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

Tonight
7 Aug - 8 Aug
Tomorrow
8 Aug - 9 Aug
This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Windham family-friendly hotels

Exterior
Balcony view
Blackout drapes, WiFi (free), bed sheets
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 612
AED 661 total
includes taxes & fees
9 Aug - 10 Aug
The Winwood Condominiums
Exterior
Restaurant
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 801
AED 1,049 total
includes taxes & fees
12 Aug - 13 Aug
Wylder Hotel Windham
Exterior
Dining
Interior
Property grounds

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 314
AED 538 total
includes taxes & fees
9 Aug - 10 Aug
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Exterior
Interior
Interior
Property grounds

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 477
AED 805 total
includes taxes & fees
9 Aug - 10 Aug
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Outdoor dining
Interior
Coffee/tea maker, fridge, microwave, stovetop
Dining

5. 'The Mountain House:' Windham Retreat w/ Hot Tub!

'The Mountain House:' Windham Retreat w/ Hot Tub!
Windham
AED 1,308
AED 2,963 total
includes taxes & fees
23 Aug - 24 Aug
'The Mountain House:' Windham Retreat w/ Hot Tub!
Interior
Interior
3 bedrooms, WiFi (free), bed sheets
Dining

6. Condo in Windham Mountain Village

Condo in Windham Mountain Village
Windham
AED 1,396
AED 2,483 total
includes taxes & fees
9 Aug - 10 Aug
Condo in Windham Mountain Village
House (4 Bedrooms) | Interior
House (4 Bedrooms) | Interior
House (4 Bedrooms) | Interior
House (4 Bedrooms) | Interior

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

'the Mountain House:' Windham Retreat w/ Hot Tub!
Windham
AED 1,565
AED 2,903 total
includes taxes & fees
23 Aug - 24 Aug
'the Mountain House:' Windham Retreat w/ Hot Tub!
Smart TV, fireplace, DVD player, books
Property grounds
Interior
Smart TV, fireplace, DVD player, books

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

Beautiful Windham Chalet 2 minutes to Town and the Mountain
Windham
AED 1,739
AED 2,814 total
includes taxes & fees
10 Aug - 11 Aug
Beautiful Windham Chalet 2 minutes to Town and the Mountain
Property grounds
Dining
Smart TV, fireplace, books, stereo
Interior

9. 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 6,920 total
includes taxes & fees
10 Aug - 11 Aug
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
Free daily continental breakfast
Reception
Suite, 1 King Bed, Kitchenette | Living room | LED TV
Premium bedding, in-room safe, desk, laptop workspace

10. 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 379
AED 409 total
includes taxes & fees
16 Aug - 17 Aug
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

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

10/10 Excellent
"All staff was friendly and very helpful."
Carolyn 1-night trip
Posted 3 hours ago
Spark by Hilton West Coxsackie
Hotel Vienna

Hotel Vienna

10/10 Excellent
"Fresh croissants for breakfast"
NANCY 2-night trip
Posted 1 day ago
Hotel Vienna
The Winwood Condominiums

The Winwood Condominiums

10/10 Excellent
"Very clean property....helpful staff ...lovely setting for the outdoor pool."
kathleen 1-night trip
Posted 3 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 Kaaterskill Falls and Indian Head Mountain.