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
$157 nightly
The price is $170 total per night from Dec 14 to Dec 15
$170 total
Dec 14 - Dec 15
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! (705 reviews)
We enjoyed our stay which included our continental breakfasts, great coffee (machine offered several variations), pool, sauna fresh air and a quiet room. The room did lack clothes dressers or a place to put our clothes.
Reviewed on Nov 21, 2025
Eastwind Windham
5088 NY-23 Windham NY
$173 nightly
The price is $187 total per night from Nov 30 to Dec 1
$187 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 27 to Nov 28
$206 total
Nov 27 - Nov 28
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! (82 reviews)
I had a wonderful winter escape at this Catskills hotel. The staff was truly stellar—kind, attentive, and incredibly helpful throughout my stay. The location was perfect for a peaceful reset, with quiet mountain views that felt worlds away from the city. The amenities were exactly what I needed to ...
Reviewed on Nov 21, 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
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham NY
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
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 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.
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.
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
- Belleayre Beach
- Overlook Mountain Trailhead
- Esopus Creek
- Bethel Woods Museum
- Kaatskill Flyer Ski Lift
- Mountain Trails Cross Country Ski and Snowshoe Center
- East Branch Delaware River
- Emerson Place Kaleidoscope
- Thomas Cole National Historic Site
- West Branch Delaware River
- Indian Head Mountain
- Mountain Top Arboretum
- Giant Ledge Trailhead
- Copperhood Retreat & Spa
- Woodstock Music Shop
- Mount Tremper Arts
- Greene County Council on the Arts