Windham, NY

Travel Guide

Overlooking the valley with skiers going downhill, Windham, New York, 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.; Shutter

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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. ...
9.4/10 Exceptional! (771 reviews)
A perfect location to hit the slopes! We loved the breakfast and the sauna the most. The room was very nicely decorated and comfy too. Would definitely stay here again for future outdoor adventures in the Catskills.

Reviewed on 28 February 2026

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Hotel Vienna
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
The price is AED 728 per night from Mar 1 to Mar 2
AED 728
AED 970 total
1 Mar - 2 Mar
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! (93 reviews)
it's sprawling and has a lot of amenities. I think it's fabulous for kids - they had a magic show, cookie decorating, smores. They have an onsite bakery and restaurant. Tubing. They have shuttles, so you don't feel "stuck." It is very family friendly. I would say it's actually for families versus ...

Reviewed on 22 February 2026

Wylder Hotel Windham
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23 Windham NY
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! (92 reviews)
Great ty, sauna was not working unfortunately

Reviewed on 24 February 2026

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Eastwind Windham
See all 2,110 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.
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
Book a stay at this family-friendly vacation home in Windham. Enjoy free WiFi, a water park, and a garden. Popular attractions Windham Mountain Resort and Windham ...
9.8/10 Exceptional! (26 reviews)
Great property

Reviewed on 1 December 2025

GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
NEW LISTING! Heated Pool + Sauna + Hot Tub + Game Room + Jungle Gym + Fire Pit

NEW LISTING! Heated Pool + Sauna + Hot Tub + Game Room + Jungle Gym + Fire Pit

2 out of 5
Windham NY
Stay at this vacation home in Windham. Enjoy laundry facilities, patios, and in-room jetted tubs. Popular attractions Windham Mountain Resort and Windham Country ...
10/10 Exceptional! (3 reviews)
The owner of this house is absolutely wonderful!! Any small issue we had she was right on it. The house was beautiful, big and so cozy. We can’t wait to come back. I highly recommend l!!

Reviewed on 26 January 2026

NEW LISTING! Heated Pool + Sauna + Hot Tub + Game Room + Jungle Gym + Fire Pit
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 ...
Magical Home Located in Windham and Catskills
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

4.5/5(89 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(3 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

5/5(2 reviews)

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