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$129

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windham Family friendly Hotels

Tonight
22 Aug - 23 Aug
Tomorrow
23 Aug - 24 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept

Our top choices for Windham family-friendly hotels

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 kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.
A compact living space with a kitchen, dining area, and seating.

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$228
includes taxes & fees
23 Aug - 24 Aug
The Winwood Condominiums
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 swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
A modern bathroom with white subway tiles, a glass shower enclosure, a white sink, and a mirror.

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.
S$363
includes taxes & fees
26 Aug - 27 Aug
Wylder Hotel Windham
A blue house with a deck, outdoor seating, and a hot tub.
A spacious kitchen with white cabinets, a large island with bar stools, a double oven, and a ceiling fan.
A spacious living room with a large sectional sofa, a wooden coffee table, and a staircase leading to an upper level.
A covered porch with wicker chairs, a table, and a framed picture.

3. 'the Mountain House:' Windham Retreat w/ Hot Tub!

'the Mountain House:' Windham Retreat w/ Hot Tub!
Windham
S$1,005
includes taxes & fees
23 Aug - 24 Aug
'the Mountain House:' Windham Retreat w/ Hot Tub!
A modern dining area with wooden tables and benches, green chairs, and pendant lighting.
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.
A hotel room with a wooden desk, a television, a grey office chair, a sofa, and a window with curtains.

4. Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
West Coxsackie
  • Family-friendly fun for all ages at this hotelโ€”explore hiking trails, enjoy free breakfast, or workout in the 24-hour gym.
S$129
includes taxes & fees
20 Sept - 21 Sept
Spark by Hilton West Coxsackie
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"lots of place to walk around"
mordechai 3-night trip
Posted 2 days ago
Hotel Vienna
Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

10/10 Excellent
"Perfecto todo"
Miguel 1-night trip
Posted 3 days ago
Spark by Hilton West Coxsackie
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"The staff was friendly and professional. The free parking was a plus. Access to key area roads was great. My room was clean and the bed was comfortable."
grant 1-night trip
Posted 5 days ago
Howard Johnson by Wyndham Saugerties

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.

Explore a world of travel with Expedia