Title: Book the Best Hotels with POOL in Windsor in 2025 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d180667.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d180667.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d180667.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d180667.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d180667.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/c709fbe10e401697c692bae65fdcfcc1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Joel Holland # Find Hotels with a Pool in Windsor, WI from CA $78 ![](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 [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-10-16&endDate=2025-10-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-10-17&endDate=2025-10-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-10-24&endDate=2025-10-26&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/1000000/80000/79700/79658/839b5a09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/80000/79700/79658/7bf31e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/80000/79700/79658/3be88b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/80000/79700/79658/159b50d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Madison NE/Windsor Windsor 7.2/10 Good (987) "It was a nice place to stay@" CA $88 CA $93 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Madison-Hotels-Days-Inn-By-Wyndham-Madison-NEWindsor.h79658.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/28000000/27710000/27705600/27705527/25d87fd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/28000000/27710000/27705600/27705527/22566771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/28000000/27710000/27705600/27705527/6558cdf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/28000000/27710000/27705600/27705527/ca4099b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Oregon - Madison Oregon 9.4/10 Exceptional (315) "Great place to stay" CA $118 CA $134 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Oregon-Hotels-Sleep-Inn-Suites-Oregon-Madison.h27705527.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105512/3a6c8836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105512/ab6d47c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, down comforters, desk](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105512/6f7d79d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105512/3d4ee9d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Madison West, WI Middleton 8.8/10 Excellent (1003) "Great place clean, updated, spacious, and breakfast included." CA $101 CA $115 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Madison-Hotels-Country-Inn-Suites-By-Radisson.h1105512.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/70000/66500/66424/8a295db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/70000/66500/66424/69bc183c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/70000/66500/66424/2dd711c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/66500/66424/d7e153c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Madison American Center Madison 8.2/10 Very good (1351) "Have stayed here before and like the location" CA $106 CA $123 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Madison-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Madison-American-Center.h66424.Hotel-Information) ![Indoor pool, open 7 AM to 11 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/80000/79500/79431/a2e1b96a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/80000/79500/79431/f170af7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/80000/79500/79431/1b890bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/80000/79500/79431/34d488a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Deforest by IHG De Forest 8.6/10 Excellent (571) "Great staff, clean hotel." CA $122 CA $135 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/De-Forest-Hotels-Holiday-Inn-Express-Deforest.h79431.Hotel-Information) ![Indoor pool, open 6:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/52000000/51480000/51477800/51477790/35b90b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/52000000/51480000/51477800/51477790/9c3e1c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/52000000/51480000/51477800/51477790/bd6d8d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/52000000/51480000/51477800/51477790/869e0db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Madison West - Middleton by IHG Middleton 9.6/10 Exceptional (588) "Very clean hotel" CA $133 CA $151 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Madison-Hotels-Holiday-Inn-Express-And-Suites-Madison-West-Middleton.h51477790.