Windham Travel Guide
Tourist 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! (691 reviews)
Great stay but the staff were not very nice and the towels are too small.
Reviewed on 4 Nov 2025

Wylder Hotel Windham
19 New York 296, Windham, NY
The price is NZ$381 per night from 16 Nov to 17 Nov
NZ$381
16 Nov - 17 Nov
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! (77 reviews)
Really nice restored resort. Rooms were great, staff was friendly. The food is very good.
Reviewed on 3 Nov 2025

Eastwind Windham
5088 NY-23, Windham, NY
The price is NZ$411 per night from 26 Nov to 27 Nov
NZ$411
26 Nov - 27 Nov
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! (64 reviews)
Great place. Beautiful
Reviewed on 20 Oct 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.

Tiny House on Walnut Grove
Ashland
Stay at this cottage in Windham. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Windham Mountain Resort and Ashland ...
4/10 (1 review)
Many problems with this listing, first the fire alarm was low on battery, I had to physically climb to reach the smoke detector to detach and remove the battery, a sharp beeping noise went off every 90 seconds and we wouldn’t have been able to sleep without stopping it. There were no spare batteries ...
Reviewed on 21 Oct 2025

Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts
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! (86 reviews)
Amazing property. Pickleball was a huge hit with our group, and the outdoor space was perfect for activities of all kinds. Rick was a responsive and above-and-beyond host!
Reviewed on 7 Sept 2025

A'Neils Windham Ski Lodge & Family Retreat
Windham
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)
Rented this VRBO for a family wedding which was in Roxbury about 1/2 hour away. We were a group of 21 and the space was absolutely perfect for us with plenty of space to spare! The house was super clean and. had everything we needed, there was extra toilet paper, paper towels, garbage bags, dish ...
Reviewed on 12 Oct 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
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
Enjoy a round of golf in Windham at Windham Country Club. Discover the mountain views in this relaxing area.
