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 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 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 [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=2025-12-16&endDate=2025-12-17)[Dec 16 - Dec 17](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=2025-12-16&endDate=2025-12-17) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=2025-12-17&endDate=2025-12-18)[Dec 17 - Dec 18](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=2025-12-17&endDate=2025-12-18) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=19%2F12%2F2025&endDate=21%2F12%2F2025)[Dec 19 - Dec 21](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=19%2F12%2F2025&endDate=21%2F12%2F2025) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=26%2F12%2F2025&endDate=28%2F12%2F2025)[Dec 26 - Dec 28](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=26%2F12%2F2025&endDate=28%2F12%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 NY [](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 NY [](https://expedia.ca/Windham-Hotels-Grand-Windham-Retreat-W-Fire-Pit-Game-Room.h94952886.Hotel-Information) ![Spacious Residence Windham - XL Pool, Movie Room, Hot tub, 6 Bedrooms, Gardens](https://images.trvl-media.com/lodging/72000000/71540000/71534500/71534488/c555a133_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Spacious Residence Windham - XL Pool, Movie Room, Hot tub, 6 Bedrooms, Gardens Windham NY [](https://expedia.ca/Windham-Hotels-Dingley-Dell-Estate.h71534488.Hotel-Information) ![Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms](https://images.trvl-media.com/lodging/110000000/109690000/109683300/109683297/edafd2be_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms Windham NY [](https://expedia.ca/Windham-Hotels-Spacious-6-Bedroom-Cabin-In-Cool-Windham-With-AC.h109683297.Hotel-Information) ![(New Listing) Beautiful mountain home on private road](https://images.trvl-media.com/lodging/65000000/64410000/64408500/64408425/ad725d5c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### (New Listing) Beautiful mountain home on private road Windham NY [](https://expedia.ca/Windham-Hotels-.h64408425.Hotel-Information) ![Cozy Cabin Getaway in Windham Catskill Mountains ](https://images.trvl-media.com/lodging/100000000/99940000/99937700/99937644/f699dba1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cozy Cabin Getaway in Windham Catskill Mountains Windham NY [](https://expedia.ca/Windham-Hotels-Cozy-Cabin-Getaway-In-Windham-Catskill-Mountains.h99937644.Hotel-Information) ![Panoramic views four minutes to Windham Mountain skiing.](https://images.trvl-media.com/lodging/92000000/91280000/91277100/91277096/abae1122_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Panoramic views four minutes to Windham Mountain skiing. Windham NY [](https://expedia.ca/Windham-Hotels-Panoramic-Views-Four-Minutes-To-Windham-Mountain-Skiing.h91277096.Hotel-Information) ![Delightful 3-bedroom chalet with WiFi in Windham](https://images.trvl-media.com/lodging/114000000/113560000/113555900/113555818/3928abbe_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Delightful 3-bedroom chalet with WiFi in Windham Windham NY [](https://expedia.ca/Windham-Hotels-Delightful-3-Bedroom-Chalet-With-WiFi-In-Windham.h113555818.Hotel-Information) ![The Ultimate Windham Getaway With Hot Tub & Sauna](https://images.trvl-media.com/lodging/108000000/107970000/107963200/107963162/7d91b7a8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Ultimate Windham Getaway With Hot Tub & Sauna Windham NY [](https://expedia.ca/Windham-Hotels-Windham-Mountain-Getaway-Soak.h107963162.Hotel-Information) [See all 872 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. 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