Title: Best Hotels Near Windham Vineyards and Winery, Windham | Expedia.ca [Windham Travel Guide](https://expedia.ca/Windham.dx175529)[Vacation Rentals in Windham](https://expedia.ca/Windham-Vacation-Rentals.d175529.Travel-Guide-VacationRentals)[Flights to Windham](https://expedia.ca/Cheap-Flights-To-Windham.d175529.Travel-Guide-Flights)[Things to do in Windham](https://expedia.ca/Things-To-Do-In-Windham.d175529.Travel-Guide-Activities)[Windham Vineyards and Winery Car Rentals](https://expedia.ca/Car-Rentals-In-Windham-Vineyards-And-Winery.d553248621558012060.Car-Rental-Guide)[Windham Vineyards and Winery Vacations](https://expedia.ca/Windham-Vineyards-And-Winery-Windham.d553248621558012060.Vacation-Attraction) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Feb 1 - Feb 2](https://www.expedia.ca/Hotel-Search?regionId=553248621558012060&startDate=2026-02-01&endDate=2026-02-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 2 - Feb 3](https://www.expedia.ca/Hotel-Search?regionId=553248621558012060&startDate=2026-02-02&endDate=2026-02-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248621558012060&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248621558012060&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Top Windham Vineyards and Winery Hotel Reviews ## Hotels near other Windham Vineyards and Winery attractions ### Ashland Town Hall Ashland Town Hall is just one of the places to see in Ashland, so why not enjoy the other things to explore during your travels? [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876920674235719680) ### Huntersfield State Forest You can take time to visit Huntersfield State Forest during your travels to Windham. Discover the mountain views and coffeehouses in this relaxing area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876922468970037248) ### Ashland Park Explore the great outdoors at Ashland Park, a lovely green space in Windham. Discover the mountain views and coffeehouses in this relaxing area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876923605622235136) ### Windham Mountain Resort 4.4/5 (192 reviews) Hit the slopes in Windham with a visit to Windham Mountain Resort. Discover the mountain views in this relaxing area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6087209) ### Windham Country Club 4.7/5 (10 reviews) Enjoy a round of golf in Windham at Windham Country Club. Discover the mountain views in this relaxing area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621552322141) ### Pratt Museum You can spend time browsing the exhibits at Pratt Museum in Prattsville. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876920207430680576) ### Zadock Pratt Museum You can spend time exploring the galleries in Zadock Pratt Museum during your travels in Prattsville. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876920169589661696) ### Gilboa Town Hall After visiting Gilboa Town Hall, make a plan to see the other sights and activities in Gilboa. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876920549979463680) ## Frequently asked questions ### What's the area like around Windham Vineyards and Winery? ### What's the best hotel to stay near Windham Vineyards and Winery? ### How many hotels will I be able to find near Windham Vineyards and Winery? ### If I need to cancel the hotel reservation for my stay near Windham Vineyards and Winery, will I receive a refund? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [4 Star Hotels in East Windham ](https://www.expedia.ca/4Star-East-Windham-Hotels.s40-0-d183666.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Hensonville ](https://www.expedia.ca/4Star-Hensonville-Hotels.s40-0-d6023521.Travel-Guide-Filter-Hotels) - [Acra Hotels ](https://www.expedia.ca/Acra-Hotels.d183633.Travel-Guide-Hotels) - [Hotels near NYC-All Airports ](https://www.expedia.ca/All-Airports-Airport-Hotels.0-aNYC-0.Travel-Guide-Filter-Hotels) - 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