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
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! (788 reviews)
The staff was amazing. The room was very clean. great update The bed was a little hard for my liking, but that was just me. I didn’t try the breakfast, but it smelled good. I enjoyed how the room key was really a key like old school. I love that old time charm

Reviewed on 30 March 2026

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Hotel Vienna
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23 Windham NY
The price is SAR 584 per night from Apr 7 to Apr 8
SAR 584
SAR 732 total
7 Apr - 8 Apr
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! (96 reviews)
Gorgeous, tasteful and close to activities, restaurant is fanstastic

Reviewed on 24 March 2026

Eastwind Windham
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
The price is SAR 658 per night from Apr 15 to Apr 16
SAR 658
SAR 898 total
15 Apr - 16 Apr
includes taxes & 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 ...
8.8/10 Excellent! (96 reviews)
Beautiful scenery and great staff

Reviewed on 22 March 2026

Wylder Hotel Windham
See all 2,143 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.
Magical Home Located in Windham and Catskills

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 ...
9.8/10 Exceptional! (17 reviews)
Just what we needed to ski at Hunter!

Reviewed on 17 March 2026

Magical Home Located in Windham and Catskills
Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts

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 fitness center, a garden, and laundry facilities. Popular attractions Windham Mountain ...
10/10 Exceptional! (110 reviews)
Great location. Amazing house and property. Kitchen was well equipped and perfect for seating a large family. Manager, Alan, couldn’t have more accommodating and friendly. Great place to stay !

Reviewed on 1 March 2026

Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts
A'Neils Windham Ski Lodge & Family Retreat

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 ...
9.8/10 Exceptional! (36 reviews)
We had a wonderful stay at the house with 20 people for 4 days. The bedrooms and bathrooms easily accomodated all of us. There was lots of room in the dining room and living room area for everyone. The kitchen had everything needed and lots of space for cooking and serving. The pool table was fun ...

Reviewed on 16 March 2026

A'Neils Windham Ski Lodge & Family Retreat
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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.

Popular places to visit

Windham Mountain Resort

4.5/5(92 reviews)

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

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 Country Club

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 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