Book Exclusive Windham Vacation Packages

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Windham flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
Price was CA $968, price is now CA $957 per person
CA $957
per person
Nov 15 - Nov 16
found 14 hours ago
Roundtrip flight included
Vancouver (YVR) to Hudson (HCC)
Stay at this 3-star hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hunter Mountain and H Ski Lift are located nearby.
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
Price was CA $1,135, price is now CA $1,050 per person
CA $1,050
per person
Nov 15 - Nov 16
found 14 hours ago
Roundtrip flight included
Vancouver (YVR) to Hudson (HCC)
Stay at this 5-star luxury holiday park in Saugerties. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Opus 40 and Esopus Bend Nature Preserve are located nearby.
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
Price was CA $1,047, price is now CA $1,019 per person
CA $1,019
per person
Nov 15 - Nov 16
found 14 hours ago
Roundtrip flight included
Vancouver (YVR) to Hudson (HCC)
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.
Overlook Hotel

Overlook Hotel

2 out of 5
Price was CA $1,036, price is now CA $1,018 per person
CA $1,018
per person
Nov 15 - Nov 16
found 14 hours ago
Roundtrip flight included
Vancouver (YVR) to Hudson (HCC)
Stay at this hotel in Saugerties. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Vinnie's Farm Market and Kiwanis Ice Arena are located nearby.
SunView Motel

SunView Motel

2.5 out of 5
Price was CA $975, price is now CA $969 per person
CA $969
per person
Nov 15 - Nov 16
found 14 hours ago
Roundtrip flight included
Vancouver (YVR) to Hudson (HCC)
Book a stay at this golf motel in Tannersville. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hunter Mountain and Kaaterskill Falls are located nearby.

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
Get rates
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.
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296, Windham, NY
The price is CA $294 per night
CA $294
CA $386 total
Sep 21 - Sep 22
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 are located nearby.
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23, Windham, NY
The price is CA $305 per night
CA $305
CA $340 total
Oct 13 - Oct 14
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 are located nearby.
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

3 out of 5
5220 NY-23, Windham, NY
The price is CA $260 per night
CA $260
CA $281 total
Sep 21 - Sep 22
includes taxes & fees
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
The Haüs Windham

The Haüs Windham

2 out of 5
218 NY-296, Windham, NY
Get rates
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

3.5 out of 5
43 State Route 296, Windham, NY
The price is CA $215 per night
CA $215
CA $232 total
Sep 24 - Sep 25
includes taxes & fees
Stay at this 3.5-star golf B&B in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
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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

Hit the slopes in Windham with a visit to Windham Mountain Resort. Discover the mountain views in this relaxing area.

Windham Mountain Resort

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 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 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 CA $957. 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

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Windham