Windham

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.
Overlooking the valley with skiers going downhill, Windham, New York, USA
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
The price is CA $188 per night from Jul 1 to Jul 2
CA $188
CA $228 total
Jul 1 - Jul 2
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. ...
9.4/10 Exceptional! (815 reviews)
"The access to the Windam Path was great. It is a lovely, easy walk by a stream and through meadows."

Reviewed on Jun 19, 2026

Hotel Vienna
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
The price is CA $311 per night from Jun 25 to Jun 26
CA $311
CA $407 total
Jun 25 - Jun 26
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 ...
8.8/10 Excellent! (100 reviews)
"Beautiful and spacious balcony overlooking the mountains and golf course. We loved the view from our room 521. . Great place to relax before dinner with a glass of wine/cheese. Location is good within walking distance to a most wonderful restaurant named prominence. Highly recommend. The on site ..."

Reviewed on Jun 15, 2026

Wylder Hotel Windham
Eastwind Windham

Eastwind Windham

3.5 out of 5
5088 NY-23 Windham NY
The price is CA $282 per night from Jun 28 to Jun 29
CA $282
CA $345 total
Jun 28 - Jun 29
includes taxes & fees
Book a stay at this golf hotel in Windham. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Windham Country Club and Windham Mountain Resort ...
9.2/10 Wonderful! (107 reviews)
"Beautiful location. Really loved the full window ceiling in the cabin’s shower!"

Reviewed on Jun 19, 2026

Eastwind Windham
See all 2,156 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.
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 fitness center, a garden, and laundry facilities. Popular attractions Windham Country Club ...
10/10 Exceptional! (112 reviews)
"We had a great weekend at the house and really enjoyed spending time there with friends. The property itself is very unique, and the views were excellent.One thing future guests may want to be aware of is that we visited in mid-June, and when we arrived the temperature inside the house was around ..."

Reviewed on Jun 19, 2026

Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts
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 Ashland Park and Windham Vineyards and Winery are ...
9.8/10 Exceptional! (18 reviews)
"This was a beautiful house with all the modern amenities you need for a mountain getaway. The beds were extremely comfortable, and the water pressure was amazing. I loved that they left the backyard string lights on for us. This made for a magical drive up to the property. The owner was very responsive ..."

Reviewed on May 27, 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 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! (249 reviews)
"We had a wonderful stay at this cabin. It was peaceful, quiet, and the perfect place to relax and unwind. The staff were very attentive and came by daily to top up amenities whenever needed, which made our stay even more comfortable. The location was also very convenient. A supermarket was only about ..."

Reviewed on Jun 20, 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.

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 Mountain Resort

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.

Windham Country Club

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 Vineyards and Winery

Ashland Park

Explore the great outdoors at Ashland Park, a lovely green space in Windham. Discover the mountain views and coffeehouses in this relaxing area.

Ashland Park

Huntersfield State Forest

You can take time to visit Huntersfield State Forest during your travels to Windham. Discover the mountain views and coffeehouses in this relaxing area.

Huntersfield State Forest

Elm Ridge Wild Forest

Commune with nature and explore the great outdoors at Elm Ridge Wild Forest during your travels in Windham. Discover the mountain views and coffeehouses in this relaxing area.

Elm Ridge Wild Forest

Cities near Windham

Peak Foilage - Lake Colgate, New York

Prattsville

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