Windham

Travel Guide

Two skiers on a snowy slope with a valley and mountains in the background.
A wooden bridge over a stream surrounded by autumn foliage.
A wooden covered bridge in a forest with autumn foliage.
A river surrounded by autumn foliage.
A snowy ski slope with trees on either side and a view of the valley below.
Hotel Vienna

Hotel Vienna

3 out of 5
107 State Route 296 Windham NY
The price is CA $159 per night from Nov 23 to Nov 24
CA $159
CA $196 total
Nov 23 - Nov 24
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! (910 reviews)
"The property was beautiful overall, but I encountered a staff member who was unfortunately very rude. Although I am 18 and booked through Expedia, the hotel policy requires guests to be 21. Expedia verified my age, and I didn’t encounter any issues until I arrived. I checked in and paid the remaining ..."

Reviewed on Nov 8, 2026

Hotel Vienna
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
The price is CA $307 per night from Nov 29 to Nov 30
CA $307
CA $402 total
Nov 29 - Nov 30
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 ...
Wylder Hotel Windham
The Winwood Condominiums

The Winwood Condominiums

3 out of 5
5220 NY-23 Windham NY
The price is CA $239 per night from Nov 11 to Nov 12
CA $239
CA $258 total
Nov 11 - Nov 12
includes taxes & fees
Book a stay at this ski hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country ...
The Winwood Condominiums
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

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! (115 reviews)
"Very good rental"

Reviewed on Jul 26, 2026

Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts
Secluded Glass Cabin in the Woods, 3 Minutes to Windham Mountain

Secluded Glass Cabin in the Woods, 3 Minutes to Windham Mountain

Windham NY
Stay at this cabin in Windham. Enjoy a fitness center and a pool table. Popular attractions Windham Mountain Resort and Windham Country Club are located ...
Secluded Glass Cabin in the Woods, 3 Minutes to Windham Mountain
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! (25 reviews)
"Beautiful property and central to Windham. Check in was a breeze and everything was well maintained."

Reviewed on Oct 3, 2026

Magical Home Located in Windham and Catskills
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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