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
$149 nightly
The price is $161 total per night from Jan 4 to Jan 5
$161 total
Jan 4 - Jan 5
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! (730 reviews)
Really enjoy this spot! Second time staying here and it feels like a hidden gem. I’d stay again for sure. If I were to give tips to the staff on improvements it would be to invest in better mattresses (they are pretty rigid), some art on the walls to brighten things up and the rooms are huge but ...
Reviewed on Dec 28, 2025
Eastwind Windham
5088 NY-23 Windham NY
$204 nightly
The price is $220 total per night from Jan 20 to Jan 21
$220 total
Jan 20 - Jan 21
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! (76 reviews)
Beautiful property , friendly staff, felt like a home
Reviewed on Dec 24, 2025
Wylder Hotel Windham
19 New York 296 Windham NY
$253 nightly
The price is $274 total per night from Jan 3 to Jan 4
$274 total
Jan 3 - Jan 4
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! (89 reviews)
Beautiful mountain view, my daughter loves the sauna barrel! The only thing is they do not have a microwave inside of the room.
Reviewed on Nov 30, 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
A'Neils Windham Ski Lodge & Family Retreat
Windham NY
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 ...
9.6/10 Exceptional! (31 reviews)
Rented this VRBO for a family wedding which was in Roxbury about 1/2 hour away. We were a group of 21 and the space was absolutely perfect for us with plenty of space to spare! The house was super clean and. had everything we needed, there was extra toilet paper, paper towels, garbage bags, dish ...
Reviewed on Oct 12, 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
4.5/5(89 reviews)
Hit the slopes in Windham with a visit to Windham Mountain Resort. Discover the mountain views in this relaxing area.
Windham Country Club
4.5/5(3 reviews)
Enjoy a round of golf in Windham at Windham Country Club. Discover the mountain views in this relaxing area.
Windham Vineyards and Winery
5/5(2 reviews)
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.
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
- Plattekill Mountain
- Hobart Book Village
- Overlook Mountain Trailhead
- Esopus Creek
- North-South Lake Campground & Day Use Area
- Belleayre Beach
- Bethel Woods Museum
- West Branch Delaware River
- Delaware & Ulster Railroad
- Mountain Trails Cross Country Ski and Snowshoe Center
- Emerson Place Kaleidoscope
- Thomas Cole National Historic Site
- Copperhood Retreat & Spa
- Kaatskill Flyer Ski Lift
- East Branch Delaware River
- Mountain Top Arboretum
- Giant Ledge Trailhead
- Indian Head Mountain
- Vroman's Nose Trailhead
- Zoom Flume
