Search Family-Friendly Hotels in Windham

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Check availability on Windham Family-Friendly Hotels

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Windham family-friendly hotels

Seasonal outdoor pool
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (344)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is Rp3.164.886
Rp3.418.010 total
includes taxes & fees
4 Jan - 5 Jan 2026
Winwood Condominiums by Windham Mountain Club
The Windham Mountain View King with Balcony | In-room safe, iron/ironing board, free cots/infant beds, rollaway beds
Wylder Hotel Windham

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (89)
"Spotless room and great staff "
United States
Josue
The price is Rp3.829.253
Rp4.972.643 total
includes taxes & fees
6 Jan - 7 Jan 2026
Wylder Hotel Windham
Games room
Hanah mountain resort and country club

Hanah mountain resort and country club

Hanah mountain resort and country club
2.0 star property
Margaretville
The price is Rp2.176.330
Rp2.762.265 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hanah mountain resort and country club
Indoor pool
Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
7.8 out of 10, Good, (79)
"Great staff "
United States
John
The price is Rp1.496.311
Rp1.616.017 total
includes taxes & fees
4 Jan - 5 Jan 2026
Spark by Hilton West Coxsackie
Restaurant
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.6 out of 10, Good, (1002)
"Easy check in, friendly staff. "
United States
Daniel
The price is Rp1.791.287
Rp2.006.240 total
includes taxes & fees
28 Dec - 29 Dec
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.
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Top Windham Hotel Reviews

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

10/10 Excellent
"Clean rooms"
Christopher 1-night trip
Posted 3 months ago
Winwood Condominiums by Windham Mountain Club

Frequently asked questions

What's Windham like for family-friendly holidays?
The relaxing destination of Windham is a great choice if you've been considering a holiday with the children. The golf, coffee shops and hiking trails are just a few things that make this an attractive spot for a family holiday. Take to the air and fly into Hudson, NY (HCC-Columbia County), which is located 27.6 mi (44.4 km) from the city centre.
What's the best family accommodation 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.
When's the best time to book a family-friendly holiday in Windham?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Windham are January, March, December and November, with each month seeing an average of 18 cm of snowfall.
What's there to see and do with your family in Windham?
While you are visiting Windham, you may want to round up the youngsters and make time to see interesting attractions such as Windham Mountain Resort, Hunter Mountain and Mountain Trails Cross Country Ski and Snowshoe Center. Make sure that you have lots of time for activities such as Kaaterskill Falls and Indian Head Mountain.