Title: Book the Best Hotels with POOL in Windsor in 2025 | Expedia.ca [Windsor Travel Guide](https://expedia.ca/Windsor.dx6127335)[Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d6127335.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d6127335.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d6127335.Travel-Guide-Flights)[Things to do in Windsor](https://expedia.ca/Things-To-Do-In-Windsor.d6127335.Travel-Guide-Activities)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d6127335.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/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) # Find Hotels with a Pool in Windsor from CA $102 - ![](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 [Nov 12 - Nov 13](https://www.expedia.ca/Hotel-Search?regionId=6127335&startDate=2025-11-12&endDate=2025-11-13&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 13 - Nov 14](https://www.expedia.ca/Hotel-Search?regionId=6127335&startDate=2025-11-13&endDate=2025-11-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6127335&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6127335&startDate=2025-11-21&endDate=2025-11-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 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) ![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/8112ff17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 restaurants, breakfast served](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/32c7dc85.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) ### Caesars Windsor - A Caesars Rewards Destination City Centre 8.6/10 Excellent (3119) "Great stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Amanda CA $152 CA $211 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/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/cfdec206.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/61671e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/63f141b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Windsor Waterfront by IHG Downtown Windsor 8.6/10 Excellent (1353) "Clean room and breakfast are was very good" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) George CA $144 CA $172 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Waterfront.h21423.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/420b7fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/764d4327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/0378ea4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/a3d331c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Waterfront Hotel Downtown Windsor 8.2/10 Very good (1006) "Great stay. Restaurant on site was great and nice view." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) john CA $93 CA $111 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Windsor-Hotels-Best-Western-Plus-Waterfront-Hotel.h10954.Hotel-Information) ![Fitness facility](https://images.trvl-media.com/lodging/107000000/106110000/106101900/106101897/2c89aa34.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/de190c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/107000000/106110000/106101900/106101897/cd064b45.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 South Cameron 9.2/10 Wonderful (422) "Great stay " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Kuljit CA $145 CA $174 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Windsor-Hotels-Hyatt-Place-Windsor.h106101897.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, 2 Queen Beds, Non Smoking, City View](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/bf9ea864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/27100/27074/df069ffe.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 Downtown Windsor 8.6/10 Excellent (763) "Staff" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sigfrido CA $139 CA $167 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/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) ![Daily buffet breakfast (CAD 24.86 per person)](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/29cfa5f3.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/1625f906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Windsor Hotel & Suites Downtown Windsor 9.0/10 Wonderful (1035) "Excellent stay, service and staff. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Luigia CA $165 CA $198 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Windsor-Hotels-DoubleTree-By-Hilton-Windsor-Hotel-Suites.h10499.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/970000/967500/967490/w3837h2556x3y4-2434d584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/1000000/970000/967500/967490/c5b5904d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One king studio suite](https://images.trvl-media.com/lodging/1000000/970000/967500/967490/cd7a5269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/970000/967500/967490/c3ff1029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites by Hilton Windsor South Cameron 8.8/10 Excellent (1012) "Enjoyed our stay. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Camilla CA $127 CA $152 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-By-Hilton-Windsor.h967490.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/10000000/9600000/9593400/9593302/55e98bcf.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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/10000000/9600000/9593400/9593302/90110cd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/10000000/9600000/9593400/9593302/3fa6c921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Windsor/Dougall Remington Park 8.0/10 Very good (1006) "Parking was safe, right outside our room " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Elizabeth CA $85 CA $102 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Windsor-Hotels-Super-8-By-Wyndham-WindsorDougall.h9593302.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/1000000/10000/2900/2832/9c17fb55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2900/2832/554d7b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn & Suites Windsor Ambassador Bridge by IHG Sandwich 7.6/10 Good (1001) "Great 2 nights, clean hotel. Quiet and front desk staff were attentive and welcoming, when I checked in it was seamless and when I checked out they were prepared with my paper work. I will be staying again. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mike CA $131 CA $162 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/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/106000000/105120000/105115100/105115044/656afbd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105120000/105115100/105115044/b7b5a8d4.