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
19 Aug - 20 Aug
Tomorrow
20 Aug - 21 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Windham family-friendly hotels

Exterior
Blackout drapes, WiFi (free), bed sheets
Living area
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
20 Aug - 21 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
20 Aug - 21 Aug
Wylder Hotel Windham
Exterior
Property grounds
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 349
AED 575 total
includes taxes & fees
23 Aug - 24 Aug
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Exterior
Property grounds
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 817 total
includes taxes & fees
20 Aug - 21 Aug
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Outdoor dining
Coffee/tea maker, fridge, microwave, stovetop
Dining
TV, fireplace, books

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

'The Mountain House:' Windham Retreat w/ Hot Tub!
Windham
'The Mountain House:' Windham Retreat w/ Hot Tub!
House (4 Bedrooms) | Interior
House (4 Bedrooms) | Interior
House (4 Bedrooms) | Interior
House (4 Bedrooms) | Interior

6. '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
Coffee/tea maker, fridge, microwave, oven
Property grounds
Interior

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

Beautiful Windham Chalet 2 minutes to Town and the Mountain
Windham
AED 1,570
AED 2,616 total
includes taxes & fees
17 Sep - 18 Sep
Beautiful Windham Chalet 2 minutes to Town and the Mountain
Interior
Exterior
3 bedrooms, WiFi (free), bed sheets
Interior

8. Condo in Windham Mountain Village

Condo in Windham Mountain Village
Windham
AED 2,442
AED 3,760 total
includes taxes & fees
25 Aug - 26 Aug
Condo in Windham Mountain Village
Property grounds
Interior
Smart TV, fireplace, books, stereo
Dining

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 3,374
AED 6,655 total
includes taxes & fees
17 Sep - 18 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
Premium bedding, in-room safe, desk, laptop workspace
Suite, 1 King Bed, Kitchenette | Living area | LED TV

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 419
AED 453 total
includes taxes & fees
16 Sep - 17 Sep
Spark by Hilton West Coxsackie
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Choose what matters most at family-friendly hotels in Windham

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Windham Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Staff very helpful. Clean rooms , pool and property very well maintained."
Ana 1-night trip
Posted 15 hours ago
Hotel Vienna
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"The staff was friendly and professional. The free parking was a plus. Access to key area roads was great. My room was clean and the bed was comfortable."
grant 1-night trip
Posted 2 days ago
Howard Johnson by Wyndham Saugerties
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 2 weeks 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.