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Top Windham hotels deals

Hotel Vienna

Hotel Vienna

3 out of 5
107 State Route 296 Windham NY
The price is CA $189 per night
CA $189
CA $229 total
Jul 9 - Jul 10
includes taxes & fees
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 Country Club and Windham Mountain Resort are located nearby.
Pool
Breakfast included
Eastwind Windham

Eastwind Windham

3.5 out of 5
5088 NY-23 Windham NY
The price is CA $283 per night
CA $283
CA $346 total
Jul 12 - Jul 13
includes taxes & fees
Book a stay at this golf hotel in Windham. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Windham Country Club and Windham Mountain Resort are located nearby.
Pet-friendly
Parking included
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
The price is CA $277 per night
CA $277
CA $370 total
Jul 20 - Jul 21
includes taxes & fees
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Country Club and Windham Mountain Resort are located nearby.
Pool
Pet-friendly
Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn

141 South St Windham NY
The price is CA $226 per night
CA $226
CA $244 total
Jul 28 - Jul 29
includes taxes & fees
Book a stay at this ski motel in Windham. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Windham Country Club and Windham Mountain Resort are located nearby.
Parking included
Free WiFi
Albergo Allegria Hotel

Albergo Allegria Hotel

3.5 out of 5
43 State Route 296 Windham NY
The price is CA $247 per night
CA $247
CA $266 total
Jul 8 - Jul 9
includes taxes & fees
Book a stay at this golf B&B in Windham. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
Parking included
Free WiFi
The Haüs Windham

The Haüs Windham

2 out of 5
218 NY-296 Windham NY
The price is CA $283 per night
CA $283
CA $305 total
Jul 9 - Jul 10
includes taxes & fees
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Windham Country Club and Windham Mountain Resort are located nearby.
Pet-friendly
Parking included
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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.

Stay near popular Windham attractions

Windham Mountain Resort

9.0/10 (313 reviews)
Hit the slopes in Windham with a visit to Windham Mountain Resort. Discover the mountain views in this relaxing area.
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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

A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.
A snowy ski slope with trees on either side and a view of the valley below.
Two skiers on a snowy slope with a valley and mountains in the background.
A forested mountain landscape with autumn foliage.
A wooden bridge over a stream surrounded by autumn foliage.