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) ### Clean and spacious 3BR DT Windsor Laundry and parking City Centre CA $69 CA $333 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/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.ca/Hotel-Search?startDate=2025-11-27&endDate=2025-11-28®ionId=6127335&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Hotel Reviews ![DoubleTree by Hilton Windsor Hotel & Suites](//images.trvl-media.com/lodging/1000000/20000/10500/10499/29cfa5f3_y.jpg) ### DoubleTree by Hilton Windsor Hotel & Suites 10/10 Excellent "Comfortable as always " [](https://expedia.ca/Windsor-Hotels-DoubleTree-By-Hilton-Windsor-Hotel-Suites.h10499.Hotel-Information) ![Best Western Plus Waterfront Hotel](//images.trvl-media.com/lodging/1000000/20000/11000/10954/a3d331c0_y.jpg) ### Best Western Plus Waterfront Hotel 10/10 Excellent "Clean room, friendly staff, easy check in and out. " [](https://expedia.ca/Windsor-Hotels-Best-Western-Plus-Waterfront-Hotel.h10954.Hotel-Information) ![Travelodge by Wyndham Windsor](//images.trvl-media.com/lodging/1000000/120000/116400/116384/47b875cd_y.jpg) ### Travelodge by Wyndham Windsor 10/10 Excellent "The room was clean and the staff was excellent!" [](https://expedia.ca/Windsor-Hotels-Travelodge-By-Wyndham-Windsor.h116384.Hotel-Information) ![Holiday Inn Express Windsor Waterfront by IHG](//images.trvl-media.com/lodging/1000000/30000/21500/21423/61671e42_y.jpg) ### Holiday Inn Express Windsor Waterfront by IHG 10/10 Excellent "Room was spotless. Smaller than I expected but it had everything in it I needed. My only complaint was the parking lot was tiny so we had to park at a nearby garage for an higher fee (I was told parking lot and parking ramp were same price, they were not. It’s always a nice perk to have free Breakfast when out and about. " [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Waterfront.h21423.Hotel-Information) ![Four Points by Sheraton Windsor Downtown](//images.trvl-media.com/lodging/1000000/30000/27100/27074/df069ffe_y.jpg) ### Four Points by Sheraton Windsor Downtown 10/10 Excellent "Nice room, good amenities and polite, courteous staff. " [](https://expedia.ca/Windsor-Hotels-Four-Points-By-Sheraton-Windsor-Downtown.h27074.Hotel-Information) ![Hampton Inn & Suites by Hilton Windsor](//images.trvl-media.com/lodging/1000000/970000/967500/967490/c3ff1029_y.jpg) ### Hampton Inn & Suites by Hilton Windsor 10/10 Excellent "room was great, " [](https://expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-By-Hilton-Windsor.h967490.Hotel-Information) ![Comfort Inn & Suites Ambassador Bridge](//images.trvl-media.com/lodging/1000000/10000/3700/3660/9276fdc7_y.jpg) ### Comfort Inn & Suites Ambassador Bridge 10/10 Excellent "We didn’t " [](https://expedia.ca/Windsor-Hotels-Comfort-Inn-Suites-Ambassador-Bridge.h3660.Hotel-Information) ![Super 8 by Wyndham Windsor/Dougall](//images.trvl-media.com/lodging/10000000/9600000/9593400/9593302/cc8ffabc_y.jpg) ### Super 8 by Wyndham Windsor/Dougall 10/10 Excellent "Accomodated parking our camper overnight, which was greatly appreciated " [](https://expedia.ca/Windsor-Hotels-Super-8-By-Wyndham-WindsorDougall.h9593302.Hotel-Information) ![Holiday Inn & Suites Windsor Ambassador Bridge by IHG](//images.trvl-media.com/lodging/1000000/10000/2900/2832/0f670362_y.jpg) ### Holiday Inn & Suites Windsor Ambassador Bridge by IHG 10/10 Excellent "Great 2 nights, clean hotel. Quiet and front desk staff were attentive and welcoming, when I checked in it was seamless and when I checked out they were prepared with my paper work. I will be staying again. " [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Suites-Windsor-Ambassador-Bridge.h2832.Hotel-Information) ## Frequently asked questions ### How much does a hotel with outdoor pool in Windsor cost? > Enjoy staying in a hotel in Windsor with an outdoor pool. You can find a great deal from CA $102 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays. ### What are some of the best Windsor hotels with outdoor pools and scenic views? > The [DoubleTree by Hilton Windsor Hotel & Suites](https://www.expedia.ca/Windsor-Hotels-DoubleTree-By-Hilton-Windsor-Hotel-Suites.h10499.Hotel-Information) is an excellent choice for travellers seeking outdoor pools combined with stunning views. This 4-star hotel boasts an inviting outdoor pool area where guests can relax on sun loungers while soaking in picturesque river views. With a remarkable traveller rating of 9.0, guests frequently praise the beautiful and clean rooms, friendly staff, and the hotel's great location, which truly enhances the overall experience. > > > > Another fantastic option is the [Holiday Inn Express Windsor Waterfront by IHG](https://www.expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Waterfront.h21423.Hotel-Information). Known for its comfortable accommodations, this hotel also features an outdoor pool and offers spectacular views of the river. With a great rating of 8.6, families appreciate the complimentary breakfast and the helpful service provided by the staff. The convenient location makes it an ideal base for exploring Windsor while enjoying the scenic beauty it has to offer. > > > > Both hotels not only provide outdoor pool access but also create a family-friendly atmosphere, ensuring a pleasant stay for those traveling with children. ### Is it cheaper to book flights and a hotel in Windsor as a package? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect [travel package](https://www.expedia.ca/Windsor.d6127335.Destination-Travel-Guides). ### How can I save on a hotel in Windsor with Expedia? > Before booking your Windsor hotel, remember to join Expedia's free travel rewards program—[One Key™](https://www.expedia.ca/welcome-one-key). Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too. ### Can I cancel my hotel reservation on Expedia? > Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in Windsor for you. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [4 Star Hotels in City Centre](https://www.expedia.ca/4Star-City-Centre-Windsor-Hotels.s40-n911358648941645824-0.Travel-Guide-Filter-Hotels) - [Hotels near Adventure Bay Family Water Park](https://www.expedia.ca/Adventure-Bay-Family-Water-Park-Hotels.0-l553248635974614570-0.Travel-Guide-Filter-Hotels) - [Hotels near Ambassador Bridge](https://www.expedia.ca/Ambassador-Bridge-Hotels.0-l508304-0.Travel-Guide-Filter-Hotels) - [Hotels near Art Gallery of Windsor](https://www.expedia.ca/Art-Gallery-Of-Windsor-Hotels.0-l553248635974614384-0.Travel-Guide-Filter-Hotels) - [Bridgeview Hotels](https://www.expedia.ca/Bridgeview-Windsor-Hotels.0-n553248635976396570-0.Travel-Guide-Filter-Hotels) - [Hotels near Caesars Casino](https://www.expedia.ca/Caesars-Casino-Hotels.0-l553248621532864684-0.Travel-Guide-Filter-Hotels) - 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