4/5 - Good
Verified traveler
Windham’s got a lot if you like the outdoors. We went mt biking in between visit to sick family. There are some restaurants but haven’t tried them all to know if they’re good.
Windham, NY
Travel Guide
Visit Windham
Hotel Vienna
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. ...
9.2/10 Wonderful! (676 reviews)
Perfect Romantic Getaway! We had an amazing stay at the Vienna Hotel in Windham — cozy, spotless rooms and a warm, welcoming atmosphere. It’s the perfect romantic escape, close to Hunter Mountain and local restaurants but peaceful and relaxing. Loved the thoughtful touches like the complimentary ...
Reviewed on 20 October 2025
Wylder Hotel Windham
19 New York 296, Windham, NY
The price is AED 559 per night from Oct 26 to Oct 27
AED 559
AED 788 total
26 Oct - 27 Oct
includes taxes & fees
Stay at this 3.5-star hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club ...
8.6/10 Excellent! (74 reviews)
The property was very nice. The staff was very friendly and accommodating. Overall our stay was great. My only complaint would be the inconvenience about morning coffee. There is no coffee pot in the rooms and no coffee in the lobby. You have to walk to another building to a bakery to purchase coffee ...
Reviewed on 13 October 2025
Eastwind Windham
5088 NY-23, Windham, NY
The price is AED 2,200 per night from Nov 1 to Nov 2
AED 2,200
AED 2,453 total
1 Nov - 2 Nov
includes taxes & fees
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! (63 reviews)
Friendly staff, accommodating and clean Some of it under construction
Reviewed on 23 May 2025
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.
Tiny House on Walnut Grove
Ashland
Stay at this cottage in Windham. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Windham Mountain Resort and Ashland ...
A'Neils Windham Ski Lodge & Family Retreat
Windham
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 ...
9.6/10 Exceptional! (30 reviews)
Rented this VRBO for a family wedding which was in Roxbury about 1/2 hour away. We were a group of 21 and the space was absolutely perfect for us with plenty of space to spare! The house was super clean and. had everything we needed, there was extra toilet paper, paper towels, garbage bags, dish ...
Reviewed on 12 October 2025
Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts
Windham
Book a stay at this family-friendly vacation home in Windham. Enjoy a water park, a fitness center, and a garden. Popular attractions Windham Mountain Resort ...
9.8/10 Exceptional! (86 reviews)
Amazing property. Pickleball was a huge hit with our group, and the outdoor space was perfect for activities of all kinds. Rick was a responsive and above-and-beyond host!
Reviewed on 7 September 2025
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 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 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.
Reviews of Windham
4.4
Top Destination
5/5 - Excellent
Millie
Visit the Thomas Cole Main House only 28 miles away, and of course, Olana.
5/5 - Excellent
Verified traveler
But really expensive to eat for mediocre food.
5/5 - Excellent
Verified traveler
Beautiful area. Wish I’d had more time to explore.
3/5 - Okay
Verified traveler
Windham is pretty nice...this hotel motel is not that nice.
5/5 - Excellent
Brian
Skiing is great and close by hunter mountain too.
- Windham Mountain Resort
- Windham Vineyards and Winery
- Windham Country Club
- Hunter Mountain
- Catskill Mountains
- Kaaterskill Falls
- Belleayre Mountain Ski Center
- Hudson River
- Hobart Book Village
- North-South Lake Campground & Day Use Area
- Overlook Mountain Trailhead
- Zoom Flume
- Catskill State Park
- Belleayre Beach
- Sleepy Hollow Lake
- Esopus Creek
- Bethel Woods Museum
- Plattekill Mountain
- Thomas Cole National Historic Site
- Emerson Place Kaleidoscope
- Kaatskill Flyer Ski Lift
- Indian Head Mountain
- West Branch Delaware River
- East Branch Delaware River
- Giant Ledge Trailhead
- Dutchman’s Landing
- Mountain Top Arboretum
- Karma Triyana Dharmachakra Monastery
- Mountain Trails Cross Country Ski and Snowshoe Center
- Woodstock Music Shop
- Woodstock Golf Club
