Title: Book the Best Windsor LUXURY Hotels - Upscale Hotels in Windsor, VT | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d7881.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d7881.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d7881.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d7881.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d7881.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/e6f5a135e5990faead3b19a2481c6d2b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by William E Berry Jr. # Find luxury hotels in Windsor, VT ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-10-05&endDate=2025-10-06&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-10-06&endDate=2025-10-07&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windsor Luxury Hotels ## Top Windsor Hotel Reviews ![Hotel Coolidge](//images.trvl-media.com/lodging/2000000/1110000/1100200/1100199/w2880h2170x0y0-a69a5404_y.jpg) ### Hotel Coolidge 10/10 Excellent "Staff was so charming upon arrival. He offered us water and coffee. It was almost as if he knew we had a long journey. The room, we slept like babies. The twin sized beds were most comfortable for sleep. Living it up the hotel Coolidge. Such a lovely place!" [](https://expedia.ca/White-River-Junction-Hotels-Hotel-Coolidge.h1100199.Hotel-Information) ![Holiday Inn Express Hotel & Suites White River Junction by IHG](//images.trvl-media.com/lodging/2000000/1140000/1138300/1138208/634c6a80_y.jpg) ### Holiday Inn Express Hotel & Suites White River Junction by IHG 10/10 Excellent "A/c worked great. Big room. Clean. The free breakfast was good and had a wide variety. I liked that there were pillow options as well. " [](https://expedia.ca/White-River-Junction-Hotels-Holiday-Inn-Express-Hotel-Suites-White-River-Junction.h1138208.Hotel-Information) ![Mountain Sports Inn](//images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e_y.jpg) ### Mountain Sports Inn 10/10 Excellent "Great " [](https://expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ![Best Western West Lebanon-Hanover Hotel](//images.trvl-media.com/lodging/2000000/1210000/1200500/1200405/ef1c5364_y.jpg) ### Best Western West Lebanon-Hanover Hotel 10/10 Excellent "Very quiet. Clean room. Hot breakfast included. Free coffee all day." [](https://expedia.ca/Lebanon-Hotels-Best-Western-West-Lebanon-Hanover-Hotel.h1200405.Hotel-Information) ![Killington Mountain Lodge, Tapestry Collection by Hilton](//images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg) ### Killington Mountain Lodge, Tapestry Collection by Hilton 10/10 Excellent "Best place in Killington!" [](https://expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ![Hanover Inn Dartmouth](//images.trvl-media.com/lodging/4000000/3980000/3974400/3974306/1703a489_y.jpg) ### Hanover Inn Dartmouth 10/10 Excellent "I decline" [](https://expedia.ca/Lebanon-Hotels-Hanover-Inn-Dartmouth.h3974306.Hotel-Information) ![Super 8 by Wyndham White River Junction](//images.trvl-media.com/lodging/1000000/900000/897900/897894/bbecedb2_y.jpg) ### Super 8 by Wyndham White River Junction 10/10 Excellent "Staff was very helpful " [](https://expedia.ca/White-River-Junction-Hotels-Super-8-By-Wyndham-White-River-Junction.h897894.Hotel-Information) ![Fireside Inn & Suites West Lebanon](//images.trvl-media.com/lodging/1000000/20000/12300/12300/adb27d13_y.jpg) ### Fireside Inn & Suites West Lebanon 10/10 Excellent "Everything was wonderful. We enjoyed our stay very much." [](https://expedia.ca/Lebanon-Hotels-Fireside-Inn-Suites-West-Lebanon.h12300.Hotel-Information) ![Align Inn Vermont](//images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg) ### Align Inn Vermont 10/10 Excellent "I stayed in the king suite and it was so spacious, clean and comfortable. This hotel is the best hotel in the area, it’s affordable, conveniently located, safe and immaculate. Chelsea at the front desk is really the nicest, she is always there to help make your stay the best it can be. " [](https://expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information) ## Frequently asked questions ### Are you searching for a great accommodation for your luxury holiday in Windsor? > Expedia can help you arrange a flight to Lebanon, NH (LEB-Lebanon Municipal) airport or Springfield, VT (VSF-Hartness State) airport, and then you can select from various places to stay that will deliver the luxury you'd like to find. Amenities are important when you plan a trip, so we make it easy to find what you'd like to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Windsor offers. Windsor has some interesting things to see and do including Harpoon Brewery and Mt Ascutney State Park, so you might want to take in the local sights during your visit. ### When can I expect good weather in Windsor? > Planning for the weather is an important factor for making your trip to Windsor a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 62°F, while the coldest months are January and February with an average of 22°F. The snowiest months in Windsor are March, January, November, and February, with each month seeing an average of 15 inches of snowfall. ### What's there to see and do in Windsor? > Take in some sights and attractions while you're in Windsor by visiting Harpoon Brewery, Mt Ascutney State Park, and Connecticut River. If you have spare time during your trip, you might want to make a stop at American Precision Museum and Path of Life Garden. ### How can I get around Windsor? > It's easier to get around town comfortably when you know your options. 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