A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

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Check availability on Windham Family Hotels

Tonight
Sep 16 - Sep 17
Tomorrow
Sep 17 - Sep 18
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Windham family-friendly hotels

A two-story building with a balcony, surrounded by well-maintained lawns and trees.
A dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.
A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.
A view from a room with a glass door onto an outdoor patio. The patio has a metal table and two chairs, a small pumpkin decoration, and a metal fence.

1. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Fun family vacations await at Windham Mountain Club with seasonal pool, game room, and a short drive to skiing.
₩203,437
₩219,712 total
includes taxes & fees
Sep 17 - Sep 18
The Winwood Condominiums
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.
A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.

2. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into family fun near Windham Mountain Resort, where the outdoor pool and complimentary bicycles create adventures for all ages.
₩351,196
₩447,445 total
includes taxes & fees
Sep 27 - Sep 28
Wylder Hotel Windham
A modern dining area with wooden tables and benches, green chairs, and pendant lighting.
A hotel room with a wooden desk, a television, a grey office chair, a sofa, and a window with curtains.
A hotel lobby with orange rocking chairs, a reception desk, and a green carpet.
A modern living room with a grey sofa, a flat-screen TV on a wooden stand, a compact microwave, and a small refrigerator.

3. Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
West Coxsackie
  • Family-friendly fun for all ages at this hotel—explore hiking trails, enjoy free breakfast, or workout in the 24-hour gym.
₩120,337
₩129,963 total
includes taxes & fees
Sep 27 - Sep 28
Spark by Hilton West Coxsackie
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Choose what matters most at family-friendly hotels in Windham

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Windham Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Nice view of the mountains"
Eileen 1-night trip
Posted 1 day ago
Hotel Vienna
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"We stayed here once before. Staff were nice. Room was okay. Kinda old. But okay for a short stay. Internet was in and out. Bathroom water never got real hot for showers. Toilet was very low... my knees were in my mouth. The toilet bowl seat was close to broken. We MAY come back if necessary. Hopefully, some of our current concerns will be remedied. Thanks"
Richard 2-night trip
Posted 3 days ago
Howard Johnson by Wyndham Saugerties
The Winwood Condominiums

The Winwood Condominiums

10/10 Excellent
"I came here thirty years ago. And I came here thirty years later, and it's still run by a wonderful proprietor and it's a beautiful place to unwind, and enjoy breakfast in the morning will be a wonderful host if she's not busy. That is taking care of this amazing place. I very much enjoyed my stay"
Dorothy 2-night trip
Posted 5 days ago
The Winwood Condominiums

Frequently asked questions

What's Windham like for family-friendly vacations?
The relaxing destination of Windham is a great choice if you've been considering a vacation with the kids. The golfing, coffee shops, and hiking trails are just a few things that make this an attractive spot for a family vacation. Take to the air and fly into Hudson, NY (HCC-Columbia County), which is located 27.6 mi (44.4 km) from the city center.
What's the best accommodation for families in Windham?
Wylder Hotel Windham is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly vacation in Windham?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Windham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.
What's there to see and do with your family in Windham?
While you are visiting Windham, you might want to round up the kiddos and make time to see interesting attractions such as Windham Mountain Resort, Zoom Flume, and Hunter Mountain. Make sure you have lots of time for activities like Mountain Trails Cross Country Ski and Snowshoe Center and Kaaterskill Falls.

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