Windham, NY

Travel Guide

A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.
A snowy ski slope with trees on either side and a view of the valley below.
Two skiers on a snowy slope with a valley and mountains in the background.
A forested mountain landscape with autumn foliage.
A wooden bridge over a stream surrounded by autumn foliage.
Hotel Vienna

Hotel Vienna

3 out of 5
107 State Route 296 Windham NY
$174 nightly
The price is $188 total per night from Jul 7 to Jul 8
$188 total
Jul 7 - Jul 8
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. ...
9.4/10 Exceptional! (818 reviews)
"Lovely room. Great staff. Very enjoyable stay!"

Reviewed on Jun 27, 2026

Hotel Vienna
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
$279 nightly
The price is $302 total per night from Jul 5 to Jul 6
$302 total
Jul 5 - Jul 6
Total with taxes and 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! (100 reviews)
"Beautiful and spacious balcony overlooking the mountains and golf course. We loved the view from our room 521. . Great place to relax before dinner with a glass of wine/cheese. Location is good within walking distance to a most wonderful restaurant named prominence. Highly recommend. The on site ..."

Reviewed on Jun 15, 2026

Wylder Hotel Windham
Eastwind Windham

Eastwind Windham

3.5 out of 5
5088 NY-23 Windham NY
$249 nightly
The price is $268 total per night from Jul 5 to Jul 6
$268 total
Jul 5 - Jul 6
Total with taxes and 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! (107 reviews)
"Beautiful location. Really loved the full window ceiling in the cabin’s shower!"

Reviewed on Jun 19, 2026

Eastwind Windham
See all 2,168 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 Ashland Park and Windham Vineyards and Winery are ...
9.8/10 Exceptional! (19 reviews)
"Adorable little house! We really enjoyed our visit. Comfortable, clean, plenty of space and bathrooms. Host was very prompt with communication."

Reviewed on Jun 29, 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! (112 reviews)
"We had a great weekend at the house and really enjoyed spending time there with friends. The property itself is very unique, and the views were excellent.One thing future guests may want to be aware of is that we visited in mid-June, and when we arrived the temperature inside the house was around ..."

Reviewed on Jun 19, 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
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.

Stay near popular Windham attractions

Windham Mountain Resort

9.0/10 (313 reviews)
Hit the slopes in Windham with a visit to Windham Mountain Resort. Discover the mountain views in this relaxing area.
See properties

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