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
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Windham family-friendly hotels

Exterior

The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (358 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 592
AED 639 total
includes taxes & fees
30 Jul - 31 Jul
The Winwood Condominiums
Exterior

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (108 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 801
AED 1,049 total
includes taxes & fees
12 Aug - 13 Aug
Wylder Hotel Windham
Exterior

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 281
AED 502 total
includes taxes & fees
30 Jul - 31 Jul
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Exterior

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
9.0 out of 10, Wonderful, (62 reviews)
  • cleanliness
    Mountainside family retreat with kid-friendly amenities makes an easy walk to Windham's attractions and restaurants.
The price is AED 477
AED 809 total
includes taxes & fees
3 Aug - 4 Aug
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Interior

Condo in Windham Mountain Village

Condo in Windham Mountain Village
Windham
10.0 out of 10, Exceptional, (16 reviews)
The price is AED 2,443
AED 3,753 total
includes taxes & fees
30 Jul - 31 Jul
Condo in Windham Mountain Village
Smart TV, fireplace, DVD player, books

Beautiful Windham Chalet 2 minutes to Town and the Mountain

Beautiful Windham Chalet 2 minutes to Town and the Mountain
Windham
10.0 out of 10, Exceptional, (3 reviews)
The price is AED 1,874
AED 2,984 total
includes taxes & fees
3 Aug - 4 Aug
Beautiful Windham Chalet 2 minutes to Town and the Mountain
Property grounds

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
10.0 out of 10, Exceptional, (8 reviews)
The price is AED 3,590
AED 6,920 total
includes taxes & fees
10 Aug - 11 Aug
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
House (3 Bedrooms) | Interior

Sleepy Hollow Lake Home w/ Deck, Pool Access!

Sleepy Hollow Lake Home w/ Deck, Pool Access!
3.0 star property
Coxsackie
10.0 out of 10, Exceptional, (2 reviews)
The price is AED 1,113
AED 2,173 total
includes taxes & fees
5 Aug - 6 Aug
Sleepy Hollow Lake Home w/ Deck, Pool Access!
Coffee/tea maker, fridge, microwave, oven

NEW: Chic Family Home in Boutique Town

NEW: Chic Family Home in Boutique Town
Catskill
10.0 out of 10, Exceptional, (1 review)
The price is AED 974
AED 2,987 total
includes taxes & fees
11 Aug - 12 Aug
NEW: Chic Family Home in Boutique Town
Free daily continental breakfast

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
8.2 out of 10, Very Good, (160 reviews)
  • cleanliness
    Family-friendly fun for all ages at this hotel—explore hiking trails, enjoy free breakfast, or workout in the 24-hour gym.
The price is AED 389
AED 420 total
includes taxes & fees
9 Aug - 10 Aug
Spark by Hilton West Coxsackie
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.
View all properties

Choose what matters most at family-friendly hotels in Windham

Breakfast included
Pool

Top Windham Hotel Reviews

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

10/10 Excellent
"We were only here for 12 hours but it was perfect for what we were looking for. The location was perfect, the hotel was very clean and the rooms were nice. The price was also well within reason. We would stay here again while visiting the area."
John 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
"This hotel met our needs. It was comfortable and quiet. Coffee and tea were in the lobby. It was a convenient to Saugerties for dinner and shopping and not far from Woodstock."
James 1-night trip
Posted 5 days ago
Howard Johnson by Wyndham Saugerties

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 Durham Center Museum and Kaaterskill Falls.