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Coldbrook Bed and Breakfast

Coldbrook Bed and Breakfast

4 out of 5
per person
Aug 8 - Aug 10
found 18 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Hudson (HCC)
This bed & breakfast features free WiFi in public areas, a virtual front desk, and free self parking. Enjoy the free self-serve breakfast each morning. A terrace, a garden, and a picnic area are also on offer.

Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort

3 out of 5
per person
Aug 8 - Aug 10
found 18 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Hudson (HCC)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and barbecue grills are also provided.
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
per person
Aug 8 - Aug 10
found 18 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Hudson (HCC)
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. A lobby fireplace, a communal living room, and a library are also on offer.
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
per person
Aug 8 - Aug 10
found 18 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Hudson (HCC)
A restaurant and a bar/lounge are featured at this holiday park. Guests will appreciate free perks like free self parking and WiFi in public areas. A grocery/convenience store, a lobby fireplace, and a communal living room are also on offer.
Hotel Vienna

Hotel Vienna

2.5 out of 5
per person
Aug 8 - Aug 10
found 18 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Hudson (HCC)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. There's an indoor pool on site, and a terrace and a garden are also provided.

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
$127 nightly
The price is $138 total per night
$138 total
Jul 8 - Jul 9
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. There's an indoor pool on site, and a terrace and a garden are also provided.
Pool
Breakfast included
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23, Windham, NY
$229 nightly
The price is $247 total per night
$247 total
Jul 7 - Jul 8
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A bar/lounge is also provided.
Pet friendly
Parking included
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296, Windham, NY
$216 nightly
The price is $234 total per night
$234 total
Jul 7 - Jul 8
Total includes taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a lobby fireplace, and a communal living room are also on offer.
Pool
Pet friendly
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

3.5 out of 5
43 State Route 296, Windham, NY
$145 nightly
The price is $157 total per night
$157 total
Jul 7 - Jul 8
Total includes taxes and fees
A restaurant, free self parking, and a terrace are among this bed & breakfast's amenities. WiFi in public areas is free. A business center, a garden, and a lobby fireplace are also on offer.
Parking included
Free WiFi
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

3 out of 5
5220 NY-23, Windham, NY
$178 nightly
The price is $192 total per night
$192 total
Jul 7 - Jul 8
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi, free self parking, and a free ski shuttle. Take advantage of ski passes on site, and enjoy sledding. Families will appreciate the arcade/game room and onsite laundry facilities.
Pool
Parking included
Antique Rose Inn Windham

Antique Rose Inn Windham

3 out of 5
326 State Route 296, Windham, NY
$135 nightly
The price is $146 total per night
$146 total
Jul 7 - Jul 8
Total includes taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Enjoy the ski shuttle and onsite ski passes. A terrace, a garden, and a picnic area are also on offer.
Breakfast included
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.

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 Mountain Resort

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 Vineyards and Winery

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.

Windham Country Club

Frequently asked questions

How much are vacation packages to Windham?
Packages, which include hotels and flights in Windham, start from $601. 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 110 mi 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 40 mi from downtown, while Stewart Intl. Airport (SWF) is 55 mi 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.

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