Title: Book the Best Hotels with POOL in Windsor in 2026 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d553248635975850362.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d553248635975850362.Travel-Guide-VacationRentals)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d553248635975850362.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d553248635975850362.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 Windsor Hotels with a Pool Tonight [Feb 20 - Feb 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975850362&startDate=2026-02-20&endDate=2026-02-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 21 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635975850362&startDate=2026-02-21&endDate=2026-02-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635975850362&startDate=2026-02-20&endDate=2026-02-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635975850362&startDate=2026-02-27&endDate=2026-03-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor hotels with a pool ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2390000/2384400/2384393/0a0c5708.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/3000000/2390000/2384400/2384393/894b95a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2390000/2384400/2384393/5ca419d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Accessible, Non Smoking (with Sofabed)](https://images.trvl-media.com/lodging/3000000/2390000/2384400/2384393/f760ddb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Waldo Inn and Suites [](https://www.expedia.ca/Gainesville-Hotels-Best-Western-Waldo-Inn-And-Suites.h2384393.Hotel-Information) Waldo 8.8/10 Excellent (967 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cathy CA $140 CA $157 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Gainesville-Hotels-Best-Western-Waldo-Inn-And-Suites.h2384393.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/910300/910208/08745267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/910300/910208/155de35d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/910300/910208/fc83fe5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Double Bed, Non Smoking | Television](https://images.trvl-media.com/lodging/1000000/920000/910300/910208/cc36dca8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gator Town Inn [](https://www.expedia.ca/Gainesville-Hotels-Gator-Town-Inn.h910208.Hotel-Information) Gainesville 7.6/10 Good (840 reviews) "Can’t beat it for the price " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Drew CA $78 CA $88 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Gainesville-Hotels-Gator-Town-Inn.h910208.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/20000000/19490000/19484600/19484503/92132f81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/20000000/19490000/19484600/19484503/0dff4e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/20000000/19490000/19484600/19484503/57b6c63d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/20000000/19490000/19484600/19484503/93f8f773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drury Inn & Suites Gainesville [](https://www.expedia.ca/Gainesville-Hotels-Drury-Inn-Suites-Gainesville.h19484503.Hotel-Information) Gainesville 9.6/10 Exceptional (1,386 reviews) "Great place to stay. Would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leo CA $144 CA $162 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Gainesville-Hotels-Drury-Inn-Suites-Gainesville.h19484503.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/210000/200800/200755/b553f829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking (Larger Room)](https://images.trvl-media.com/lodging/1000000/210000/200800/200755/f246ff96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/200800/200755/4d594d6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/210000/200800/200755/8a6fa57c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HOM Hotel Gainesville, SureStay Collection by Best Western [](https://www.expedia.ca/Gainesville-Hotels-HOM-Hotel-Gainesville.h200755.Hotel-Information) Gainesville 8.4/10 Very good (1,820 reviews) "Awesome place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aristeo CA $94 CA $105 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Gainesville-Hotels-HOM-Hotel-Gainesville.h200755.Hotel-Information) ![Outdoor pool, open 8 AM to 10:00 PM, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/26000000/25810000/25806200/25806113/b9a96c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/26000000/25810000/25806200/25806113/7d23a0c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/26000000/25810000/25806200/25806113/207aa0de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/26000000/25810000/25806200/25806113/6b521bb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Gainesville I-75 by IHG [](https://www.expedia.ca/Gainesville-Hotels-Holiday-Inn-Express-Suites-Gainesville-I-75.h25806113.Hotel-Information) Gainesville 9.4/10 Exceptional (1,003 reviews) "Clean room, very friendly staff, great breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ena CA $147 CA $165 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Gainesville-Hotels-Holiday-Inn-Express-Suites-Gainesville-I-75.h25806113.