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

Find Family Hotels in Windham, NY

  • 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 Hotels

Tonight
2 Sep - 3 Sep
Tomorrow
3 Sep - 4 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

Our top choices for Windham family-friendly hotels

Exterior
Living area
Balcony view
Living area

1. 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.
AED 548
AED 592 total
includes taxes & fees
3 Sep - 4 Sep
The Winwood Condominiums
Exterior
Outdoor pool
Exterior
Hair dryer, bathrobes, towels

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.
AED 1,008
AED 1,272 total
includes taxes & fees
10 Sep - 11 Sep
Wylder Hotel Windham
Exterior
Property grounds
Dining
Interior

3. Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
  • Create a cozy family ski retreat near Windham Mountain Resort with spacious rooms and convenient access to snow adventures.
AED 281
AED 502 total
includes taxes & fees
3 Sep - 4 Sep
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Exterior
Property grounds
Property grounds
Interior

4. TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
  • Mountainside family retreat with kid-friendly amenities makes an easy walk to Windham's attractions and restaurants.
AED 588
AED 952 total
includes taxes & fees
3 Sep - 4 Sep
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Smart TV, fireplace, DVD player, books
Property grounds
Interior
Smart TV, fireplace, DVD player, books

5. Beautiful Windham Chalet 2 minutes to Town and the Mountain

Beautiful Windham Chalet 2 minutes to Town and the Mountain
Windham
AED 1,478
AED 2,504 total
includes taxes & fees
8 Sep - 9 Sep
Beautiful Windham Chalet 2 minutes to Town and the Mountain
Interior
Dining
Interior
Exterior

6. Condo in Windham Mountain Village

Condo in Windham Mountain Village
Windham
AED 1,745
AED 2,947 total
includes taxes & fees
7 Sep - 8 Sep
Condo in Windham Mountain Village
Property grounds
Interior
Smart TV, fireplace, books, stereo
Dining

7. Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit

Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
Windham
AED 3,590
AED 6,916 total
includes taxes & fees
7 Sep - 8 Sep
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
Free daily continental breakfast
Suite, 1 King Bed, Kitchenette | Living room | LED TV
Suite, 1 King Bed, Kitchenette | Living area | LED TV
Premium bedding, in-room safe, desk, laptop workspace

8. Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
West Coxsackie
  • Family-friendly fun for all ages at this hotel—explore hiking trails, enjoy free breakfast, or workout in the 24-hour gym.
AED 328
AED 355 total
includes taxes & fees
13 Sep - 14 Sep
Spark by Hilton West Coxsackie
2 bedrooms, iron/ironing board, WiFi (free), bed sheets
Shower, hair dryer, towels, soap
Smart TV, books
Coffee/tea maker, fridge, microwave, oven

9. Brand New 2 Bdr. Townhome Minutes from Windham Mtn

Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Hensonville
AED 661
AED 1,361 total
includes taxes & fees
3 Sep - 4 Sep
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Exterior
Shower, hair dryer, soap, shampoo
Quadruple Room, 2 Queen Beds | Bathroom | Shower, hair dryer, soap, shampoo
Exterior

10. Overlook Hotel

Overlook Hotel
Saugerties
AED 643
AED 720 total
includes taxes & fees
6 Sep - 7 Sep
Overlook Hotel
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

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"Clean comfortable room and restaurant."
Richard 1-night trip
Posted 2 days ago
Howard Johnson by Wyndham Saugerties
Hotel Vienna

Hotel Vienna

10/10 Excellent
"We really enjoyed the experience."
David 2-night trip
Posted 2 days ago
Hotel Vienna
The Winwood Condominiums

The Winwood Condominiums

10/10 Excellent
"Clean room with nice couch plus kitchenette. Enjoyed setting on patio. Great location, easy walk into town with several restaurants."
Robert 2-night trip
Posted 9 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. Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge is another choice for your family trip.
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 Mountain Trails Cross Country Ski and Snowshoe Center and Kaaterskill Falls.