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 Hotels

This weekend
30 Oct - 1 Nov
Next weekend
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.

1. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
9.0 out of 10, Wonderful, (134 reviews)
  • cleanliness
    Splash into family fun near Windham Mountain Resort, where the outdoor pool and complimentary bicycles create adventures for all ages.
The price is AED 509
AED 733 total
includes taxes & fees
31 Oct - 1 Nov
Wylder Hotel Windham
A two-story building with a balcony, surrounded by well-maintained lawns and trees.

2. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (372 reviews)
  • cleanliness
    Fun family vacations await at Windham Mountain Club with seasonal pool, game room, and a short drive to skiing.
The price is AED 621
AED 670 total
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.

3. Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (122 reviews)
The price is AED 868
AED 1,047 total
includes taxes & fees
15 Nov - 16 Nov
Eastwind Windham
A two-story building with large windows and a storefront.

4. 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
9.2 out of 10, Wonderful, (45 reviews)
  • cleanliness
    Create a cozy family ski retreat near Windham Mountain Resort with spacious rooms and convenient access to snow adventures.
The price is AED 275
AED 496 total
includes taxes & fees
9 Nov - 10 Nov
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
A two-story building with large windows and a storefront.

5. 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
8.8 out of 10, Excellent, (66 reviews)
  • cleanliness
    Mountainside family retreat with kid-friendly amenities makes an easy walk to Windham's attractions and restaurants.
The price is AED 404
AED 722 total
includes taxes & fees
2 Nov - 3 Nov
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
A spacious living room with a stone fireplace, wooden staircase, and modern furniture.

6. Duplex Suite with Marble Jacuzzi, Steam Shower and Gas Fireplace

Duplex Suite with Marble Jacuzzi, Steam Shower and Gas Fireplace
Windham
The price is AED 671
AED 864 total
includes taxes & fees
28 Oct - 29 Oct
Duplex Suite with Marble Jacuzzi, Steam Shower and Gas Fireplace
A spacious living area with a wooden dining table, a sofa, a fireplace, and a view of the outdoors.

7. Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
9.0 out of 10, Wonderful, (9 reviews)
The price is AED 702
AED 1,908 total
includes taxes & fees
16 Nov - 17 Nov
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
A dining area with a wooden table, six chairs, a chandelier, and a wall-mounted shelf.

8. 2 Min Walk to Windham Town | Hot Tub | Fire Pit

2 Min Walk to Windham Town | Hot Tub | Fire Pit
Windham
10.0 out of 10, Exceptional, (3 reviews)
The price is AED 639
AED 1,888 total
includes taxes & fees
2 Nov - 3 Nov
2 Min Walk to Windham Town | Hot Tub | Fire Pit
A large, two-story house with a stone facade, a wooden deck, and a clear sky.

9. Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC

Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC
Windham
10.0 out of 10, Exceptional, (1 review)
The price is AED 730
AED 2,720 total
includes taxes & fees
9 Nov - 10 Nov
Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC
A two-story cabin with a balcony and a chimney, surrounded by a snowy forest.

10. Pines Vignette • Modern 3BR Home in Windham

Pines Vignette • Modern 3BR Home in Windham
Windham
10.0 out of 10, Exceptional, (2 reviews)
The price is AED 676
AED 1,896 total
includes taxes & fees
28 Oct - 29 Oct
Pines Vignette • Modern 3BR Home in Windham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at family-friendly hotels in Windham

Breakfast included
Pool

Top Windham Hotel Reviews

Hotel Vienna

Hotel Vienna

8/10 Good
"The breakfast choice is very limited."
Isaac 1-night trip
Posted 14 hours ago
Hotel Vienna

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 Kaaterskill Falls and Indian Head Mountain.