Title: The Best Hotels with a Pool in Windsor from $89 in 2026 | Expedia.com [Windsor Travel Guide](https://expedia.com/Windsor.dx6127335)[Hotels in Windsor](https://expedia.com/Windsor-Hotels.d6127335.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.com/Windsor-Vacation-Rentals.d6127335.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.com/Cheap-Flights-To-Windsor.d6127335.Travel-Guide-Flights)[Things to do in Windsor](https://expedia.com/Things-To-Do-In-Windsor.d6127335.Travel-Guide-Activities)[Car Rentals in Windsor](https://expedia.com/Car-Rentals-In-Windsor.d6127335.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.com/Windsor.d6127335.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6127335/f39cebcc-370a-4f14-97d4-0a7edba3b478.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6127335/f39cebcc-370a-4f14-97d4-0a7edba3b478.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 21 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=6127335&startDate=2026-02-21&endDate=2026-02-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 22 - Feb 23](https://www.expedia.com/Hotel-Search?regionId=6127335&startDate=2026-02-22&endDate=2026-02-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=6127335&startDate=2026-02-27&endDate=2026-03-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=6127335&startDate=2026-03-06&endDate=2026-03-08&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/3000000/2240000/2232500/2232457/ff026a4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![FORUM TOWER , JUNIOR SUITE KING | Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/dadaa461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![AUGUSTUS TOWER , DELUXE SUITE KING | Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/a062ef77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 restaurants, breakfast served](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/1b332ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Caesars Windsor - A Caesars Rewards Destination [](https://www.expedia.com/Windsor-Hotels-Caesars-Windsor.h2232457.Hotel-Information) City Centre 8.6/10 Excellent (3,200 reviews) "Hotel and staff were great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heidi $122 nightly $146 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Caesars-Windsor.h2232457.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/107000000/106110000/106101900/106101897/33c9467e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/107000000/106110000/106101900/106101897/4a188292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/107000000/106110000/106101900/106101897/794cbe31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/107000000/106110000/106101900/106101897/9161ac9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Windsor [](https://www.expedia.com/Windsor-Hotels-Hyatt-Place-Windsor.h106101897.Hotel-Information) South Cameron 9.4/10 Exceptional (519 reviews) "The staff was fantastic rooms very clean and comfortable" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Steven $111 nightly $133 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Hyatt-Place-Windsor.h106101897.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/97000000/96670000/96663400/96663341/5b690c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/97000000/96670000/96663400/96663341/e043a2b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96670000/96663400/96663341/e774b1f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96670000/96663400/96663341/8bda3fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Spacious 1 bedroom and a den home (Lower Unit) [](https://www.expedia.com/Windsor-Hotels-Modern-Spacious-1-Bedroom-And-A-Den-Home.h96663341.Hotel-Information) Roseland 8.4/10 Very Good (6 reviews) "was a great property and location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ava C. $313 nightly $354 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Modern-Spacious-1-Bedroom-And-A-Den-Home.h96663341.Hotel-Information) ![1 bedroom, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/9552c1c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/167f45b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/04753b0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/f48e759e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Waterfront Hotel [](https://www.expedia.com/Windsor-Hotels-Best-Western-Plus-Waterfront-Hotel.h10954.Hotel-Information) Downtown Windsor 8.2/10 Very Good (1,005 reviews) "Amazing stay! Stayed with toddlers and we all had a great time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darrell $75 nightly $90 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Best-Western-Plus-Waterfront-Hotel.h10954.Hotel-Information) ![Indoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/6ed4f27c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/eea1d82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, River View | Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/b296a4d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/140a0828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Windsor Waterfront by IHG [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Waterfront.h21423.Hotel-Information) Downtown Windsor 8.6/10 Excellent (1,380 reviews) "Clean room, great breakfast and cookies " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sandy $105 nightly $125 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Waterfront.h21423.