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
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Windham family-friendly hotels

A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.
A modern bathroom with white subway tiles, a glass shower enclosure, a white sink, and a mirror.
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.

1. 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.
₹12,864
₹18,640 total
includes taxes & fees
31 Oct - 1 Nov
Wylder Hotel Windham
A modern wooden cabin with a glass enclosure, surrounded by trees and a grassy area.
A triangular wooden room with a bed and pillows, a window, and a view of a forested hill.
A bar area with wooden beams, a bar counter, and four bar stools.
A wooden cabin with a balcony, surrounded by snow-covered trees.

2. Eastwind Windham

Eastwind Windham
Windham
₹20,671
₹25,099 total
includes taxes & fees
16 Nov - 17 Nov
Eastwind Windham
A two-story building with a balcony, surrounded by well-maintained lawns and trees.
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 dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.
A compact living space with a kitchen, dining area, and seating.

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.
₹16,026
₹17,308 total
includes taxes & fees
3 Nov - 4 Nov
The Winwood Condominiums
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.
A circular fire pit with chairs around it, set on a grassy area with a wooden fence and trees in the background.
A modern living room with a large window, a blue sofa, a wooden coffee table, and a rustic wooden wall.
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
₹11,204
₹14,148 total
includes taxes & fees
8 Nov - 9 Nov
Hunter Lodge, a Bluebird by Lark
A cabin with a stone fire pit surrounded by Adirondack chairs.
A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.
A cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.
A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.

5. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
₹15,504
₹18,462 total
includes taxes & fees
24 Nov - 25 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 spacious indoor area with a long wooden floor, a central seating area with a sofa and chairs, and a pool table.
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.

6. The Perch Hotel

The Perch Hotel
East Windham
₹17,982
₹19,420 total
includes taxes & fees
29 Oct - 30 Oct
The Perch Hotel
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.

7. Hotel Mountain Brook

Hotel Mountain Brook
Tannersville
₹23,138
₹24,989 total
includes taxes & fees
3 Nov - 4 Nov
Hotel Mountain Brook
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.
A modern breakfast area with a coffee machine, cereal, and bakery options.
A Holiday Inn Express & Suites sign with a clear view of the hotel building in the background.
A modern lobby with a reception desk, seating area, and a dining section.

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

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Saugerties
₹11,678
₹13,079 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
A swimming pool with lounge chairs and potted plants.
A wooden bed with a floral bedspread, a small table with a vase, and a poster on the wall.
A two-story building with a large front porch, a chimney, and a balcony.
A hotel room with two beds, a desk, a chair, and a TV on a stand.

9. Moore's Motel

Moore's Motel
Prattsville
₹11,379
₹12,289 total
includes taxes & fees
1 Nov - 2 Nov
Moore's Motel
Two white Adirondack chairs in a forest with fallen leaves.
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 wooden sign for Black Bear Lodge with a phone number.
A front door with a WiFi sign, a Christmas wreath, and a bear statue.

10. Black Bear Lodge

Black Bear Lodge
Prattsville
₹14,129
₹15,259 total
includes taxes & fees
3 Nov - 4 Nov
Black Bear Lodge
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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
"Jacob is a pleasure! The rooms are incredibly clean, the breakfast croissants are fresh and flakey, the property is gorgeous! I can’t wait to stay here again :)"
Bianca 1-night trip
Posted 2 hours ago
Hotel Vienna
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"The room was clean & the bed was comfortable. The area is very safe. They didn't have breakfast, just coffee. I will definitely stay here again."
Joan 1-night trip
Posted 2 days ago
Howard Johnson by Wyndham Saugerties
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 2 weeks 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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