Windham, NY

Travel Guide

A pair of skis looking over the dege of a snow covered trail, Windham, NY, USA
Overlooking the valley with skiers going downhill, Windham, New York, USA
Catskill Mountain Autumn: A scenic view through Autumn trees foliage to the Catskill Mountains beyond
Amazing foliage upstate New York. Morning sunlight spills over the golden foliage. Windham NY is one of the most popular destination for scenic drives, bike trails, foliage and nature lovers.
Amazing foliage upstate New York. Morning sunlight spills over the golden foliage. Windham NY is one of the most popular destination for scenic drives, bike trails, foliage and nature lovers.; Shutter
Hotel Vienna

Hotel Vienna

3 out of 5
107 State Route 296 Windham NY
The price is ₩212,244 per night from May 11 to May 12
₩212,244
₩229,212 total
May 11 - May 12
includes taxes & 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. ...
9.4/10 Exceptional! (793 reviews)
The breakfast was my favorite! Everything was fresh out of the oven! Checking in was great and the front staff is amazing. I loved everything about our stay and would definitely book again!

Reviewed on Apr 11, 2026

Hotel Vienna
Eastwind Windham

Eastwind Windham

3.5 out of 5
5088 NY-23 Windham NY
The price is ₩243,760 per night from May 12 to May 13
₩243,760
₩303,831 total
May 12 - May 13
includes taxes & fees
Book a stay at this golf hotel in Windham. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Windham Mountain Resort and Windham Country ...
9.2/10 Wonderful! (98 reviews)
Gorgeous, tasteful and close to activities, restaurant is fanstastic

Reviewed on Mar 24, 2026

Eastwind Windham
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
The price is ₩373,297 per night from May 3 to May 4
₩373,297
₩477,321 total
May 3 - May 4
includes taxes & fees
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Country Club and Windham Mountain Resort are located ...
8.8/10 Excellent! (96 reviews)
Beautiful scenery and great staff

Reviewed on Mar 22, 2026

Wylder Hotel Windham
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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.
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
282 Cairo Junction Rd Catskill NY
Stay at this cabin in Catskill. Enjoy free parking, furnished patios, and climate control. Popular attractions Catskill Golf Club and Angelo Canna Town Park ...
9.6/10 Exceptional! (198 reviews)
Clean room, nature friendly.

Reviewed on Apr 12, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Starlite Motel

Starlite Motel

2.5 out of 5
8722 Route 28 Big Indian NY
Stay at this aparthotel in Big Indian. Enjoy free WiFi, free parking, and a garden. Popular attractions Belleayre Beach and Pine Hill Community Center are located ...
9.2/10 Wonderful! (299 reviews)
Perfect for us- so close to the mountain and kitchen was great

Reviewed on Mar 30, 2026

Starlite Motel
See all properties in Windham
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 Mountain Resort

Windham Country Club

Enjoy a round of golf in Windham at Windham Country Club. Discover the mountain views in this relaxing area.

Windham Country Club

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 Vineyards and Winery

Elm Ridge Wild Forest

Commune with nature and explore the great outdoors at Elm Ridge Wild Forest during your travels in Windham. Discover the mountain views and coffeehouses in this relaxing area.

Elm Ridge Wild Forest

Huntersfield State Forest

You can take time to visit Huntersfield State Forest during your travels to Windham. Discover the mountain views and coffeehouses in this relaxing area.

Huntersfield State Forest

Ashland Park

Explore the great outdoors at Ashland Park, a lovely green space in Windham. Discover the mountain views and coffeehouses in this relaxing area.

Ashland Park

Cities near Windham

View on Gilboa mountains

Gilboa