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 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.
A forested mountain landscape with autumn foliage.
A wooden bridge over a stream surrounded by autumn foliage.
Hotel Vienna

Hotel Vienna

3 out of 5
107 State Route 296 Windham NY
$164 nightly
The price is $177 total per night from Aug 9 to Aug 10
$177 total
Aug 9 - Aug 10
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. ...
9.4/10 Exceptional! (825 reviews)
"Hotel Vienna is awesome! Family Friendly.. pet friendly…. Staff great! Fun to have Suana this time with pool… miss not having the hot tub…. 💙🧡💜❤️"

Reviewed on Jul 11, 2026

Hotel Vienna
Eastwind Windham

Eastwind Windham

3.5 out of 5
5088 NY-23 Windham NY
$249 nightly
The price is $268 total per night from Jul 13 to Jul 14
$268 total
Jul 13 - Jul 14
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 Mountain Resort and Windham Country ...
9.2/10 Wonderful! (109 reviews)
"Great!"

Reviewed on Jul 7, 2026

Eastwind Windham
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
$276 nightly
The price is $298 total per night from Jul 21 to Jul 22
$298 total
Jul 21 - Jul 22
Total with taxes and 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 ...
8.8/10 Excellent! (101 reviews)
"Our stay was ok. The staff was very responsive when we contacted the front desk, however we tried not to complain when things were not done or not working. The pool was lovely, however staff were power washing the fences on two days when the pool was open! Why this wasn't done in the Spring is suprising.The ..."

Reviewed on Jul 5, 2026

Wylder Hotel Windham
See all 2,158 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.
Cutest Cabin in Windham on site miniature golfing with fire pit and BBQ

Cutest Cabin in Windham on site miniature golfing with fire pit and BBQ

Windham NY
Stay at this cabin in Windham. Enjoy free WiFi, a garden, and patios. Popular attractions Windham Mountain Resort and Windham Country Club are located ...
10/10 Exceptional! (70 reviews)
"The cabin is well appointed and adorable. We had a great visit and would come back when we had more time to just hang out around the fire pit. We recommend The Cutest Cabin!!"

Reviewed on Jun 6, 2026

Cutest Cabin in Windham on site miniature golfing with fire pit and BBQ
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! (20 reviews)
"Adorable little house! We really enjoyed our visit. Comfortable, clean, plenty of space and bathrooms. Host was very prompt with communication."

Reviewed on Jun 29, 2026

Magical Home Located in Windham and Catskills
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
282 Cairo Junction Rd Catskill NY
Stay at this cabin in Catskill. Enjoy free parking, furnished patios, and climate control. Popular attractions Catskill Golf Club and Angelo Canna Town Park ...
9.6/10 Exceptional! (253 reviews)
"I brought my wife to the Poscard Cabin because a friend of owers told me about it. I have to tell you my wife had a blast we came here to celebrate her 66th Birthay and ower 20 years anniversary and it was the best choice I made. I will recommend to everyone I know."

Reviewed on Jul 1, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
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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