Windham

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
Hotel Vienna

Hotel Vienna

2.5 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. ...
9.2/10 Wonderful! (763 reviews)
Very clean, modern, great amenities. Breakfast croissants were excellent. Very friendly staff. We will definitely visit again.

Reviewed on 13 Feb 2026

Get rates
Hotel Vienna
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
The price is HK$1,668 per night from 24 Feb to 25 Feb
HK$1,668
HK$2,192 total
24 Feb - 25 Feb
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! (92 reviews)
This place is GREAT!! Outstanding room, top notch service, cool staff, and good food!! Mmm mm!! I'm ready to go again!!

Reviewed on 10 Jan 2026

Wylder Hotel Windham
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23 Windham NY
The price is HK$1,625 per night from 20 Feb to 21 Feb
HK$1,625
HK$1,981 total
20 Feb - 21 Feb
includes taxes & fees
Stay at this hotel in Windham. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Popular attractions Windham Mountain Resort and Windham Country Club ...
9.2/10 Wonderful! (90 reviews)
Remarkably comfortable clean AND warm (sooo cold outside). Fun and warm poncho robes. Nice little seating area by the window. Very happy to have stayed here.

Reviewed on 8 Feb 2026

Eastwind Windham
See all 2,097 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 family-friendly holiday home in Windham. Enjoy free Wi-Fi, a water park and a garden. Popular attractions Windham Mountain Resort and Windham Country ...
9.6/10 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.
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 ...
9.8/10 Exceptional! (89 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
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 holiday home in Windham. Enjoy laundry facilities, patios and in-room jetted baths. Popular attractions Windham Mountain Resort and Windham Country ...
10/10 Exceptional! (2 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 Jan 2026

NEW LISTING! Heated Pool + Sauna + Hot Tub + Game Room + Jungle Gym + Fire Pit
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(1 review)

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
Mine Kill State Park is named for Mine Kill Creek, which runs through a narrow gorge in the park and features a 80-foot waterfall.

Gilboa

Dramatic close up creek trail tucked away in the Catskill Mountains. Scenic picturesque landscape with all season stunning views. The wilderness is perfect to hike, swim, fish, kayak, bike, camp.

Prattsville