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/98831162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/e424b4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, City View | Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/8f2b1cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/d14faf76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Points by Sheraton Windsor Downtown [](https://www.expedia.com/Windsor-Hotels-Four-Points-By-Sheraton-Windsor-Downtown.h27074.Hotel-Information) Downtown Windsor 8.6/10 Excellent (797 reviews) "Amazing stay thank you!!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Robert $78 nightly $94 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Four-Points-By-Sheraton-Windsor-Downtown.h27074.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/970000/967500/967490/w3837h2558x3y3-7d9fd651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/970000/967500/967490/w3840h2558x0y3-bb89de50.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/1000000/970000/967500/967490/d0adf9a9.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/1000000/970000/967500/967490/ea4274e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites by Hilton Windsor [](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-By-Hilton-Windsor.h967490.Hotel-Information) South Cameron 8.8/10 Excellent (1,017 reviews) "clean , updated , great tv, nice fixtures , good location , breakfast was kinda bland for a Hampton " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Irving $114 nightly $136 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-By-Hilton-Windsor.h967490.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/e43558f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed (Water View) | Down comforters, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/ec1521bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/c750a6d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/8f9757a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Windsor Hotel & Suites [](https://www.expedia.com/Windsor-Hotels-DoubleTree-By-Hilton-Windsor-Hotel-Suites.h10499.Hotel-Information) Downtown Windsor 9.2/10 Wonderful (1,080 reviews) "Great hotel to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rami $116 nightly $139 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-DoubleTree-By-Hilton-Windsor-Hotel-Suites.h10499.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/2900/2832/655a4ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/10000/2900/2832/c2d3759e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2900/2832/56bf1738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2900/2832/cecb4854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn & Suites Windsor Ambassador Bridge by IHG [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Suites-Windsor-Ambassador-Bridge.h2832.Hotel-Information) Sandwich 7.4/10 Good (1,003 reviews) "We had a great stay." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Kara $74 nightly $89 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Suites-Windsor-Ambassador-Bridge.h2832.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/106000000/105120000/105115100/105115044/4c907c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/106000000/105120000/105115100/105115044/1734fb5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/106000000/105120000/105115100/105115044/7b695eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/106000000/105120000/105115100/105115044/15905fb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clean and spacious 3BR DT Windsor Laundry and parking [](https://www.expedia.com/Windsor-Hotels-Clean-And-Spacious-3BR-DT-Windsor-Laundry-And-Parking.h105115044.Hotel-Information) City Centre $204 nightly $236 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Clean-And-Spacious-3BR-DT-Windsor-Laundry-And-Parking.h105115044.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.com/Hotel-Search?startDate=2026-03-07&endDate=2026-03-08®ionId=6127335&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Windsor Breakfast included Hot tub Water park Spa 4 stars ![](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.com/deals?rfrr=AFFINITY_SPRING_PROMO_6127335) ## Hotels with pools and free breakfast in Windsor ![Bar (on property)](https://images.trvl-media.com/lodging/107000000/106110000/106101900/106101897/794cbe31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/107000000/106110000/106101900/106101897/9161ac9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/107000000/106110000/106101900/106101897/4a188292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106110000/106101900/106101897/a8264141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Windsor [](https://www.expedia.com/Windsor-Hotels-Hyatt-Place-Windsor.h106101897.Hotel-Information) South Cameron 9.4/10 Exceptional (519) $111 nightly $133 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Hyatt-Place-Windsor.h106101897.