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-Friendly Hotels

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Windham family-friendly hotels

A modern wooden cabin with a glass enclosure, surrounded by trees and a grassy area.
A bar area with wooden beams, a bar counter, and four bar stools.
A wooden cabin with a triangular roof, a wooden door, and a bench outside.
A wooden cabin with a balcony, surrounded by snow-covered trees.

1. Eastwind Windham

Eastwind Windham
Windham
฿8,253
฿9,929 total
includes taxes & fees
18 Oct - 19 Oct
Eastwind Windham
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
A modern bathroom with white subway tiles, a glass shower enclosure, a white sink, and a mirror.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.
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.
฿9,005
฿11,407 total
includes taxes & fees
29 Oct - 30 Oct
Wylder Hotel Windham
A two-story building with a balcony, surrounded by well-maintained lawns and trees.
A compact living space with a kitchen, dining area, and seating.
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.
A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.

3. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Fun family holidays await at Windham Mountain Club with seasonal pool, game room, and a short drive to skiing.
฿5,684
฿6,139 total
includes taxes & fees
1 Nov - 2 Nov
The Winwood Condominiums
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.
A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.
A circular fire pit with chairs around it, set on a grassy area with a wooden fence and trees in the background.
A bedroom with a large window offering a view of a forested mountain.

4. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
Hunter
฿4,247
฿5,311 total
includes taxes & fees
8 Nov - 9 Nov
Hunter Lodge, a Bluebird by Lark
A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.
A wooden deck with a table and chairs, a glass door leading to a room with a dresser and a lamp.
A wooden-paneled bedroom with a bed, bedside tables, and a hanging light fixture.
A bedroom with a fireplace, a wooden ceiling, and a view of the outdoors.

5. Hotel Mountain Brook

Hotel Mountain Brook
Tannersville
฿7,870
฿8,499 total
includes taxes & fees
8 Nov - 9 Nov
Hotel Mountain Brook
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.
A modern lobby with a reception desk, seating area, and a dining section.
A Holiday Inn Express & Suites sign with a clear view of the hotel building in the background.
A hotel lobby with a reception desk, seating area, and a corridor leading to other rooms.

6. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Saugerties
฿4,271
฿4,784 total
includes taxes & fees
11 Nov - 12 Nov
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
A cabin with a stone fire pit surrounded by Adirondack chairs.
A large hotel with multiple floors, a parking lot, and a mountainous backdrop.
A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.
A cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.

7. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
฿5,997
฿7,141 total
includes taxes & fees
11 Nov - 12 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
A room with a view of a landscape through a window, a chair, a table with a laptop, and a bed with books on it.
A chair with a blanket, a potted plant, and a view of a snowy landscape through a glass door.
A spacious living area with a wooden floor, leather sofas, and a dining table.
A staircase leading to a room with a stone floor, a potted plant, and a wooden chair.

8. The Perch Hotel

The Perch Hotel
East Windham
฿6,879
฿7,430 total
includes taxes & fees
22 Oct - 23 Oct
The Perch Hotel
Two white Adirondack chairs in a forest with fallen leaves.
A wooden sign for Black Bear Lodge with a phone number.
A compact hotel room with a wooden floor, a bed with white bedding, a small desk with a microwave, a refrigerator, a wooden nightstand with a lamp, and two floral wall art pieces.
A front door with a WiFi sign, a Christmas wreath, and a bear statue.

9. Black Bear Lodge

Black Bear Lodge
Prattsville
฿4,996
฿5,396 total
includes taxes & fees
22 Oct - 23 Oct
Black Bear Lodge
A spacious living area with a high ceiling, wooden beams, and large windows. There are multiple seating arrangements including a sofa, chairs, and a dining table.
A modern house with a large garage and a vintage camper parked in the driveway.
A modern interior with a wooden dining table, chairs, a sofa, and a bar area with wine bottles.
A bed with white linens and a woven pillow, a window with a view of trees and a wooden structure, and a wall-mounted light fixture.

10. AutoCamp Catskills

AutoCamp Catskills
Saugerties
฿4,831
฿6,729 total
includes taxes & fees
12 Nov - 13 Nov
AutoCamp Catskills
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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

The Winwood Condominiums

The Winwood Condominiums

10/10 Excellent
"Loved it - cozy room, convenient location, beautiful view, and even breakfast offered :)"
Zihe 1-night trip
Posted 3 hours ago
The Winwood Condominiums
SunView Motel

SunView Motel

8/10 Good
"Clean room and comfortable beds. For the price it’s a good deal"
Beth 4-night trip
Posted 1 day ago
SunView Motel
Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

10/10 Excellent
"It was all great! No complaints, would stay there again. Highly recommend."
Linnea 1-night trip
Posted 1 day ago
Spark by Hilton West Coxsackie
Hotel Vienna

Hotel Vienna

10/10 Excellent
"Hotel was clean, had pretty Catskills Mountains views, and fire pits, pool and sauna. Staff was helpful."
Glenn 1-night trip
Posted 2 days ago
Hotel Vienna
Albergo Allegria Hotel

Albergo Allegria Hotel

10/10 Excellent
"What a find!! Impeccably clean. Beautiful Victorian architecture, super friendly and helpful owners. So many cozy nooks to hang out and relax. Restaurants within walking distance. I wish we came this way more often so I could stay again."
Staci 1-night trip
Posted 4 days ago
Albergo Allegria Hotel

Frequently asked questions

What's Windham like for family-friendly holidays?
The relaxing destination of Windham is a great choice if you've been considering a holiday with the children. The golf, coffee shops and hiking trails are just a few things that make this an attractive spot for a family holiday. Take to the air and fly into Hudson, NY (HCC-Columbia County), which is located 27.6 mi (44.4 km) from the city centre.
What's the best family accommodation 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 holiday in Windham?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Windham are January, March, December and November, with each month seeing an average of 18 cm of snowfall.
What's there to see and do with your family in Windham?
While you are visiting Windham, you may want to round up the youngsters and make time to see interesting attractions such as Windham Mountain Resort, Zoom Flume and Hunter Mountain. Make sure that you have lots of time for activities such as Kaaterskill Falls and Indian Head Mountain.

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