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 ![Route 23 leading to Windham Mountain in the distance. Scenic highway with gorgeous views of snowcapped mountain in the distance at sunrise in the early morning. ](https://images.trvl-media.com/place/828031607626530816/88bb0e63-40a9-4a1d-9d0d-950e6008c551.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Pond Commune with nature and explore the great outdoors at Pond during your travels in Hunter. Discover the mountain views while you're in the area. [](https://expedia.ca/Pond-Hunter.d828031607626530816.Vacation-Attraction) #### 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) --- ## 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=2026-02-23&endDate=2026-02-24)[Feb 23 - Feb 24](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=2026-02-23&endDate=2026-02-24) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=2026-02-24&endDate=2026-02-25)[Feb 24 - Feb 25](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=2026-02-24&endDate=2026-02-25) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026)[Feb 27 - Mar 1](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=06%2F03%2F2026&endDate=08%2F03%2F2026)[Mar 6 - Mar 8](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621558012060&startDate=06%2F03%2F2026&endDate=08%2F03%2F2026) ![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) ![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) ![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) ![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) ![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) ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Vienna 107 State Route 296 Windham NY [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Family-Friendly Windham Estate, Swimming Pond, Spa](https://images.trvl-media.com/lodging/117000000/116940000/116931300/116931267/212e279d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Family-Friendly Windham Estate, Swimming Pond, Spa Windham NY [](https://expedia.ca/Windham-Hotels-Windham-Mtn-Family-Friendly-Ski-Retreat.h116931267.Hotel-Information) [See all 879 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=DX_POI_Spring_PROMO_553248621558012060)