.Hotel-Information) Chicopee 9.0/10 Wonderful (1002) "Great Breakfast and parking! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Oluwatimilehin CA $124 CA $140 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Springfield-Hotels-Tru-By-Hilton-Chicopee-Springfield.h22413458.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/897600/897535/51c29111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/1000000/900000/897600/897535/1d1dace5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/897600/897535/77c211db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/897600/897535/6d13ff43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites West Springfield by IHG [](https://www.expedia.ca/Springfield-Hotels-Candlewood-Suites-West-Springfield.h897535.Hotel-Information) West Springfield 8.4/10 Very good (823) "The room was clean and staff was friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $116 CA $133 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Springfield-Hotels-Candlewood-Suites-West-Springfield.h897535.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) ![Exterior](https://images.trvl-media.com/lodging/41000000/40600000/40596000/40595943/b24712b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/41000000/40600000/40596000/40595943/fbd493c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40600000/40596000/40595943/d529728c.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 (854) "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 $164 CA $188 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Manchester-Hotels-Cambria-Hotel-Manchester-South-Windsor.h40595943.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/11000000/10270000/10260600/10260538/d91e9d99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/11000000/10270000/10260600/10260538/8fe97c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/11000000/10270000/10260600/10260538/7c9d16de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10270000/10260600/10260538/5e340d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Springfield/Downtown [](https://www.expedia.ca/Springfield-Hotels-Hampton-Inn-Suites-Springfield-Downtown.h10260538.Hotel-Information) South End 8.6/10 Excellent (1000) "Breakfast was great and parking lot was clean of snow" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey CA $144 CA $163 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Springfield-Hotels-Hampton-Inn-Suites-Springfield-Downtown.h10260538.Hotel-Information) ![Sports facility](https://images.trvl-media.com/lodging/3000000/2360000/2351500/2351481/451862fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2360000/2351500/2351481/63502f44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2360000/2351500/2351481/92e0eec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2360000/2351500/2351481/1e4caef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Springfield South Enfield [](https://www.expedia.ca/Hartford-Hotels-Hampton-Inn-Springfield-South-Enfield.h2351481.Hotel-Information) Enfield 9.0/10 Wonderful (1004) "Comfy beds, clean rooms, very friendly and accommodating " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittany CA $160 CA $184 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Hartford-Hotels-Hampton-Inn-Springfield-South-Enfield.h2351481.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=2026-01-22&endDate=2026-01-23®ionId=7880&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Hotel Reviews ![HYATT house Hartford North/Windsor](https://images.trvl-media.com/lodging/3000000/2230000/2220600/2220580/5ad64187_y.jpg) ### HYATT house Hartford North/Windsor 10/10 Excellent "Wonderful staff and the room was very clean. There were board games we could borrow and our room had a door so we had some privacy from the kids. Breakfast had the standard along with eggs, sausage, potatoes and pancakes. Nothing incredible but everyone found something to eat. " [](https://expedia.ca/Hartford-Hotels-HYATT-House-Hartford-NorthWindsor.h2220580.Hotel-Information) ![Candlewood Suites Windsor Locks Bradley Arpt by IHG](https://images.trvl-media.com/lodging/2000000/1620000/1619200/1619197/f7719b06_y.jpg) ### Candlewood Suites Windsor Locks Bradley Arpt by IHG 10/10 Excellent "Room was spacious and clean. " [](https://expedia.ca/Hartford-Hotels-Candlewood-Suites-Windsor-Locks-Bradley-Arpt.h1619197.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) ![Marriott Hartford/Windsor Airport](https://images.trvl-media.com/lodging/1000000/810000/806000/805952/4a5e058b_y.jpg) ### Marriott Hartford/Windsor Airport 10/10 Excellent "Would highly recommend. " [](https://expedia.ca/Hartford-Hotels-Marriott-HartfordWindsor-Airport.h805952.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) ![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 "Clean comfortable room, friendly staff, great breakfast" [](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![Days Inn by Wyndham Windsor Locks / Bradley Intl Airport](https://images.trvl-media.com/lodging/1000000/20000/17600/17518/1117a9b1_y.jpg) ### Days Inn by Wyndham Windsor Locks / Bradley Intl Airport 10/10 Excellent "Air conditioning effectively nice breakfast all on point also nice staff 👌 " [](https://expedia.ca/Hartford-Hotels-Days-Inn-By-Wyndham-Windsor-Locks-Bradley-Intl-Airport.h17518.Hotel-Information) ![Sheraton Hartford Hotel at Bradley Airport](https://images.trvl-media.com/lodging/1000000/10000/4700/4632/c8edc11d_y.jpg) ### Sheraton Hartford Hotel at Bradley Airport 10/10 Excellent "Large clean room" [](https://expedia.ca/Hartford-Hotels-Sheraton-Hartford-Hotel-At-Bradley-Airport.h4632.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Windsor? ### What is there to see and do in Windsor? ### When is the best time to book a hotel with a pool in Windsor? ### What's the best way to travel around Windsor? ## Explore a world of travel with Expedia - 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