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 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
Fully refundableReserve now, pay when you stay
The price is AED 365 per night from Oct 1 to Oct 2
AED 365
AED 457 total
1 Oct - 2 Oct
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. ...
Hotel Vienna
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
The price is AED 946 per night from Sep 20 to Sep 21
AED 946
AED 1,206 total
20 Sep - 21 Sep
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
Eastwind Windham

Eastwind Windham

3.5 out of 5
5088 NY-23 Windham NY
The price is AED 954 per night from Oct 20 to Oct 21
AED 954
AED 1,143 total
20 Oct - 21 Oct
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 ...
Eastwind Windham
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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.
Lake view Cabin on Lake Heloise

Lake view Cabin on Lake Heloise

Windham NY
Stay at this cabin in Windham. Enjoy air conditioning and a hot tub. Popular attractions Windham Mountain Resort and Elm Ridge Wild Forest are located ...
Lake view Cabin on Lake Heloise
Woodside Cabin #2 on Lake Heloise

Woodside Cabin #2 on Lake Heloise

Windham NY
Stay at this cabin in Windham. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Elm Ridge Wild Forest and Windham Country Club ...
9.4/10 Exceptional! (20 reviews)
"i love our stay, its like renting the whole compound. we came with our dog. the place is so relaxing."

Reviewed on 14 September 2026

Woodside Cabin #2 on Lake Heloise
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! (115 reviews)
"Very good rental"

Reviewed on 26 July 2026

Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts
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.
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