Windham Vineyards and Winery Tours and Activities

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?

Ashland Town Hall

Huntersfield State Forest

You can take time to visit Huntersfield State Forest during your travels to Windham. Discover the mountain views and cafes in this relaxing area.

Huntersfield State Forest

Ashland Park

Explore the great outdoors at Ashland Park, a lovely green space in Windham. Discover the mountain views and cafes in this relaxing area.

Ashland Park

Windham Mountain Resort

Hit the slopes in Windham with a visit to Windham Mountain Resort. Discover the mountain views in this relaxing area.

Windham Mountain Resort

Windham Country Club

Enjoy a round of golf in Windham at Windham Country Club. Discover the mountain views in this relaxing area.

Windham Country Club

Pratt Museum

You can spend time exploring the galleries in Pratt Museum in Prattsville.

Pratt Museum

Top Windham Vineyards and Winery Hotel & Accommodation Deals

Grand Windham Retreat w/ Fire Pit & Game Room
Grand Windham Retreat w/ Fire Pit & Game Room
3 out of 5
Windham
Grand Windham Retreat w/ Fire Pit & Game Room
Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms
Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms
Windham
Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms
Cozy Cabin Getaway in Windham Catskill Mountains
Cozy Cabin Getaway in Windham Catskill Mountains
Windham
Cozy Cabin Getaway in Windham Catskill Mountains
Rustic-Chic Farmhouse w/ Firepit, Close to Windham Ski & Catskills Adventures!
Rustic-Chic Farmhouse w/ Firepit, Close to Windham Ski & Catskills Adventures!
Prattsville
Rustic-Chic Farmhouse w/ Firepit, Close to Windham Ski & Catskills Adventures!
Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort
Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort
3 out of 5
618 W Settlement Rd, Ashland, NY
Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort
Magical Home Located in Windham and Catskills
Magical Home Located in Windham and Catskills
2 out of 5
Windham
Magical Home Located in Windham and Catskills
Woodsy Ashland Home - 6 Mi to Windham Mountain
Woodsy Ashland Home - 6 Mi to Windham Mountain
Ashland
Woodsy Ashland Home - 6 Mi to Windham Mountain
See all 847 properties in Windham Vineyards and Winery
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.