Title: Book the Best Windsor LUXURY Hotels - Upscale Hotels in Windsor, WI | 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 luxury hotels in Windsor, WI ![](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 Luxury Hotels Tonight [Oct 27 - Oct 28](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-10-27&endDate=2025-10-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-10-28&endDate=2025-10-29&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-10-31&endDate=2025-11-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-11-07&endDate=2025-11-09&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Windsor Luxury Hotels ![Desk, free cribs/infant beds, free rollaway beds, free WiFi](https://images.trvl-media.com/lodging/1000000/860000/855600/855544/8cc8d98f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855600/855544/41ac1855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/860000/855600/855544/7a8ddfc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/855600/855544/d2873712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Windsor/Madison North Windsor 6.6/10 (481) "Clean, friendly service" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth CA $91 CA $102 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Madison-Hotels-Super-8-By-Wyndham-WindsorMadison-North.h855544.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=2025-11-10&endDate=2025-11-11®ionId=180667&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Hotel Reviews ![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 "Excellent stay on Club level, with generous hospitality. Only negative: got ‘stung’ by confusing parking checkout. " [](https://expedia.ca/Madison-Hotels-The-Madison-Concourse-Hotel-And-Governors-Club.h28447.Hotel-Information) ![Motel 6 Madison, WI - East](//images.trvl-media.com/lodging/1000000/10000/1800/1719/b06e2cee_y.jpg) ### Motel 6 Madison, WI - East 10/10 Excellent "What I didn't Like is only 1 Microwave people have to wait in line" [](https://expedia.ca/Madison-Hotels-Motel-6-Madison.h1719.Hotel-Information) ![Quality Inn Madison West Near University Area](//images.trvl-media.com/lodging/2000000/1870000/1864000/1863907/e7c07df7_y.jpg) ### Quality Inn Madison West Near University Area 10/10 Excellent "All good" [](https://expedia.ca/Madison-Hotels-Quality-Inn-Madison-West-Near-University-Area.h1863907.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! Shower was great and nice to have coffee in the lobby!" [](https://expedia.ca/Madison-Hotels-Best-Western-Premier-Park-Hotel.h7043069.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 "We asked for 8:30 pickup but didn’t make rounds until actually 8:45. The desk should have said the driver is here at quarter to the hour. Then we would have gone and hour early so we wouldn’t feel rushed at the airport. " [](https://expedia.ca/Madison-Hotels-Baymont-By-Wyndham-Madison-WestMiddleton-WI-West.h40004.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 "Well maintained hotel and very clean. Staff were very friendly." [](https://expedia.ca/Madison-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Madison-American-Center.h66424.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 "-" [](https://expedia.ca/Madison-Hotels-Hampton-Inn-Suites-Madison-Downtown.h6842611.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 "Enjoyed the ease of access to and from the hotel. The staff was very friendly and professional." [](https://expedia.ca/Madison-Hotels-Best-Western-East-Towne-Suites.h9095.Hotel-Information) ![Best Western West Towne Suites](//images.trvl-media.com/lodging/1000000/30000/25600/25566/5ae91cd1_y.jpg) ### Best Western West Towne Suites 10/10 Excellent "The check-in staff even late at night was wonderful and accommodating. Breakfast is spectacular. And free!" [](https://expedia.ca/Madison-Hotels-Best-Western-West-Towne-Suites.h25566.Hotel-Information) ## Frequently asked questions ### Are you searching for a great accommodation for your luxury holiday in Windsor? > Use Expedia to help you arrange a flight to Dane County Regional Airport (MSN) airport, and then choose from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you want to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can help you find the best luxury hotel experience that Windsor offers. During your visit, you might want to enjoy the restaurants which Windsor is known for. ### When can I expect good weather in Windsor? > Planning for the weather is a good way to make your trip to Windsor relaxing and enjoyable, especially when you're splurging. 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. ### What's there to see and do in Windsor? > Enjoy Windsor with a stop at East Towne Mall, Olbrich Botanical Gardens, and Barrymore Theatre. 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