Title: The Best Hotels with a Pool in Windsor from $90 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 25 - Feb 26](https://www.expedia.com/Hotel-Search?regionId=6127335&startDate=2026-02-25&endDate=2026-02-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 26 - Feb 27](https://www.expedia.com/Hotel-Search?regionId=6127335&startDate=2026-02-26&endDate=2026-02-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This 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) Next weekend [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) ![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) ![Free self parking](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/11463a9a.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) ### Caesars Windsor - A Caesars Rewards Destination [](https://www.expedia.com/Windsor-Hotels-Caesars-Windsor.h2232457.Hotel-Information) City Centre 8.6/10 Excellent (3,194 reviews) - Luxurious indoor pool retreat awaits at this riverside hotel with casino excitement. $122 nightly $146 total Feb 26 - Feb 27 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) ![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) ![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) ### Hyatt Place Windsor [](https://www.expedia.com/Windsor-Hotels-Hyatt-Place-Windsor.h106101897.Hotel-Information) South Cameron 9.4/10 Exceptional (522 reviews) - Swim year-round in the indoor pool, steps from the Detroit Windsor Tunnel. $117 nightly $140 total Mar 8 - Mar 9 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/97000000/96670000/96663400/96663341/3952e16e.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) ![Interior](https://images.trvl-media.com/lodging/97000000/96670000/96663400/96663341/e774b1f3.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) $313 nightly $354 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Modern-Spacious-1-Bedroom-And-A-Den-Home.h96663341.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) ![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) ![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) ### 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 (1,368 reviews) - Relaxation awaits at the indoor pool area where scenic river views complement every refreshing swim and poolside lounge. $105 nightly $125 total Mar 8 - Mar 9 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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/e424b4ac.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 (798 reviews) - Dive into refreshing aquatic bliss at this downtown hotel with an indoor pool that beckons year-round. $75 nightly $90 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Four-Points-By-Sheraton-Windsor-Downtown.h27074.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/bb822a8d.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 (1,000 reviews) - Splash into panoramic riverfront relaxation with indoor pool, sauna, and fitness center awaiting your arrival. $75 nightly $90 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Best-Western-Plus-Waterfront-Hotel.h10954.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/970000/967500/967490/318adad7.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) ![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) ### 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 (1,018 reviews) - Dive into a rejuvenating swim experience at this indoor pool sanctuary, open from early morning until late evening. $113 nightly $136 total Feb 28 - Mar 1 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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/98c7174d.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) ![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 (1,076 reviews) - Float in luxury at this riverside indoor pool with comfortable loungers and city views. $116 nightly $139 total Mar 8 - Mar 9 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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2900/2832/9d9126b5.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) ### 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 (1,000 reviews) - Relax at this Windsor hotel with pool, hot tub, and sauna near Ambassador Bridge and Caesars Casino. $75 nightly $90 total Mar 22 - Mar 23 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) ![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) ![TV](https://images.trvl-media.com/lodging/106000000/105120000/105115100/105115044/1734fb5d.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 $212 nightly $245 total Mar 4 - Mar 5 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=2026-03-11&endDate=2026-03-12®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) ![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/107000000/106110000/106101900/106101897/9161ac9e.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) ### Hyatt Place Windsor [](https://www.expedia.com/Windsor-Hotels-Hyatt-Place-Windsor.h106101897.Hotel-Information) South Cameron 9.4/10 Exceptional (522) $117 nightly $140 total Mar 8 - Mar 9 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) ![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) ![Point of interest](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/82cb0c2c.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 (1368) $105 nightly $125 total Mar 8 - Mar 9 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/1000000/30000/27100/27074/1ef1363b.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/e424b4ac.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 (798) $75 nightly $90 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Four-Points-By-Sheraton-Windsor-Downtown.h27074.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) ![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/ea4274e7.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) ### 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 (1018) $113 nightly $136 total Feb 28 - Mar 1 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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2900/2832/9d9126b5.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) ### 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 (1000) $75 nightly $90 total Mar 22 - Mar 23 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/10000000/9600000/9593400/9593302/fd38c2b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/10000000/9600000/9593400/9593302/492c3ef4.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) ![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) ### 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 (1015) $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) ![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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/98c7174d.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) ![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 (1076) $116 nightly $139 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-DoubleTree-By-Hilton-Windsor-Hotel-Suites.h10499.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=2026-03-11&endDate=2026-03-12®ionId=6127335&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## Top Windsor Hotel Reviews ![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 "Great experience " [](https://expedia.com/Windsor-Hotels-Caesars-Windsor.h2232457.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 "Everything was great, great service beautiful room nice and peaceful get away" [](https://expedia.com/Windsor-Hotels-SureStay-Plus-By-Best-Western-Windsor.h2776931.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 "all good" [](https://expedia.com/Windsor-Hotels-Super-8-By-Wyndham-WindsorDougall.h9593302.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 "Room was great and staff was extremely friendly and nice. " [](https://expedia.com/Windsor-Hotels-Travelodge-By-Wyndham-Windsor.h116384.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 "Very kind and nice stay" [](https://expedia.com/Windsor-Hotels-Best-Western-Plus-Waterfront-Hotel.h10954.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 "Room clean, like the hard wood floor" [](https://expedia.com/Windsor-Hotels-Holiday-Inn-Suites-Windsor-Ambassador-Bridge.h2832.Hotel-Information) ![Hampton Inn & Suites by Hilton Windsor](https://images.trvl-media.com/lodging/1000000/970000/967500/967490/c3ff1029_y.jpg) ### Hampton Inn & Suites by Hilton Windsor 10/10 Excellent "Rooms were really clean and the staff were super nice!! Definitely will book again whenever I visit Windsor again! " [](https://expedia.com/Windsor-Hotels-Hampton-Inn-Suites-By-Hilton-Windsor.h967490.Hotel-Information) ![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) ## 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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