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
$159 nightly
The price is $172 total per night from Jan 12 to Jan 13
$172 total
Jan 12 - Jan 13
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! (735 reviews)
We stay here often and always have a great experience. Clean room,super comfortable bed and friendly staff (especially the sweet blonde lady that works Sunday night and Monday morning-it skipped my mind to ask what her name was but she is very nice every time).
Reviewed on Jan 5, 2026
Eastwind Windham
5088 NY-23 Windham NY
$213 nightly
The price is $230 total per night from Jan 19 to Jan 20
$230 total
Jan 19 - Jan 20
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! (80 reviews)
This is one of the most amazing weekend vacations I have been on. I can’t complain about anything!
Reviewed on Jan 5, 2026
Wylder Hotel Windham
19 New York 296 Windham NY
$252 nightly
The price is $273 total per night from Jan 11 to Jan 12
$273 total
Jan 11 - Jan 12
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! (91 reviews)
Very nice hotel. Exactly what we needed.
Reviewed on Jan 2, 2026
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! (87 reviews)
Lovely property! The house is spacious and the kitchen is fabulous. We even had a chance to enjoy the pickleball court before the snow came!Communication was great — we thoroughly enjoyed our stay.
Reviewed on Dec 27, 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)
The host was very kind and accessible! The house was very clean, well kept and well stocked! It was a very nice stay!
Reviewed on Jan 1, 2026
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham NY
Stay at this vacation home in Windham. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Windham Mountain Resort and Windham Country ...
8.8/10 Excellent! (55 reviews)
Everything was perfect! Great location!
Reviewed on Dec 2, 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 Country Club
Enjoy a round of golf in Windham at Windham Country Club. 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.
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
- Plattekill Mountain
- Hobart Book Village
- Esopus Creek
- North-South Lake Campground & Day Use Area
- Overlook Mountain Trailhead
- Bethel Woods Museum
- Belleayre Beach
- West Branch Delaware River
- Mountain Trails Cross Country Ski and Snowshoe Center
- Emerson Place Kaleidoscope
- Thomas Cole National Historic Site
- Kaatskill Flyer Ski Lift
- Copperhood Retreat & Spa
- East Branch Delaware River
- Delaware & Ulster Railroad
- Zoom Flume
- Mountain Top Arboretum
- Giant Ledge Trailhead
- Indian Head Mountain
- Vroman's Nose Trailhead