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1290000/1289100/1289043/d5f99e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1290000/1289100/1289043/e387508a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1290000/1289100/1289043/cf87e7bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1290000/1289100/1289043/9c03edaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Gainesville, FL [](https://www.expedia.ca/Gainesville-Hotels-Country-Inn-Suites-By-Radisson.h1289043.Hotel-Information) Gainesville 9.2/10 Wonderful (1,692 reviews) "Yes all very nice accommodations " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Louis CA $121 CA $136 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Gainesville-Hotels-Country-Inn-Suites-By-Radisson.h1289043.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/440000/439800/439799/21edcc26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/440000/439800/439799/5c4d5825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/440000/439800/439799/1c3421f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/440000/439800/439799/c37dfd5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Gainesville I-75 Hospital University Area [](https://www.expedia.ca/Gainesville-Hotels-Super-8-By-Wyndham-Gainesville.h439799.Hotel-Information) Gainesville 7.6/10 Good (1,011 reviews) "Good: Staff was very pleasant. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marianna CA $69 CA $77 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Gainesville-Hotels-Super-8-By-Wyndham-Gainesville.h439799.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/27000000/26950000/26940800/26940780/d8e75038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/27000000/26950000/26940800/26940780/953f268b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/27000000/26950000/26940800/26940780/dfb2f417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26950000/26940800/26940780/3f33ed8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Indigo Gainesville-Celebration Pointe by IHG [](https://www.expedia.ca/Gainesville-Hotels-Hotel-Indigo-Gainesville-Celebration-Pointe.h26940780.Hotel-Information) Gainesville 9.0/10 Wonderful (1,006 reviews) "Great Hotel… very clean and the staff was very courteous." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shane CA $114 CA $128 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Gainesville-Hotels-Hotel-Indigo-Gainesville-Celebration-Pointe.h26940780.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1940000/1932400/1932346/26aab7cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1940000/1932400/1932346/e8bf5c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1940000/1932400/1932346/cba0289f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1940000/1932400/1932346/d8c6de93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites University/Shands [](https://www.expedia.ca/Gainesville-Hotels-Sleep-Inn-Suites-UniversityShands.h1932346.Hotel-Information) Gainesville 8.8/10 Excellent (1,111 reviews) "Friendly staff, good amenities, centrally located and clean throughout " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kerry CA $107 CA $128 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Gainesville-Hotels-Sleep-Inn-Suites-UniversityShands.h1932346.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/112000000/111070000/111068900/111068878/w2460h1531x0y0-75bb46b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms (QueenBed) | Private kitchen](https://images.trvl-media.com/lodging/112000000/111070000/111068900/111068878/f653a0dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/112000000/111070000/111068900/111068878/fde9d20d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms (QueenBed) | Living area](https://images.trvl-media.com/lodging/112000000/111070000/111068900/111068878/4681d289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Landing Apartments Newberry [](https://www.expedia.ca/Newberry-Hotels-Barsala-At-The-Vanguard-Apartments.h111068878.Hotel-Information) Newberry 10/10 Exceptional (49 reviews) "Great stay very clean better than any hotel around the area " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diogenes CA $125 CA $388 total includes taxes & fees Mar 13 - Mar 14 [](https://www.expedia.ca/Newberry-Hotels-Barsala-At-The-Vanguard-Apartments.h111068878.