Windham, NY
Travel Guide

Visit Windham

Hotel Vienna
107 State Route 296 Windham NY
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. ...
9.2/10 Wonderful! (735 reviews)
We stay here often and always have a great experience. Clean room,super comfortable bed and friendly staff (especially the sweet blonde lady that works Sunday night and Monday morning-it skipped my mind to ask what her name was but she is very nice every time).
Reviewed on Jan 5, 2026

Eastwind Windham
5088 NY-23 Windham NY
The price is ¥51,481 per night from Jan 16 to Jan 17
¥51,481
¥60,811 total
Jan 16 - Jan 17
includes taxes & fees
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Windham Mountain Resort and Windham Country Club ...
9.2/10 Wonderful! (80 reviews)
This is one of the most amazing weekend vacations I have been on. I can’t complain about anything!
Reviewed on Jan 5, 2026

Wylder Hotel Windham
19 New York 296 Windham NY
The price is ¥27,486 per night from Jan 12 to Jan 13
¥27,486
¥37,531 total
Jan 12 - Jan 13
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 ...
8.6/10 Excellent! (91 reviews)
Very nice hotel. Exactly what we needed.
Reviewed on Jan 2, 2026
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
Windham NY
Book a stay at this family-friendly vacation home in Windham. Enjoy a water park, a fitness center, and a garden. Popular attractions Windham Mountain Resort ...
9.8/10 Exceptional! (87 reviews)
Lovely property! The house is spacious and the kitchen is fabulous. We even had a chance to enjoy the pickleball court before the snow came!Communication was great — we thoroughly enjoyed our stay.
Reviewed on Dec 27, 2025

A'Neils Windham Ski Lodge & Family Retreat
Windham NY
Book a stay at this ski vacation home in Windham. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Windham Mountain Resort and Ashland ...
9.6/10 Exceptional! (31 reviews)
The host was very kind and accessible! The house was very clean, well kept and well stocked! It was a very nice stay!
Reviewed on Jan 1, 2026

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham NY
Stay at this vacation home in Windham. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Windham Mountain Resort and Windham Country ...
8.8/10 Excellent! (55 reviews)
Everything was perfect! Great location!
Reviewed on Dec 2, 2025
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.
Popular places to visit
Windham Mountain Resort
4.5/5(89 reviews)
Hit the slopes in Windham with a visit to Windham Mountain Resort. Discover the mountain views in this relaxing area.
Windham Country Club
4.5/5(3 reviews)
Enjoy a round of golf in Windham at Windham Country Club. Discover the mountain views in this relaxing area.
Windham Vineyards and Winery
5/5(2 reviews)
You can enjoy a tasting or tour at Windham Vineyards and Winery during your travels to Windham. Discover the mountain views in this relaxing area, or seek out the ski slopes.


