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
$112 nightly
The price is $121 total per night from Nov 25 to Nov 26
$121 total
Nov 25 - Nov 26
Total with taxes and fees
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! (701 reviews)
Really great spot!
Reviewed on Nov 16, 2025
Eastwind Windham
5088 NY-23 Windham NY
$172 nightly
The price is $186 total per night from Nov 30 to Dec 1
$186 total
Nov 30 - Dec 1
Total with taxes and 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! (67 reviews)
Everything, from the first interaction to the last one was so friendly and welcoming! We definitely wanna come back here!
Reviewed on Nov 13, 2025
Wylder Hotel Windham
19 New York 296 Windham NY
$191 nightly
The price is $206 total per night from Nov 24 to Nov 25
$206 total
Nov 24 - Nov 25
Total with taxes and fees
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club are located ...
8.6/10 Excellent! (81 reviews)
Everything was good
Reviewed on Nov 9, 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.
Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts
Windham NY
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
Tiny House on Walnut Grove
Ashland NY
Stay at this cottage in Windham. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Windham Mountain Resort and Ashland ...
4/10 (1 review)
Many problems with this listing, first the fire alarm was low on battery, I had to physically climb to reach the smoke detector to detach and remove the battery, a sharp beeping noise went off every 90 seconds and we wouldn’t have been able to sleep without stopping it. There were no spare batteries ...
Reviewed on Oct 21, 2025
Magical Home Located in Windham and Catskills
Windham NY
Stay at this vacation home in Windham. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Windham Mountain Resort and Ashland Park are located ...
10/10 Exceptional! (12 reviews)
The house was very clean with an open concept. Kitchen and living room. The beds were very comfortable as well. the bathrooms were spacious with waterfall showers and enough room for a larger person. The outside porch overlooked a small brook that had tranquil water sounds. All appliances worked ...
Reviewed on Oct 13, 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.
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.
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- Windham Mountain Resort
- Windham Country Club
- Hunter Mountain
- Catskill Mountains
- Belleayre Mountain Ski Center
- Kaaterskill Falls
- Catskill State Park
- Hudson River
- Hobart Book Village
- Plattekill Mountain
- North-South Lake Campground & Day Use Area
- Overlook Mountain Trailhead
- Belleayre Beach
- Esopus Creek
- Bethel Woods Museum
- Kaatskill Flyer Ski Lift
- Mountain Trails Cross Country Ski and Snowshoe Center
- Thomas Cole National Historic Site
- East Branch Delaware River
- Emerson Place Kaleidoscope
- West Branch Delaware River
- Giant Ledge Trailhead
- Woodstock Music Shop
- Indian Head Mountain
- Copperhood Retreat & Spa
- Mountain Top Arboretum
- Vroman's Nose Trailhead
- Greene County Council on the Arts
- Mount Tremper Arts
