Windham, NY

Travel Guide

A pair of skis looking over the dege of a snow covered trail, Windham, NY, USA
Overlooking the valley with skiers going downhill, Windham, New York, USA
Amazing foliage upstate New York. Morning sunlight spills over the golden foliage. Windham NY is one of the most popular destination for scenic drives, bike trails, foliage and nature lovers.
Amazing foliage upstate New York. Morning sunlight spills over the golden foliage. Windham NY is one of the most popular destination for scenic drives, bike trails, foliage and nature lovers.; Shutter
Hotel Vienna

Hotel Vienna

3 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. ...
9.4/10 Exceptional! (785 reviews)
The hotel was very neat. The staffs were very nice. They made our stay very welcoming.

Reviewed on Mar 22, 2026

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Hotel Vienna
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23 Windham NY
The price is ￥26,080 per night from Apr 9 to Apr 10
￥26,080
￥32,507 total
Apr 9 - Apr 10
includes taxes & fees
Book a stay at this golf hotel in Windham. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Windham Mountain Resort and Windham Country ...
9.2/10 Wonderful! (95 reviews)
Gorgeous, tasteful and close to activities, restaurant is fanstastic

Reviewed on Mar 24, 2026

Eastwind Windham
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
The price is ￥27,800 per night from Apr 15 to Apr 16
￥27,800
￥37,959 total
Apr 15 - Apr 16
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! (95 reviews)
Beautiful scenery and great staff

Reviewed on Mar 22, 2026

Wylder Hotel Windham
See all 2,107 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 Mountain ...
10/10 Exceptional! (110 reviews)
Great location. Amazing house and property. Kitchen was well equipped and perfect for seating a large family. Manager, Alan, couldn’t have more accommodating and friendly. Great place to stay !

Reviewed on Mar 1, 2026

Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.

GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.

Windham NY
Stay at this vacation home in Windham. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Windham Mountain Resort and Windham Country Club ...
9.8/10 Exceptional! (26 reviews)
Great property

Reviewed on Dec 1, 2025

GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
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 ...
9.8/10 Exceptional! (36 reviews)
We had a wonderful stay at the house with 20 people for 4 days. The bedrooms and bathrooms easily accomodated all of us. There was lots of room in the dining room and living room area for everyone. The kitchen had everything needed and lots of space for cooking and serving. The pool table was fun ...

Reviewed on Mar 16, 2026

A'Neils Windham Ski Lodge & Family Retreat
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

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

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

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

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

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

Things to do

Windham Transportation Only from NYC

Windham Transportation Only from NYC

￥10,758
per adult
Windham Transportation Only from NYC
See all activities in Windham