Windham, NY

Travel Guide

Beautiful Fall colors
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.
Eastwind Windham

Eastwind Windham

3.5 out of 5
5088 NY-23 Windham NY
The price is ¥31,648 per night from Jun 23 to Jun 24
¥31,648
¥38,722 total
Jun 23 - Jun 24
includes taxes & fees
Book a stay at this golf hotel in Windham. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Windham Country Club and Windham Mountain Resort ...
9.2/10 Wonderful! (102 reviews)
"Clean and such friendly staff would definitely recommend! But the prices are little too high in my opinion"

Reviewed on Apr 26, 2026

Eastwind Windham
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
The price is ¥48,511 per night from Jun 11 to Jun 12
¥48,511
¥60,338 total
Jun 11 - Jun 12
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! (98 reviews)
"Family Weekend Getaway. This is our 4th time at this property. Our first time was a year ago during Memorial Day Weekend. Although it was a very droopy weekend, Wylder made it an unforgettable moment . Enough to come back several times. May 16 weekend was one if the best, the weather was perfect, ..."

Reviewed on May 18, 2026

Wylder Hotel Windham
Hotel Vienna

Hotel Vienna

3 out of 5
107 State Route 296 Windham NY
The price is ¥22,589 per night from Jun 8 to Jun 9
¥22,589
¥27,144 total
Jun 8 - Jun 9
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! (801 reviews)
"Clean room, friendly and helpful staff"

Reviewed on May 20, 2026

Hotel Vienna
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 Ashland Park and Windham Vineyards and Winery are ...
9.8/10 Exceptional! (17 reviews)
"Just what we needed to ski at Hunter!"

Reviewed on Mar 17, 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 Country Club ...
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 Mar 1, 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 Ashland Park and Windham Mountain Resort ...
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 Mar 16, 2026

A'Neils Windham Ski Lodge & Family Retreat
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.

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