Title: 5 Stars Hotels in Woodstock, New York - Find Cheap Woodstock Hotels With 5 Stars | Expedia.ca [Woodstock Travel Guide](https://expedia.ca/New-York-Woodstock.dx553248635976381466)[Vacation Rentals in New York](https://expedia.ca/New-York-Vacation-Rentals.d178293.Travel-Guide-VacationRentals)[Flights to New York](https://expedia.ca/Cheap-Flights-To-New-York.d178293.Travel-Guide-Flights)[Things to do in New York](https://expedia.ca/Things-To-Do-In-New-York.d178293.Travel-Guide-Activities)[Woodstock Car Rentals](https://expedia.ca/Car-Rentals-In-Woodstock.d553248635976381466.Car-Rental-Guide)[Woodstock Vacations](https://expedia.ca/Woodstock.d553248635976381466.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Woodstock, New York ![](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 Woodstock 5 Star Hotels Tonight [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976381466&startDate=2025-10-20&endDate=2025-10-21&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 21 - Oct 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976381466&startDate=2025-10-21&endDate=2025-10-22&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976381466&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976381466&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Woodstock 5 Star Hotels ![](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%2F5Star-Woodstock-New-York-Hotels.s50-n553248635976381466-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Woodstock-New-York-Hotels.s50-n553248635976381466-0.Travel-Guide-Filter-Hotels) ## Top Woodstock Hotel Reviews ## Explore a world of travel with Expedia - 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