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/eea1d82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, River View | Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/b296a4d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/140a0828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/db43765e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Windsor Waterfront by IHG [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Waterfront.h21423.Hotel-Information) Downtown Windsor 8.6/10 Excellent (1380) $105 nightly $125 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Waterfront.h21423.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/970000/967500/967490/318adad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/970000/967500/967490/w3837h2558x3y3-7d9fd651.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/1000000/970000/967500/967490/d0adf9a9.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/1000000/970000/967500/967490/ea4274e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites by Hilton Windsor [](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-By-Hilton-Windsor.h967490.Hotel-Information) South Cameron 8.8/10 Excellent (1017) $114 nightly $136 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-By-Hilton-Windsor.h967490.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/2900/2832/655a4ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/10000/2900/2832/c2d3759e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2900/2832/56bf1738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2900/2832/cecb4854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn & Suites Windsor Ambassador Bridge by IHG [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Suites-Windsor-Ambassador-Bridge.h2832.Hotel-Information) Sandwich 7.4/10 Good (1003) $74 nightly $89 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Suites-Windsor-Ambassador-Bridge.h2832.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/1ef1363b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/e424b4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, City View | Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/8f2b1cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/d14faf76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Points by Sheraton Windsor Downtown [](https://www.expedia.com/Windsor-Hotels-Four-Points-By-Sheraton-Windsor-Downtown.h27074.Hotel-Information) Downtown Windsor 8.6/10 Excellent (797) $78 nightly $94 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Four-Points-By-Sheraton-Windsor-Downtown.h27074.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/e43558f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed (Water View) | Down comforters, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/ec1521bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/c750a6d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/8f9757a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Windsor Hotel & Suites [](https://www.expedia.com/Windsor-Hotels-DoubleTree-By-Hilton-Windsor-Hotel-Suites.h10499.Hotel-Information) Downtown Windsor 9.2/10 Wonderful (1080) $116 nightly $139 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-DoubleTree-By-Hilton-Windsor-Hotel-Suites.h10499.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/10000000/9600000/9593400/9593302/fd38c2b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/10000000/9600000/9593400/9593302/cc8ffabc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/10000000/9600000/9593400/9593302/d248e8d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/10000000/9600000/9593400/9593302/720fe15e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Windsor/Dougall [](https://www.expedia.com/Windsor-Hotels-Super-8-By-Wyndham-WindsorDougall.h9593302.Hotel-Information) Remington Park 8.0/10 Very Good (1014) $59 nightly $71 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Super-8-By-Wyndham-WindsorDougall.h9593302.