Windham Travel Guide

Tourist 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 NZ$281 per night from 1 July to 2 July
NZ$281
1 July - 2 July
includes taxes & fees
Stay at this golf hotel in Windham. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their 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 19 June 2026

Hotel Vienna
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
The price is NZ$518 per night from 10 July to 11 July
NZ$518
10 July - 11 July
includes taxes & fees
Stay at this hotel in Windham. Enjoy free Wi-Fi, 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 15 June 2026

Wylder Hotel Windham
Eastwind Windham

Eastwind Windham

3.5 out of 5
5088 NY-23 Windham NY
The price is NZ$358 per night from 29 June to 30 June
NZ$358
29 June - 30 June
includes taxes & fees
Stay at this golf hotel in Windham. Enjoy free Wi-Fi, free parking and 2 bars/lounges. Popular attractions Windham Country Club and Windham Mountain Resort are ...
9.2/10 Wonderful! (107 reviews)
"Beautiful location. Really loved the full window ceiling in the cabin’s shower!"

Reviewed on 19 June 2026

Eastwind 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
Stay at this family-friendly holiday home in Windham. Enjoy a fitness centre, a garden and laundry facilities. Popular attractions Windham Country Club and Windham ...
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 19 June 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 holiday home in Windham. Enjoy free Wi-Fi, 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 27 May 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 are ...
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 20 June 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
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.

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