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=2026-03-07&endDate=2026-03-08®ionId=553248635975850362&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Windsor Breakfast included 4 stars Ocean view 5 stars Hot tub ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_553248635975850362) ## Top Windsor Hotel Reviews ![Best Western Gateway Grand](https://images.trvl-media.com/lodging/1000000/160000/151100/151041/9a241e09_y.jpg) ### Best Western Gateway Grand 10/10 Excellent "Staff was excellent and quick." [](https://expedia.ca/Gainesville-Hotels-Best-Western-Gateway-Grand.h151041.Hotel-Information) ![Country Inn & Suites by Radisson, Gainesville, FL](https://images.trvl-media.com/lodging/2000000/1290000/1289100/1289043/8584a629_y.jpg) ### Country Inn & Suites by Radisson, Gainesville, FL 10/10 Excellent "It was a wonderful stay. Everyone was super nice and helpful the room was spotless. I highly recommend." [](https://expedia.ca/Gainesville-Hotels-Country-Inn-Suites-By-Radisson.h1289043.Hotel-Information) ![SpringHill Suites by Marriott Gainesville](https://images.trvl-media.com/lodging/2000000/1540000/1531600/1531530/6fa20102_y.jpg) ### SpringHill Suites by Marriott Gainesville 10/10 Excellent "Very clean, good location " [](https://expedia.ca/Gainesville-Hotels-SpringHill-Suites-By-Marriott-Gainesville.h1531530.Hotel-Information) ![Super 8 by Wyndham Gainesville I-75 Hospital University Area](https://images.trvl-media.com/lodging/1000000/440000/439800/439799/1210da70_y.jpg) ### Super 8 by Wyndham Gainesville I-75 Hospital University Area 10/10 Excellent "Good" [](https://expedia.ca/Gainesville-Hotels-Super-8-By-Wyndham-Gainesville.h439799.Hotel-Information) ![Drury Inn & Suites Gainesville](https://images.trvl-media.com/lodging/20000000/19490000/19484600/19484503/93f8f773_y.jpg) ### Drury Inn & Suites Gainesville 10/10 Excellent "Clean rooms and courteous staff. Perfect location." [](https://expedia.ca/Gainesville-Hotels-Drury-Inn-Suites-Gainesville.h19484503.Hotel-Information) ![Sleep Inn & Suites University/Shands](https://images.trvl-media.com/lodging/2000000/1940000/1932400/1932346/3c8617a9_y.jpg) ### Sleep Inn & Suites University/Shands 10/10 Excellent "Popcorn! They had fresh popcorn in the lobby. Quiet room. Good breakfast. Very friendly staff" [](https://expedia.ca/Gainesville-Hotels-Sleep-Inn-Suites-UniversityShands.h1932346.Hotel-Information) ![Comfort Inn University](https://images.trvl-media.com/lodging/1000000/800000/793600/793525/78ca2e85_y.jpg) ### Comfort Inn University 10/10 Excellent "The room while basic was comfortable and very clean. Just what we needed. We had a small glitch in extending our stay by one day but Barbara went above and beyond to fix the situation. She is one in a million and I can't thank her enough for her help." [](https://expedia.ca/Gainesville-Hotels-Comfort-Inn-University.h793525.Hotel-Information) ![HOM Hotel Gainesville, SureStay Collection by Best Western](https://images.trvl-media.com/lodging/1000000/210000/200800/200755/07c3ba53_y.jpg) ### HOM Hotel Gainesville, SureStay Collection by Best Western 10/10 Excellent "No problem at all. Good breakfast and decent coffee." [](https://expedia.ca/Gainesville-Hotels-HOM-Hotel-Gainesville.h200755.Hotel-Information) ![Hilton University of Florida Conference Center Gainesville](https://images.trvl-media.com/lodging/1000000/480000/475300/475205/7dbdcf15_y.jpg) ### Hilton University of Florida Conference Center Gainesville 10/10 Excellent "The staff was very helpful specifically with help printing my boarding passes. The room was comfortable, and the entire vibe of the hotel was friendly. We will be staying there again on my next trip to Gainesville in May." [](https://expedia.ca/Gainesville-Hotels-Hilton-University-Of-Florida-Conference-Center-Gainesville.h475205.Hotel-Information) ## Frequently asked questions ### What are some hotels 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? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Hotels with a Pool in Amelia Island ](https://www.expedia.ca/Amelia-Island-Hotels-Hotel-With-Pool.0-0-d10814-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Green Hotels in Daytona Beach ](https://www.expedia.ca/Daytona-Beach-Hotels-Green-Sustainable.0-0-d6023995-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Daytona Beach ](https://www.expedia.ca/Daytona-Beach-Hotels-Honeymoon-Hotels.0-0-d6023995-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Daytona Beach ](https://www.expedia.ca/Daytona-Beach-Hotels-Hotel-With-Early-Check-In.0-0-d6023995-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - 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