Windham, NY

Travel Guide

Windham
Hotel Vienna

Hotel Vienna

2.5 out of 5
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! (717 reviews)
Love this place when its available. Low key, clean and conveniently near BOTH Hunter and Windham ski areas!

Reviewed on 8 December 2025

Hotel Vienna
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23 Windham NY
The price is AED 1,061 per night from Dec 21 to Dec 22
AED 1,061
AED 1,262 total
21 Dec - 22 Dec
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! (72 reviews)
Staff helpful and friendly.

Reviewed on 8 December 2025

Eastwind Windham
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
The price is AED 756 per night from Dec 14 to Dec 15
AED 756
AED 1,000 total
14 Dec - 15 Dec
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! (87 reviews)
Beautiful mountain view, my daughter loves the sauna barrel! The only thing is they do not have a microwave inside of the room.

Reviewed on 30 November 2025

Wylder Hotel 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.
A'Neils Windham Ski Lodge & Family Retreat

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)
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 October 2025

A'Neils Windham Ski Lodge & Family Retreat
Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts

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! (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 September 2025

Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts
Magical Home Located in Windham and Catskills

Magical Home Located in Windham and Catskills

2 out of 5
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 ...
10/10 Exceptional! (12 reviews)
The house was very clean with an open concept. Kitchen and living room. The beds were very comfortable as well. the bathrooms were spacious with waterfall showers and enough room for a larger person. The outside porch overlooked a small brook that had tranquil water sounds. All appliances worked ...

Reviewed on 13 October 2025

Magical Home Located in Windham and Catskills
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

Reviews of Windham

4.4
Top Destination
5 - Excellent
31
5 - Excellent 53%
4 - Good
22
4 - Good 38%
3 - Okay
5
3 - Okay 9%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

4/5 - Good

Verified traveler

Windham’s got a lot if you like the outdoors. We went mt biking in between visit to sick family. There are some restaurants but haven’t tried them all to know if they’re good.

5/5 - Excellent

Millie

Visit the Thomas Cole Main House only 28 miles away, and of course, Olana.

5/5 - Excellent

Verified traveler

But really expensive to eat for mediocre food.

5/5 - Excellent

Verified traveler

Beautiful area. Wish I’d had more time to explore.

3/5 - Okay

Verified traveler

Windham is pretty nice...this hotel motel is not that nice.

5/5 - Excellent

Brian

Skiing is great and close by hunter mountain too.