Windham Travel Guide

Tourist 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

3 out of 5
107 State Route 296 Windham NY
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! (775 reviews)
Conveniently located and recently renovated hotel with comfortable rooms. It was a great value complete with sauna, pool and great continental breakfast.

Reviewed on 4 Mar 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 AU$314 per night from 9 Mar to 10 Mar
AU$314
9 Mar - 10 Mar
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 ...
8.6/10 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 Feb 2026

Wylder Hotel Windham
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23 Windham NY
Stay at this golf hotel in Windham. Enjoy free Wi-Fi, free parking and 2 bars/lounges. Popular attractions Windham Mountain Resort and Windham Country Club are ...
9.2/10 Wonderful! (92 reviews)
Great ty, sauna was not working unfortunately

Reviewed on 24 Feb 2026

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Eastwind Windham
See all 2,103 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
Stay at this holiday home in Windham. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Windham Mountain Resort and Windham Country Club ...
9.8/10 Exceptional! (26 reviews)
Great property

Reviewed on 1 Dec 2025

GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
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 Windham Mountain Resort and Ashland Park are located ...
10/10 Exceptional! (15 reviews)
Convenient location. Michael was very accommodating. Great experience. Thanks Michael

Reviewed on 16 Feb 2026

Magical Home Located in Windham and Catskills
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 water park, a fitness centre and a garden. Popular attractions Windham Mountain Resort and Windham ...
10/10 Exceptional! (109 reviews)
We came with 7 out our sons friends for his 18th birthday. House was perfect for a large group and plenty for the kids to do when not at the mountain.

Reviewed on 22 Jan 2026

Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts
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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

Ashland Park

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

Elm Ridge Wild Forest