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Top Windham hotels deals

Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $210 per night
CA $210
CA $227 total
includes taxes & fees
28 Jan - 29 Jan
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. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
Pool
Breakfast included
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296, Windham, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $337 per night
CA $337
CA $437 total
includes taxes & fees
21 Jan - 22 Jan
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 are located nearby.
Pool
Pet-friendly
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23, Windham, NY
The price is CA $320 per night
CA $320
CA $357 total
includes taxes & fees
23 Jan - 24 Jan
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
Pet-friendly
Parking included
Winwood Inn & Condominiums

Winwood Inn & Condominiums

3 out of 5
5220 NY-23, Windham, NY
The price is CA $245 per night
CA $245
CA $264 total
includes taxes & fees
21 Jan - 22 Jan
Stay at this 3-star ski hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
Pool
Parking included
Tuscan Year Round Beauty - Pickleball Court

Tuscan Year Round Beauty - Pickleball Court

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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 and Windham Country Club are located nearby.
Hot tub
Kitchen
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

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Book a stay at this family-friendly vacation home in Windham. Enjoy free WiFi, a water park, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Windham Mountain Resort and Windham Vineyards and Winery are located nearby.
Kitchen
Washer
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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

5/5(2 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(2 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

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

Windham Vacations

Get your vacation off to an awesome start by knowing a thing or two about Windham before you head off.

You'll find this Kingston neighborhood 30 miles (48 kilometers) to the northwest of the downtown action.

Last time they counted, the population of Kingston was 24,000.

Places to visit in Windham

Escape into the wider Kingston area and get closer to nature with activities like snowboarding. After you've ticked that off your list, make some more unforgettable memories by taking yourself skiing.

Where do you fly into for Windham?

If you're journeying to Windham, the closest major terminal is Albany International Airport (ALB). It's roughly 35 miles (56 kilometers) to the northeast from the central area. Choose an in-flight film, sit back and you'll be landing in no time at all.

Frequently asked questions

How much are vacation packages to Windham?
Packages, which include hotels and flights in Windham, start from . Turn your travel fantasies into reality and secure your vacation with Travelocity today.
How long should my Windham vacation be?
About 2 nights is what many tourists book for their Windham trip. That’s a great guide, but there’s loads more to discover if you give yourself a little more time.
Where can I get the best vacation package deals for Windham?
For an amazing package deal to Windham, head straight to Travelocity. Take your pick of 400 partner airlines and 1,000,000 properties worldwide to create your ideal escape — it’s as easy as that.
Why should I book my Windham vacation bundle via Travelocity?
We offer 24/7 support, top-notch service and a Price Match Guarantee. Life is one big journey — and we have alluring destinations for you to journey to all over the world. Wander with us and make your hip pocket happy.
Will I save money on my Windham car rental if I book it with my hotel or flight?
Sure can — combine your car, flight and hotel into a Windham vacation package and you’ll save a tidy sum. With so many places to explore in and around Windham, that rental car will make it easy to explore. Once you’re in the driver’s seat, turn up the stereo and find your way to Times Square, a well-known attraction about 177 kilometers from Windham.
Which airport is best for Windham?
There are two choices for flying into Windham, the first one being Albany Intl. Airport (ALB). It’s around 64 kilometers from downtown, while Stewart Intl. Airport (SWF) is 88 kilometers away from central Windham.
Where should I stay when visiting Windham?
The Hammo’s Lodge is the first choice of many visitors. Book soon before it’s too late.

Photos of local treasures

Browse Windham vacation photos for more inspiration

Windham