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.
Aluminum canoe on a mountain lake upstate New York. Camping. outdoors and adventure concept. Faded, vintage color post processed
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.
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 AED 423 per night from Sep 14 to Sep 15
AED 423
AED 521 total
14 Sep - 15 Sep
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! (857 reviews)
"Was just amazing! Everyone one so friendly and the place and area is very picturesque!"

Reviewed on 29 August 2026

Hotel Vienna
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
The price is AED 809 per night from Aug 30 to Aug 31
AED 809
AED 1,057 total
30 Aug - 31 Aug
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 ...
Wylder Hotel Windham
Eastwind Windham

Eastwind Windham

3.5 out of 5
5088 NY-23 Windham NY
The price is AED 765 per night from Aug 30 to Aug 31
AED 765
AED 932 total
30 Aug - 31 Aug
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 ...
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.
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! (17 reviews)
"The cabin is quaint perfection. The views are stunning and the local activities are endless. Highly recommend, especially if you want a place that your dogs will love!"

Reviewed on 10 August 2026

Woodside Cabin #2 on Lake Heloise
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 Elm Ridge Wild Forest and Windham Country Club are located nearby.
Lake view Cabin on Lake Heloise
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! (23 reviews)
"Very nice house"

Reviewed on 3 August 2026

Magical Home Located in Windham and Catskills
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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