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 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-10-17&endDate=2025-10-18&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-10-18&endDate=2025-10-19&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-10-24&endDate=2025-10-26&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) ![Laundry room](https://images.trvl-media.com/lodging/1000000/860000/855600/855544/9fdc508a.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) ![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 6.4/10 (479) "Clean, friendly service" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth CA $94 CA $105 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=2025-10-31&endDate=2025-11-01®ionId=180667&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Hotel Reviews ![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) ![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) ![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 "Great 💯💯" [](https://expedia.ca/Madison-Hotels-Quality-Inn-Madison-West-Near-University-Area.h1863907.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) ![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 "Very convenient and clean" [](https://expedia.ca/Madison-Hotels-Best-Western-West-Towne-Suites.h25566.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 "We didn't get in til 11pm Sunday I was happy when we got here to find out we could get a room on first floor " [](https://expedia.ca/Madison-Hotels-Motel-6-Madison.h1719.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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