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

Our top choices for Windham family-friendly hotels

Exterior
Balcony view
Living area
Room

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.
￥23,849
￥25,757 total
includes taxes & fees
Sep 10 - Sep 11
The Winwood Condominiums
Exterior
Restaurant
Pool
Bathroom

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.
￥43,947
￥55,472 total
includes taxes & fees
Sep 10 - Sep 11
Wylder Hotel Windham
Exterior
Property grounds
Dining
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.
￥12,224
￥21,831 total
includes taxes & fees
Sep 3 - Sep 4
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.
￥25,566
￥41,417 total
includes taxes & fees
Sep 8 - Sep 9
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Living area
Property grounds
Living area
Interior

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

Beautiful Windham Chalet 2 minutes to Town and the Mountain
Windham
￥64,284
￥108,945 total
includes taxes & fees
Sep 8 - Sep 9
Beautiful Windham Chalet 2 minutes to Town and the Mountain
Interior
Exterior
Interior
Room

6. Condo in Windham Mountain Village

Condo in Windham Mountain Village
Windham
￥75,900
￥128,222 total
includes taxes & fees
Sep 8 - Sep 9
Condo in Windham Mountain Village
Property grounds
Dining
Interior
Living area

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
￥156,195
￥300,882 total
includes taxes & fees
Sep 8 - Sep 9
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
Breakfast area
Reception
Room
Suite, 1 King Bed, Kitchenette | Living area

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.
￥14,320
￥15,464 total
includes taxes & fees
Sep 13 - Sep 14
Spark by Hilton West Coxsackie
Room
Game room
Private kitchen
Living area

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

Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Hensonville
￥28,762
￥59,192 total
includes taxes & fees
Sep 7 - Sep 8
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Exterior
Quadruple Room, 2 Queen Beds | Bathroom
Bathroom
Exterior

10. Overlook Hotel

Overlook Hotel
Saugerties
￥25,213
￥28,237 total
includes taxes & fees
Sep 6 - Sep 7
Overlook Hotel
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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
"It's a lovely area and the hotel has a fantastic view of it. My room was clean and the staff were amazing."
Brianna 3-night trip
Posted 6 hours ago
Hotel Vienna
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
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 10 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.

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