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/50000/40100/40004/0b2fa999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/50000/40100/40004/8acb1001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40100/40004/75db6fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/50000/40100/40004/ec9ae9e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Madison West/Middleton WI West Madison 8.0/10 Very good (1031) "Nice place, would stay again. " CA $93 CA $108 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Madison-Hotels-Baymont-By-Wyndham-Madison-WestMiddleton-WI-West.h40004.Hotel-Information) ![Indoor pool, open 7:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/60000000/59960000/59957100/59957100/5b8de814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/60000000/59960000/59957100/59957100/00b031f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/60000000/59960000/59957100/59957100/08c3cafb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/60000000/59960000/59957100/59957100/a88d5847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont Inn & Suites by Wyndham Madison Leopold 7.2/10 Good (1513) "quiet area, nice clean rooms" CA $67 CA $78 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Madison-Hotels-Baymont-By-Wyndham-Madison-South.h59957100.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/18900/18880/3908a3cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/20000/18900/18880/4be65267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18900/18880/21a782e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/18900/18880/c31603e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Madison West Madison 8.8/10 Excellent (1208) "Great place!" CA $107 CA $123 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Madison-Hotels-AmericInn-By-Wyndham-Madison-West.h18880.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/9100/9095/d6e92708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/9100/9095/dd38f95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/9100/9095/651a6bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/9100/9095/f218dba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western East Towne Suites Madison 8.2/10 Very good (1005) "Nice place, breakfast was good with the usual " CA $131 CA $152 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Madison-Hotels-Best-Western-East-Towne-Suites.h9095.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=2025-10-31&endDate=2025-11-01®ionId=180667&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Hotel Reviews ![Comfort Suites Madison West - Middleton](//images.trvl-media.com/lodging/1000000/10000/2200/2198/8c21e8f7_y.jpg) ### Comfort Suites Madison West - Middleton 10/10 Excellent "The room was clean, quiet and very comfortable. Great experience" [](https://expedia.ca/Madison-Hotels-Comfort-Suites-Madison.h2198.Hotel-Information) ![Country Inn & Suites by Radisson, Madison West, WI](//images.trvl-media.com/lodging/2000000/1110000/1105600/1105512/ab6d47c8_y.jpg) ### Country Inn & Suites by Radisson, Madison West, WI 10/10 Excellent "Nice friendly staff. Very clean great rooms" [](https://expedia.ca/Madison-Hotels-Country-Inn-Suites-By-Radisson.h1105512.Hotel-Information) ![Baymont by Wyndham Madison West/Middleton WI West](//images.trvl-media.com/lodging/1000000/50000/40100/40004/75db6fc0_y.jpg) ### Baymont by Wyndham Madison West/Middleton WI West 10/10 Excellent "Friendly staffs clean room" [](https://expedia.ca/Madison-Hotels-Baymont-By-Wyndham-Madison-WestMiddleton-WI-West.h40004.Hotel-Information) ![The Madison Concourse Hotel and Governor's Club](//images.trvl-media.com/lodging/1000000/30000/28500/28447/fb616a0c_y.jpg) ### The Madison Concourse Hotel and Governor's Club 10/10 Excellent "High end cocktails and better selection of high-end wines " [](https://expedia.ca/Madison-Hotels-The-Madison-Concourse-Hotel-And-Governors-Club.h28447.Hotel-Information) ![Best Western Premier Park Hotel](//images.trvl-media.com/lodging/8000000/7050000/7043100/7043069/4f17c333_y.jpg) ### Best Western Premier Park Hotel 10/10 Excellent "Beautiful hotel, great location to Badger events and loved getting to the farmer's market Saturday morning. Loved the room- it was spacious with a living room and pullout sofa for our teen. The bed was a bit too firm for my taste but we were happy with the hotel and plan to stay again. " [](https://expedia.ca/Madison-Hotels-Best-Western-Premier-Park-Hotel.h7043069.Hotel-Information) ![Best Western East Towne Suites](//images.trvl-media.com/lodging/1000000/10000/9100/9095/d6e92708_y.jpg) ### Best Western East Towne Suites 10/10 Excellent "Good location, value and breakfast. Room was spacious and clean." [](https://expedia.ca/Madison-Hotels-Best-Western-East-Towne-Suites.h9095.Hotel-Information) ![Quality Inn & Suites Lodi I-90](//images.trvl-media.com/lodging/2000000/1010000/1000700/1000697/b8e3941b_y.jpg) ### Quality Inn & Suites Lodi I-90 10/10 Excellent "Fast check in/check out. Clean rooms. Good location. A couple of things that can be improved: 1) Safe charges of $4 (approximately) was included when paying during check in. After asking receptionist, this charge was removed because we were not going to use the safe. It would have been nice if this charge was mentioned while booking. 