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

Find Kid Friendly Hotels in Windham from S$175

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Check availability on Windham Family friendly Hotels

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Windham family-friendly hotels

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 kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.
A dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.

1. 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.
S$175
includes taxes & fees
1 Nov - 2 Nov
The Winwood Condominiums
A modern wooden cabin with a glass enclosure, surrounded by trees and a grassy area.
A wooden cabin with a balcony, surrounded by snow-covered trees.
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.

2. Eastwind Windham

Eastwind Windham
Windham
S$381
includes taxes & fees
7 Oct - 8 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.
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.

3. 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.
S$434
includes taxes & fees
29 Oct - 30 Oct
Wylder Hotel Windham
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.
A modern living room with a large window, a blue sofa, a wooden coffee table, and a rustic wooden wall.
A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.
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
S$214
includes taxes & fees
26 Oct - 27 Oct
Hunter Lodge, a Bluebird by Lark
A log cabin with a wooden deck, benches, and a car parked outside.
A log cabin with a wooden deck and a sign indicating the entrance.
A cozy restaurant with wooden interiors, round tables, and chairs.
A view of a lake with trees and a wooden fence.

5. Xenia Resort

Xenia Resort
Jewett
S$235
includes taxes & fees
11 Oct - 12 Oct
Xenia Resort
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 large hotel with multiple floors, a parking lot, and a mountainous backdrop.

6. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
S$272
includes taxes & fees
4 Nov - 5 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
A park with picnic tables and chairs, a tall cylindrical structure, and autumn-colored trees.
A large tree in a grassy area with a small white building in the background.
A conference room with multiple tables and chairs, a large blackboard, and a chandelier.
A room with two beds, wooden headboards, a red accent wall, and wooden flooring.

7. SunView Motel

SunView Motel
Tannersville
S$144
includes taxes & fees
7 Oct - 8 Oct
SunView 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 dining area with a wooden table and a single green chair.
A front door with a WiFi sign, a Christmas wreath, and a bear statue.

8. Black Bear Lodge

Black Bear Lodge
Prattsville
S$206
includes taxes & fees
13 Oct - 14 Oct
Black Bear Lodge
A swimming pool with lounge chairs and potted plants.
A two-story motel with a central staircase, balconies, and a grassy front yard.
A wooden bed with a floral bedspread, a small table with a vase, and a poster on the wall.
A hotel room with two beds, a desk, a chair, and a TV on a stand.

9. Moore's Motel

Moore's Motel
Prattsville
S$166
includes taxes & fees
7 Oct - 8 Oct
Moore's Motel
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 modern house with a sloped roof, large windows, and a well-maintained lawn.

10. AutoCamp Catskills

AutoCamp Catskills
Saugerties
S$231
includes taxes & fees
4 Nov - 5 Nov
AutoCamp Catskills
View all properties

Choose what matters most at family-friendly hotels in Windham

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Windham Hotel Reviews

SunView Motel

SunView Motel

10/10 Excellent
"We have stayed at this hotel a few times. The staff were always excellent, very attentive. The room was clean and comfortable. The location is perfect for walking in to town and short drives to Hunter Mountain, North Lake and Kaaterskill Falls. Perfect for a long weekend trip with the kids."
Kenneth 3-night trip
Posted 1 day ago
SunView Motel
Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

10/10 Excellent
"Clean and well maintained hotel."
Uri 1-night trip
Posted 2 days ago
Spark by Hilton West Coxsackie
Hotel Vienna

Hotel Vienna

8/10 Good
"Very clean and well kept place. The pool area is lovely as well. The breakfast was mostly sugar stuff thoughโ€ฆ with lots of pastries and sweetened yogurts, and only caffeinated coffee available. Be sure to prepare accordingly if you have dietary restrictions. We enjoyed our stay and the location."
Cindi 1-night trip
Posted 2 days ago
Hotel Vienna
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

10/10 Excellent
"The room was clean and staff very pleasant and helpful. I would stay again."
Shirley 1-night trip
Posted 2 days ago
Howard Johnson by Wyndham Saugerties
The Winwood Condominiums

The Winwood Condominiums

10/10 Excellent
"Very happy with the condo. Staff was helpful resolving minor tv issue. It was clean with small kitchenette area."
kathleen 2-night trip
Posted 8 days ago
The Winwood Condominiums

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 18ยฐC, while the coldest months are January and February, with an average of -3ยฐC. 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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