Windham
Travel Guide

Visit Windham

Hotel Vienna
107 State Route 296, Windham, NY
The price is CA $185 per night from Aug 18 to Aug 19
CA $185
CA $199 total
Aug 18 - Aug 19
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. ...
9.2/10 Wonderful! (603 reviews)
"Beautiful hotel and property. Loved everything about it."
Reviewed on Aug. 1, 2025

Eastwind Windham
5088 NY-23, Windham, NY
The price is CA $267 per night from Aug 7 to Aug 8
CA $267
CA $298 total
Aug 7 - Aug 8
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! (57 reviews)
"Friendly staff, accommodating and clean Some of it under construction"
Reviewed on May 23, 2025

Wylder Hotel Windham
19 New York 296, Windham, NY
The price is CA $334 per night from Aug 31 to Sep 1
CA $334
CA $429 total
Aug 31 - Sep 1
includes taxes & fees
Stay at this 3.5-star hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club ...
8.6/10 Excellent! (65 reviews)
"We LOVED staying at Wylder. The staff was super friendly and helpful. Our room was comfortable, views were amazing and we really enjoyed the amenities. Highly recommend!"
Reviewed on Jul. 21, 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.

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
Stay at this vacation home in Windham. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Windham Mountain Resort and Windham Country ...
9/10 Wonderful! (48 reviews)
"Great communication with host Nice spacious clean apartment. Good location"
Reviewed on Jun. 22, 2025

A'Neils Windham Ski Lodge & Family Retreat
Windham
Book a stay at this ski vacation home in Windham. Enjoy free WiFi, a water park, and a garden. Popular attractions Windham Mountain Resort and Ashland Park are ...
10/10 Exceptional! (28 reviews)
Perfect for a ski family gathering
"A wonderful space for a family reunion ski get away. Enough personal space for each while also offering great shared space for warm gatherings and meals. Host was very accommodating and easily available. We would definitely stay again!"
Reviewed on Dec. 31, 2024

Tuscan Year Round Beauty - Pickleball Court
Windham
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! (82 reviews)
"Rick is an excellent host and very communicative. My group had an incredible time at his property. There is so much to do that we ran out of time to do everything! Bocce Court and disc golf was a hit. But the real star of the show was the outdoor deck with a full barbecue. We spent most of our time ..."
Reviewed on Jun. 16, 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
5/5(2 reviews)
Hit the slopes in Windham with a visit to Windham Mountain Resort. Discover the mountain views in this relaxing area.
Windham Vineyards and Winery
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.
Windham Country Club
4.5/5(2 reviews)
Enjoy a round of golf in Windham at Windham Country Club. Discover the mountain views in this relaxing area.