2) Bathroom didn’t have a working vent fan. It was difficult to air out the bathroom. Overall we had a nice experience, staff were polite and the breakfast options were good. We will definitely visit again." [](https://expedia.ca/Lodi-Hotels-Quality-Inn-Suites.h1000697.Hotel-Information) ![Hampton Inn & Suites Madison / Downtown](//images.trvl-media.com/lodging/7000000/6850000/6842700/6842611/13390bcb_y.jpg) ### Hampton Inn & Suites Madison / Downtown 10/10 Excellent "Always good " [](https://expedia.ca/Madison-Hotels-Hampton-Inn-Suites-Madison-Downtown.h6842611.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Madison American Center](//images.trvl-media.com/lodging/1000000/70000/66500/66424/d7e153c1_y.jpg) ### La Quinta Inn & Suites by Wyndham Madison American Center 10/10 Excellent "It was close to UW Madison, where the kidney specialist is, which was very convenient." [](https://expedia.ca/Madison-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Madison-American-Center.h66424.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Windsor? > [Days Inn by Wyndham Madison NE/Windsor](https://www.expedia.ca/Madison-Hotels-Days-Inn-By-Wyndham-Madison-NEWindsor.h79658.Hotel-Information): Features a sauna, an indoor pool, and daily. [Super 8 by Wyndham Windsor/Madison North](https://www.expedia.ca/Madison-Hotels-Super-8-By-Wyndham-WindsorMadison-North.h855544.Hotel-Information): Hotel located near University of Wisconsin-Madison. Provides a health club, an indoor pool, and a sauna. [The Madison Concourse Hotel and Governor's Club](https://www.expedia.ca/Madison-Hotels-The-Madison-Concourse-Hotel-And-Governors-Club.h28447.Hotel-Information): Features continental, an indoor pool, and free self parking. [Baymont by Wyndham Madison West/Middleton WI West](https://www.expedia.ca/Madison-Hotels-Baymont-By-Wyndham-Madison-WestMiddleton-WI-West.h40004.Hotel-Information): Offers a snack bar/deli, an indoor pool, and buffet. [AmericInn by Wyndham Madison West](https://www.expedia.ca/Madison-Hotels-AmericInn-By-Wyndham-Madison-West.h18880.Hotel-Information): Features a snack bar/deli, an indoor pool, and complimentary wired internet access. ### What is there to see and do in Windsor? > Make a point to visit attractions like Mousehouse Cheesehaus. During your stay, check out sights such as East Towne Mall, Madison Area Technical College, and Olbrich Botanical Gardens. You'll also discover lots of options for restaurants in Windsor. ### When is the best time to book a hotel with a pool in Windsor? > Taking into account the local weather in Windsor is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Windsor are January, December, March, and November, with each month seeing an average of 9 inches of snowfall. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Hotels near American Center](https://www.expedia.ca/American-Center-Hotels.0-l6161969-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Arlington](https://www.expedia.ca/Arlington-Hotels-Cheap-Hotels.0-0-d6338039-tCheapHotels.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Burke](https://www.expedia.ca/Burke-Madison-Hotels-Boutique-Hotel.0-n6340773-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Burke](https://www.expedia.ca/Burke-Madison-Hotels-Golf-Hotel.0-n6340773-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Burke](https://www.expedia.ca/Burke-Madison-Hotels-Hotels-With-Free-Breakfast.0-n6340773-0-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Burke](https://www.expedia.ca/Burke-Madison-Hotels-Mountain-Hotels.0-n6340773-0-tMountainHotels.Travel-Guide-Filter-Hotels) - 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[Token Creek Hotels](https://www.expedia.ca/Token-Creek-Madison-Hotels.0-n6338152-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Wisconsin Dells](https://www.expedia.ca/Wisconsin-Dells-Hotels-All-Inclusive-Hotel.0-0-d6059846-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Wisconsin Dells](https://www.expedia.ca/Wisconsin-Dells-Hotels-Historic-Hotel.0-0-d6059846-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Wisconsin Dells](https://www.expedia.ca/Wisconsin-Dells-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d6059846-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Wisconsin Dells](https://www.expedia.ca/Wisconsin-Dells-Hotels-Hotels-With-Tennis-Courts.0-0-d6059846-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Flights from Dane County Regional](https://www.expedia.ca/lp/airports/msn/flights-from-dane-county-regional-airport) - [Air Canada Halifax (YHZ) to Madison (MSN) flights](https://www.expedia.ca/lp/flight-routes/air-canada-from-stanfield-intl-to-dane-county-regional/ac/yhz/msn) - 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[Visit Morrisonville](https://www.expedia.ca/Morrisonville.dx771632341361987584) - [Rental cars Dane County Regional airport](https://www.expedia.ca/Car-Rentals-In-Dane-County-Regional.d5133133.Car-Rental-Guide) - [Book Hotels with a Pool in Windsor on Expedia.com](https://www.expedia.com/Windsor-Hotels-Hotel-With-Pool.0-0-d180667-tHotelwithPool.Travel-Guide-Filter-Hotels)