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.com/Hotel-Search?startDate=2026-03-07&endDate=2026-03-08®ionId=6127335&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## Top Windsor Hotel Reviews ![Comfort Inn & Suites Ambassador Bridge](https://images.trvl-media.com/lodging/1000000/10000/3700/3660/9276fdc7_y.jpg) ### Comfort Inn & Suites Ambassador Bridge 10/10 Excellent "Room was clean. Staff were very nice. Breakfast was really good. Happy there was tea and coffee throughout the day. To bad the pool and hot tub was closed but all in all will stay again." [](https://expedia.com/Windsor-Hotels-Comfort-Inn-Suites-Ambassador-Bridge.h3660.Hotel-Information) ![DoubleTree by Hilton Windsor Hotel & Suites](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/29cfa5f3_y.jpg) ### DoubleTree by Hilton Windsor Hotel & Suites 10/10 Excellent "amazing " [](https://expedia.com/Windsor-Hotels-DoubleTree-By-Hilton-Windsor-Hotel-Suites.h10499.Hotel-Information) ![Caesars Windsor - A Caesars Rewards Destination](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/8112ff17_y.jpg) ### Caesars Windsor - A Caesars Rewards Destination 10/10 Excellent "Room was clean and spacious, staff was lovely!" [](https://expedia.com/Windsor-Hotels-Caesars-Windsor.h2232457.Hotel-Information) ![Super 8 by Wyndham Windsor/Dougall](https://images.trvl-media.com/lodging/10000000/9600000/9593400/9593302/cc8ffabc_y.jpg) ### Super 8 by Wyndham Windsor/Dougall 10/10 Excellent "Perfect " [](https://expedia.com/Windsor-Hotels-Super-8-By-Wyndham-WindsorDougall.h9593302.Hotel-Information) ![Best Western Plus Waterfront Hotel](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/a3d331c0_y.jpg) ### Best Western Plus Waterfront Hotel 10/10 Excellent "The friendly staff" [](https://expedia.com/Windsor-Hotels-Best-Western-Plus-Waterfront-Hotel.h10954.Hotel-Information) ![Four Points by Sheraton Windsor Downtown](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/df069ffe_y.jpg) ### Four Points by Sheraton Windsor Downtown 10/10 Excellent "Staff was very courteous. Breakfast was good." [](https://expedia.com/Windsor-Hotels-Four-Points-By-Sheraton-Windsor-Downtown.h27074.Hotel-Information) ![Holiday Inn & Suites Windsor Ambassador Bridge by IHG](https://images.trvl-media.com/lodging/1000000/10000/2900/2832/0f670362_y.jpg) ### Holiday Inn & Suites Windsor Ambassador Bridge by IHG 10/10 Excellent "Staff was the best" [](https://expedia.com/Windsor-Hotels-Holiday-Inn-Suites-Windsor-Ambassador-Bridge.h2832.Hotel-Information) ![Travelodge by Wyndham Windsor](https://images.trvl-media.com/lodging/1000000/120000/116400/116384/47b875cd_y.jpg) ### Travelodge by Wyndham Windsor 10/10 Excellent "Staff, amenities claen" [](https://expedia.com/Windsor-Hotels-Travelodge-By-Wyndham-Windsor.h116384.Hotel-Information) ![SureStay Plus by Best Western Windsor](https://images.trvl-media.com/lodging/3000000/2780000/2777000/2776931/e4f96d60_y.jpg) ### SureStay Plus by Best Western Windsor 10/10 Excellent "The room vas very clean and neat .staff vas very friendly and polite. " [](https://expedia.com/Windsor-Hotels-SureStay-Plus-By-Best-Western-Windsor.h2776931.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Windsor with outdoor pools? > Another excellent choice is the [Holiday Inn Express Windsor Waterfront by IHG](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Waterfront.h21423.Hotel-Information), which boasts an outdoor pool along with free breakfast options, ensuring a convenient start to your day. With a traveller rating of 8.6, guests often highlight the comfortable, clean rooms and the helpful service provided by the staff. Its prime location adds to its appeal, making it a great base for exploring Windsor. > > > For those who prefer a more budget-friendly option, the [Super 8 by Wyndham Windsor/Dougall](https://www.expedia.com/Windsor-Hotels-Super-8-By-Wyndham-WindsorDougall.h9593302.Hotel-Information) is also equipped with an outdoor pool and offers free breakfast and WiFi. With a rating of 8.0, this hotel is known for its clean rooms and friendly staff, making it a practical choice for families looking for good value. ### How much does a hotel with outdoor pool in Windsor cost? ### What are some of the best Windsor hotels with outdoor pools and scenic views? > Another great choice is the [Holiday Inn Express Windsor Waterfront by IHG](https://www.expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Waterfront.h21423.Hotel-Information). This hotel features a delightful outdoor pool, along with comfortable suites that are superb for families. With a review score of 8.6, guests appreciate the complimentary breakfast and the convenient location, which provides lovely river views. Families will find the amenities convenient, making it an ideal spot for a memorable getaway. ### Is it cheaper to book flights and a Windsor hotel with a pool as a package? ### How can I save on a Windsor hotel with a pool with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Hotels near Detroit Windsor Tunnel ](https://www.expedia.com/Detroit-Windsor-Tunnel-Hotels.0-l6125870-0.Travel-Guide-Filter-Hotels) - [Hotels near Chinatown ](https://www.expedia.com/Chinatown-Windsor-Hotels.0-n713674670643798016-0.Travel-Guide-Filter-Hotels) - [Hotels near Caesars Windsor ](https://www.expedia.com/Caesars-Windsor-Hotels.0-l553248621533087505-0.Travel-Guide-Filter-Hotels) - [Hotels near Caesars Casino ](https://www.expedia.com/Caesars-Casino-Hotels.0-l553248621532864684-0.Travel-Guide-Filter-Hotels) - [Hotels near Adventure Bay Family Water Park ](https://www.expedia.com/Adventure-Bay-Family-Water-Park-Hotels.0-l553248635974614570-0.Travel-Guide-Filter-Hotels) - 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