Windham, NY

Travel Guide

Windham
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. ...
9.2/10 Wonderful! (738 reviews)
It was a wonderful stay. The room is so large and quiet

Reviewed on 12 January 2026

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Hotel Vienna
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23 Windham NY
The price is AED 1,198 per night from Jan 16 to Jan 17
AED 1,198
AED 1,415 total
16 Jan - 17 Jan
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! (81 reviews)
This is one of the most amazing weekend vacations I have been on. I can’t complain about anything!

Reviewed on 5 January 2026

Eastwind Windham
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
The price is AED 643 per night from Jan 14 to Jan 15
AED 643
AED 879 total
14 Jan - 15 Jan
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! (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 January 2026

Wylder Hotel Windham
See all 2,102 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 water park, a fitness center, and a garden. Popular attractions Windham Mountain Resort ...
9.8/10 Exceptional! (87 reviews)
Lovely property! The house is spacious and the kitchen is fabulous. We even had a chance to enjoy the pickleball court before the snow came!Communication was great — we thoroughly enjoyed our stay.

Reviewed on 27 December 2025

Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts
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 ...
9.6/10 Exceptional! (32 reviews)
The host was very kind and accessible! The house was very clean, well kept and well stocked! It was a very nice stay!

Reviewed on 1 January 2026

A'Neils Windham Ski Lodge & Family Retreat
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Windham NY
Stay at this vacation home in Windham. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Windham Mountain Resort and Windham Country ...
8.8/10 Excellent! (55 reviews)
Everything was perfect! Great location!

Reviewed on 2 December 2025

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
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

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

Reviews of Windham

4.4
Top Destination
5 - Excellent
31
5 - Excellent 53%
4 - Good
22
4 - Good 38%
3 - Okay
5
3 - Okay 9%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

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.

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.