Title: The Best Hotels with a Pool in Windsor from $82 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 24 - Feb 25](https://www.expedia.com/Hotel-Search?regionId=6127335&startDate=2026-02-24&endDate=2026-02-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [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) 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/107000000/106110000/106101900/106101897/33c9467e.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) ![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 (521 reviews) - Swim year-round in the indoor pool, steps from the Detroit Windsor Tunnel. $112 nightly $134 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/e043a2b0.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) ### 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) $312 nightly $352 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Modern-Spacious-1-Bedroom-And-A-Den-Home.h96663341.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/ff026a4e.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) ![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) ![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 (3,209 reviews) - Luxurious indoor pool retreat awaits at this riverside hotel with casino excitement. $122 nightly $146 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Caesars-Windsor.h2232457.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) ![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) ![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) ![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 (1,381 reviews) - Relaxation awaits at the indoor pool area where scenic river views complement every refreshing swim and poolside lounge. $105 nightly $125 total Feb 27 - Feb 28 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) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/1ef1363b.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/e424b4ac.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. $68 nightly $82 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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/970000/967500/967490/318adad7.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. $114 nightly $136 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-By-Hilton-Windsor.h967490.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 (1,000 reviews) - Splash into panoramic riverfront relaxation with indoor pool, sauna, and fitness center awaiting your arrival. $75 nightly $90 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Best-Western-Plus-Waterfront-Hotel.h10954.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/8f9757a3.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) ### 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 (1,075 reviews) - Float in luxury at this riverside indoor pool with comfortable loungers and city views. $116 nightly $139 total Mar 15 - Mar 16 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) ![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) ![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) ### 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 (1,010 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) ![TV](https://images.trvl-media.com/lodging/106000000/105120000/105115100/105115044/15905fb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105120000/105115100/105115044/8c106d12.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 $207 nightly $239 total Feb 26 - Feb 27 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=2026-03-10&endDate=2026-03-11®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/107000000/106110000/106101900/106101897/4a188292.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) ![Indoor pool](https://images.trvl-media.com/lodging/107000000/106110000/106101900/106101897/33c9467e.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 (521) $112 nightly $134 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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/140a0828.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) ![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 (1381) $105 nightly $125 total Feb 27 - Feb 28 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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/98831162.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/e424b4ac.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) $68 nightly $82 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) ![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/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) ![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 (1018) $114 nightly $136 total Mar 12 - Mar 13 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) ![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) ![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) ### 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 (1010) $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) ![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) ![Fitness facility](https://images.trvl-media.com/lodging/10000000/9600000/9593400/9593302/492c3ef4.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 Feb 26 - Feb 27 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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/8f9757a3.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) ### 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 (1075) $116 nightly $139 total Mar 15 - Mar 16 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=2026-03-10&endDate=2026-03-11®ionId=6127335&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## Top Windsor Hotel Reviews ## 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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