Title: Hotels by Vail Resorts in Windsor from CA $316 | Expedia.ca [Windsor Travel Guide](https://expedia.ca/Windsor.dx7881)[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 Hotels by Vail Resorts in Windsor from CA $316 ![](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 prices for these dates Tonight [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-10-26&endDate=2025-10-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 27 - Oct 28](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-10-27&endDate=2025-10-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windsor Vail Resorts Hotels ![Property entrance](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/253542e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/9f792a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/52ec4e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jackson Gore Village Jackson Gore Base Area 8.6/10 Excellent (816) "Nice hotel and setting, wonderful customer service" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bao CA $260 CA $316 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417011/5263ccb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417011/330f5091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417011/441456fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Bedroom (1st Floor A/B) | Living area](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417011/3395723a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Lodge at Okemo Clock Tower Base Area 8.0/10 Very good (217) "Tv was out our whole stay, 2 nights, 3 days...otherwise though, we loved it. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leah K [](https://www.expedia.ca/Ludlow-Hotels-Mountain-Lodge-At-Okemo.h2417011.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32350000/32342000/32341945/05713f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Bedroom (Kettle Brook, Ski In/Out) | Living area](https://images.trvl-media.com/lodging/33000000/32350000/32342000/32341945/7dee908a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/33000000/32350000/32342000/32341945/c3a6cd14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Bedroom (Kettle Brook, Ski In/Out) | Living area](https://images.trvl-media.com/lodging/33000000/32350000/32342000/32341945/438f1dbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Okemo Mountain Lodging Clock Tower Base Area 7.8/10 Good (28) "I had an amazing time with my family, I will definitely be coming back " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yenifer [](https://www.expedia.ca/Ludlow-Hotels-Okemo-Mountain-Lodging.h32341945.Hotel-Information) ![Solitude Village Two Bedroom Suite Mountainside | Private kitchen](https://images.trvl-media.com/lodging/13000000/12530000/12521300/12521237/676d662f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/13000000/12530000/12521300/12521237/57033131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 6 Bedrooms (Home) | Living area](https://images.trvl-media.com/lodging/13000000/12530000/12521300/12521237/a005759a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Solitude Village One Bedroom Penthouse | Living area](https://images.trvl-media.com/lodging/13000000/12530000/12521300/12521237/a4732d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Solitude Village at Okemo Clock Tower Base Area 8.0/10 Very good (31) "Our room was really nice! It was the bathrooms the reason why we didn't rate this place better. We did let the front desk know Both bathrooms had mold in the showers. One person in our party is extremely allergic to mold. I myself could clean the mold off, which I did partially. The dishwasher had dirty dishes in also." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Larry [](https://www.expedia.ca/Ludlow-Hotels-Solitude-Village-At-Okemo.h12521237.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12530000/12522700/12522689/64a51502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 3 Bedrooms, Mountainside | Living area](https://images.trvl-media.com/lodging/13000000/12530000/12522700/12522689/f3eda008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Winter Place Two Bedroom plus Loft Ski In/Out](https://images.trvl-media.com/lodging/13000000/12530000/12522700/12522689/6a064e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/13000000/12530000/12522700/12522689/3cf7aa32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winterplace at Okemo Clock Tower Base Area 8.8/10 Excellent (24) "I love everything about staying here!! The front desk are so nice and welcoming!! I really appreciate and recommend this place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathia [](https://www.expedia.ca/Ludlow-Hotels-Winterplace-At-Okemo.h12522689.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=2025-11-09&endDate=2025-11-10®ionId=7881&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Hotels-Vail-Resorts.0-0-d7881--bVailResorts.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Hotels-Vail-Resorts.0-0-d7881--bVailResorts.Travel-Guide-Filter-Hotels) ## Top Windsor Hotel Reviews ![North Star Lodge and Resort](//images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg) ### North Star Lodge and Resort 10/10 Excellent "The hotel is located up a hill in a nice town, and is very peaceful and quiet. The room was clean. I have no complaints. I would definitely stay here again." [](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ![Align Inn Vermont](//images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg) ### Align Inn Vermont 10/10 Excellent "Great value-clean, quiet, safe and good price. Breakfast was basic." [](https://expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.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 "For the amount I paid I should have had a fireplace. Friday nights dinner was an hour wait after ordering. Appetizers came with the meal unfortunately. Short staffed for sure." [](https://expedia.ca/Lebanon-Hotels-Fireside-Inn-Suites-West-Lebanon.h12300.Hotel-Information) ![White River Inn and Suites](//images.trvl-media.com/lodging/1000000/30000/28000/27933/f779e2ff_y.jpg) ### White River Inn and Suites 10/10 Excellent "Excellent location " [](https://expedia.ca/White-River-Junction-Hotels-White-River-Inn-And-Suites.h27933.Hotel-Information) ![Hideaway Inn Mt.Sunapee](//images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/7f350a77_y.jpg) ### Hideaway Inn Mt.Sunapee 10/10 Excellent "Good!" [](https://expedia.ca/Newbury-Hotels-Hideaway-Inn-Mt-Snow.h120341253.Hotel-Information) ![The Shire Woodstock](//images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Beautiful view from the waterside " [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](//images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 10/10 Excellent "Very nice place a room. We were disappointed that both restaurants at the place were closed. Had to drive to another small town as there was nothing in this remote area within 10 miles. The recommended nearby deli that was recommended by staff had closed early on a Tuesday afternoon @4pm." [](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Relaxing, clean, staff was nice" [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.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 "very nice place " [](https://expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Beach Hotel Hotels in Ascutney](https://www.expedia.ca/Ascutney-Hotels-Beach-Hotel.0-0-d6046953-tBeachHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Ascutney](https://www.expedia.ca/Ascutney-Hotels-Luxury-Hotel.0-0-d6046953-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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