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

Family friendly Hotels in Windham, New York

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Check availability on Windham Family friendly Hotels

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

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 balcony, surrounded by snow-covered trees.
A triangular wooden room with a bed and pillows, a window, and a view of a forested hill.

1. Eastwind Windham

Eastwind Windham
Windham
P15,711
P18,869 total
includes taxes & fees
Oct 6 - Oct 7
Eastwind Windham
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.
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.
P16,748
P21,216 total
includes taxes & fees
Oct 29 - Oct 30
Wylder Hotel Windham
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.

3. 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.
P7,928
P8,563 total
includes taxes & fees
Nov 1 - Nov 2
The Winwood Condominiums
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.
A bedroom with a large window offering a view of a forested mountain.
A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.
A modern living room with a large window, a blue sofa, a wooden coffee table, and a rustic wooden wall.

4. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
Hunter
P8,454
P10,481 total
includes taxes & fees
Nov 1 - Nov 2
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 modern hotel lobby with a wooden floor, a reception desk, two patterned armchairs, a chandelier, and a view of the outdoors through a glass door.
A wooden-paneled bedroom with a bed, bedside tables, and a hanging light fixture.

5. Hotel Mountain Brook

Hotel Mountain Brook
Tannersville
P14,637
P15,808 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Mountain Brook
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 multi-story hotel with a swimming pool, balconies, and outdoor seating areas.

6. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
P11,154
P13,282 total
includes taxes & fees
Nov 4 - Nov 5
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 indoor area with a long wooden floor, a central seating area with a sofa and chairs, and a pool table.
A staircase leading to a room with a stone floor, a potted plant, and a wooden chair.

7. The Perch Hotel

The Perch Hotel
East Windham
P14,969
P16,166 total
includes taxes & fees
Oct 29 - Oct 30
The Perch Hotel
A park with picnic tables and chairs, a tall cylindrical structure, and autumn-colored trees.
A room with two beds, wooden headboards, a red accent wall, and wooden flooring.
A large tree in a grassy area with a small white building in the background.
A bathroom with three sinks, a trash can, and a chair.

8. SunView Motel

SunView Motel
Tannersville
P6,521
P7,043 total
includes taxes & fees
Oct 6 - Oct 7
SunView 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 sloped roof, large windows, and a well-maintained lawn.
A modern house with a large garage and a vintage camper parked in the driveway.
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.

9. AutoCamp Catskills

AutoCamp Catskills
Saugerties
P7,922
P11,325 total
includes taxes & fees
Nov 4 - Nov 5
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

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

10/10 Excellent
"Clean and well maintained hotel."
Uri 1-night trip
Posted 4 hours 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 though… 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 6 hours ago
Hotel Vienna
SunView Motel

SunView Motel

10/10 Excellent
"If you’re needing a place in the area, I’d absolutely recommend here. It’s simple yes, but don’t shy away because it’s a motel, it’s very good! The beds were extremely comfortable, the room was perfectly clean and when I spoke to the staff they were great too. It’s easy to walk to town for food etc and we will stay again."
Tara 2-night trip
Posted 7 hours ago
SunView Motel
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 10 hours 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 6 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 Kaaterskill Falls and Indian Head Mountain.

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