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.
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
$305 nightly
The price is $330 total per night from Aug 30 to Aug 31
$330 total
Aug 30 - Aug 31
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 ...
Wylder Hotel Windham
Hotel Vienna

Hotel Vienna

3 out of 5
107 State Route 296 Windham NY
$140 nightly
The price is $151 total per night from Sep 1 to Sep 2
$151 total
Sep 1 - Sep 2
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. ...
Hotel Vienna
Eastwind Windham

Eastwind Windham

3.5 out of 5
5088 NY-23 Windham NY
$247 nightly
The price is $266 total per night from Aug 30 to Aug 31
$266 total
Aug 30 - Aug 31
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 ...
Eastwind Windham
See all 2,154 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.
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 Aug 10, 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
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Windham NY
Stay at this apartment in Windham. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Windham Country Club and Windham ...
9.2/10 Wonderful! (45 reviews)
"Comfortable n nice place to stay.."

Reviewed on May 25, 2026

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
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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