Title: Windham Vineyards and Winery in Windham - Tours and Activities | Expedia.ca [Windham Vineyards and Winery Hotels](https://expedia.ca/Windham-Vineyards-And-Winery-Hotels.0-l553248621558012060-0.Travel-Guide-Filter-Hotels)[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 Vacation Packages](https://expedia.ca/Windham.d175529.Destination-Travel-Guides) # Windham Vineyards and Winery Tours and Activities ## Visit Windham Vineyards and Winery Activities [Windham travel guide](https://expedia.ca/Windham.dx175529) * * * * * * ### Popular places to visit #### 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? [](https://expedia.ca/Ashland-Town-Hall-Ashland.d876920674235719680.Vacation-Attraction) #### 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. [](https://expedia.ca/Huntersfield-State-Forest-Windham.d876922468970037248.Vacation-Attraction) #### 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. [](https://expedia.ca/Ashland-Park-Windham.d876923605622235136.Vacation-Attraction) #### Windham Mountain Resort 5/5(2 reviews) Hit the slopes in Windham with a visit to Windham Mountain Resort. Discover the mountain views in this relaxing area. [](https://expedia.ca/Windham-Mountain-Resort-Windham.d6087209.Vacation-Attraction) #### Windham Country Club 4.5/5(2 reviews) Enjoy a round of golf in Windham at Windham Country Club. Discover the mountain views in this relaxing area. [](https://expedia.ca/Windham-Country-Club-Windham.d553248621552322141.Vacation-Attraction) #### Pratt Museum You can spend time browsing the exhibits at Pratt Museum in Prattsville. [](https://expedia.ca/Pratt-Museum-Prattsville.d876920207430680576.Vacation-Attraction) * * * ## Best Lodging Options Near Windham Vineyards and Winery ## Check availability on hotels close to Windham Vineyards and Winery [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=2025-11-02&endDate=2025-11-03) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=2025-11-02&endDate=2025-11-03) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=2025-11-02&endDate=2025-11-03) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=2025-11-02&endDate=2025-11-03)[Nov 2 - Nov 3](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=2025-11-02&endDate=2025-11-03) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=2025-11-03&endDate=2025-11-04) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=2025-11-03&endDate=2025-11-04) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=2025-11-03&endDate=2025-11-04) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=2025-11-03&endDate=2025-11-04)[Nov 3 - Nov 4](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=2025-11-03&endDate=2025-11-04) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=07%2F11%2F2025&endDate=09%2F11%2F2025) [Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=07%2F11%2F2025&endDate=09%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=07%2F11%2F2025&endDate=09%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=07%2F11%2F2025&endDate=09%2F11%2F2025)[Nov 7 - Nov 9](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=07%2F11%2F2025&endDate=09%2F11%2F2025) ![Serene Catskills Escape: Hot Tub, Pond & Game Room](https://images.trvl-media.com/lodging/84000000/83400000/83394700/83394615/cae8de9b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Serene Catskills Escape: Hot Tub, Pond & Game Room Windham [](https://expedia.ca/Windham-Hotels-Catskill-Vineyard-Hideaway-Windhams-Cozy-Retreat-Hot-Tub.h83394615.Hotel-Information) ![Grand Windham Retreat w/ Fire Pit & Game Room](https://images.trvl-media.com/lodging/95000000/94960000/94952900/94952886/be623029_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Grand Windham Retreat w/ Fire Pit & Game Room Windham [](https://expedia.ca/Windham-Hotels-Grand-Windham-Retreat-W-Fire-Pit-Game-Room.h94952886.Hotel-Information) ![Spacious Residence Windham - 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Windham [](https://expedia.ca/Windham-Hotels-Panoramic-Views-Four-Minutes-To-Windham-Mountain-Skiing.h91277096.Hotel-Information) ![Newly Built 1200sq ft Guest House 4min to Ski & Hiking](https://images.trvl-media.com/lodging/88000000/87800000/87793500/87793405/dd37ca3b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Newly Built 1200sq ft Guest House 4min to Ski & Hiking Windham [](https://expedia.ca/Windham-Hotels-Newly-Built-2nd-Fl-1200sq-Ft-4min-To-Ski-Hiking.h87793405.Hotel-Information) ![Cave Mountain Motel](https://images.trvl-media.com/lodging/22000000/21080000/21075800/21075738/d953a56c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cave Mountain Motel 10978 STATE RTE 23, Windham, NY [](https://expedia.ca/Kingston-Hotels-Cave-Mountain-Motel.h21075738.Hotel-Information) [See all 866 properties in Windham Vineyards and Winery](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=553248621558012060) 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.