4/5 - Good
Verified traveler
Windham’s got a lot if you like the outdoors. We went mt biking in between visit to sick family. There are some restaurants but haven’t tried them all to know if they’re good.
Windham, NY
Travel Guide
Visit Windham
Hotel Vienna
107 State Route 296, Windham, NY
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.2/10 Wonderful! (650 reviews)
"Location was perfect. Clean and quiet rooms, favorite was was the pool and sauna area. Would definitely stay here again"
Reviewed on Sep 27, 2025
Eastwind Windham
5088 NY-23, Windham, NY
The price is ￥31,894 per night from Oct 13 to Oct 14
￥31,894
￥35,560 total
Oct 13 - Oct 14
includes taxes & fees
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Windham Mountain Resort and Windham Country Club ...
9.2/10 Wonderful! (61 reviews)
"Friendly staff, accommodating and clean Some of it under construction"
Reviewed on May 23, 2025
Wylder Hotel Windham
19 New York 296, Windham, NY
The price is ￥23,759 per night from Oct 24 to Oct 25
￥23,759
￥33,089 total
Oct 24 - Oct 25
includes taxes & fees
Stay at this 3.5-star hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club ...
8.6/10 Excellent! (71 reviews)
"Quick and friendly"
Reviewed on Aug 18, 2025
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.
A'Neils Windham Ski Lodge & Family Retreat
Windham
Book a stay at this ski vacation home in Windham. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Windham Mountain Resort and Ashland ...
10/10 Exceptional! (29 reviews)
"Excellent! The host was super friendly, helpful and was an excellent communicator. We had a great time!"
Reviewed on Jul 31, 2025
Tiny House on Walnut Grove
Ashland
Stay at this cottage in Windham. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Windham Mountain Resort and Ashland ...
Tuscan Year Round Beauty - Pickleball Court - Full Winter Rental Availability
Windham
Book a stay at this family-friendly vacation home in Windham. Enjoy a water park, a fitness center, and a garden. Popular attractions Windham Mountain Resort ...
9.8/10 Exceptional! (86 reviews)
"Amazing property. Pickleball was a huge hit with our group, and the outdoor space was perfect for activities of all kinds. Rick was a responsive and above-and-beyond host!"
Reviewed on Sep 7, 2025
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.
Popular places to visit
Windham Mountain Resort
Hit the slopes in Windham with a visit to Windham Mountain Resort. Discover the mountain views in this relaxing area.
Windham Vineyards and Winery
You can enjoy a tasting or tour at Windham Vineyards and Winery during your travels to Windham. Discover the mountain views in this relaxing area, or seek out the ski slopes.
Windham Country Club
Enjoy a round of golf in Windham at Windham Country Club. Discover the mountain views in this relaxing area.
Things to do
Reviews of Windham
4.4
Top Destination
5/5 - Excellent
Millie
Visit the Thomas Cole Main House only 28 miles away, and of course, Olana.
5/5 - Excellent
Verified traveler
But really expensive to eat for mediocre food.
5/5 - Excellent
Verified traveler
Beautiful area. Wish I’d had more time to explore.
3/5 - Okay
Verified traveler
Windham is pretty nice...this hotel motel is not that nice.
5/5 - Excellent
Brian
Skiing is great and close by hunter mountain too.
