Windham Travel Guide

Tourist Guide

A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.
A canoe on a calm lake with a forested shoreline.
A river surrounded by autumn foliage.
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.
Hotel Vienna

Hotel Vienna

3 out of 5
107 State Route 296 Windham NY
The price is £104 per night from 15 Nov to 16 Nov
£104
15 Nov - 16 Nov
includes taxes & fees
Stay at this golf hotel in Windham. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their 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 8 Nov 2026

Hotel Vienna
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
The price is £213 per night from 29 Nov to 30 Nov
£213
29 Nov - 30 Nov
includes taxes & fees
Stay at this hotel in Windham. Enjoy free Wi-Fi, 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 £137 per night from 9 Nov to 10 Nov
£137
9 Nov - 10 Nov
includes taxes & fees
Stay at this ski hotel in Windham. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club are ...
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
Stay at this family-friendly holiday home in Windham. Enjoy a fitness centre, a garden and laundry facilities. Popular attractions Windham Mountain Resort and ...
10/10 Exceptional! (115 reviews)
"Very good rental"

Reviewed on 26 Jul 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 centre 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 holiday home in Windham. Enjoy free Wi-Fi, 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 3 Oct 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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