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Our top choices for Windham family-friendly hotels

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, (41 reviews)
"Great place for an incredible price. We would definitely stay here again."
United States
Jason
The price is ¥14,513
¥23,924 total
includes taxes & fees
Mar 16 - Mar 17
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.6 out of 10, Excellent, (348 reviews)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is ¥30,401
¥32,833 total
includes taxes & fees
Feb 25 - Feb 26
Winwood Condominiums by Windham Mountain Club

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, (56 reviews)
"Nice place and great little town "
United States
PAUL V.
The price is ¥22,916
¥37,619 total
includes taxes & fees
Mar 3 - Mar 4
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (92 reviews)
"Very nice hotel. Exactly what we needed."
United States
Nicolas
The price is ¥32,607
¥42,854 total
includes taxes & fees
Feb 25 - Feb 26
Wylder Hotel Windham

Tiny House on Walnut Grove

Tiny House on Walnut Grove
Ashland
4.0 out of 10, (2 reviews)
"Many problems with this listing, first the fire alarm was low on battery, I had to physically climb to reach the smoke detector to detach and remove the battery, a sharp beeping noise went off every 90 seconds and we wouldn’t have been able to sleep without stopping it. There were no spare batteries to change. There were spiders everywhere. My friend used the shower and saw 11 of them moving around the ceiling. They were in the main bed and on the counter and sink as well. The tenant was nice...
United States
Trevor C.
The price is ¥20,108
¥39,094 total
includes taxes & fees
Feb 23 - Feb 24
Tiny House on Walnut Grove

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven
Windham
10.0 out of 10, Exceptional, (4 reviews)
"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."
United States
Michael L.
The price is ¥114,930
¥227,892 total
includes taxes & fees
Mar 3 - Mar 4
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven

Stylish 3BR Getaway – 3 Minutes to Windham Mountain Resort, AC & WiFi Included!

Stylish 3BR Getaway – 3 Minutes to Windham Mountain Resort, AC & WiFi Included!
Windham
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful location amazing townhouse. I will definitely be coming back."
United States
Marquise D.
The price is ¥61,296
¥113,532 total
includes taxes & fees
Mar 14 - Mar 15
Stylish 3BR Getaway – 3 Minutes to Windham Mountain Resort, AC & WiFi Included!

Condo in Windham Mountain Village

Condo in Windham Mountain Village
Windham
10.0 out of 10, Exceptional, (14 reviews)
"Place was amazing "
United States
Erik B.
The price is ¥101,592
¥149,482 total
includes taxes & fees
Feb 26 - Feb 27
Condo in Windham Mountain Village

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
7.8 out of 10, Good, (93 reviews)
"clean place - would stay there again"
United States
Andradys
The price is ¥13,655
¥14,747 total
includes taxes & fees
Feb 26 - Feb 27
Spark by Hilton West Coxsackie

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.6 out of 10, Good, (1,001 reviews)
"Easy check in, friendly staff. "
United States
Daniel
The price is ¥16,636
¥18,634 total
includes taxes & fees
Mar 4 - Mar 5
Howard Johnson by Wyndham Saugerties
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.

Choose what matters most at family-friendly hotels in Windham

Top Windham Hotel Reviews

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, Hunter Mountain, and Zoom Flume. Make sure you have lots of time for activities like Mountain Trails Cross Country Ski and Snowshoe Center and Kaaterskill Falls.