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
$111 nightly
The price is $120 total per night from Nov 23 to Nov 24
$120 total
Nov 23 - Nov 24
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! (700 reviews)
Clean room
Reviewed on Nov 14, 2025
Eastwind Windham
5088 NY-23 Windham NY
$173 nightly
The price is $187 total per night from Nov 18 to Nov 19
$187 total
Nov 18 - Nov 19
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
$252 nightly
The price is $273 total per night from Nov 23 to Nov 24
$273 total
Nov 23 - Nov 24
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! (80 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
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
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
Stay at this apartment in Windham. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Windham Mountain Resort and Windham ...
9.2/10 Wonderful! (40 reviews)
The manager met us on arrival to give the keys and direct us to our room. He was super friendly and gave recommendations for local restaurants, stores, hikes, etc. The room was perfect for our short stay. We definitely recommend staying here as we plan to book again for our next visit.
Reviewed on Oct 29, 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
- Hudson River
- Catskill State Park
- Hobart Book Village
- Plattekill Mountain
- North-South Lake Campground & Day Use Area
- Belleayre Beach
- Esopus Creek
- Bethel Woods Museum
- Overlook Mountain Trailhead
- Kaatskill Flyer Ski Lift
- Mountain Trails Cross Country Ski and Snowshoe Center
- Thomas Cole National Historic Site
- East Branch Delaware River
- Indian Head Mountain
- Emerson Place Kaleidoscope
- West Branch Delaware River
- Giant Ledge Trailhead
- Woodstock Music Shop
- Mountain Top Arboretum
- Dutchman’s Landing
- Vroman's Nose Trailhead
- Copperhood Retreat & Spa