Family Hotels & Resorts in Windham from AU$144

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Best Windham Family Hotels

Wylder Hotel Windham

3.5 star property
Windham
8.6 out of 10, Excellent, (87)
"Really nice restored resort. Rooms were great, staff was friendly. The food is very good."
United States
Shane
The price is AU$356
includes taxes & fees
4 Dec - 5 Dec
Wylder Hotel Windham

Winwood Condominiums by Windham Mountain Club

3.0 star property
Windham
8.8 out of 10, Excellent, (343)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is AU$296
includes taxes & fees
3 Dec - 4 Dec
Winwood Condominiums by Windham Mountain Club

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

Windham
10.0 out of 10, Exceptional, (3)
"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 AU$2,239
includes taxes & fees
3 Dec - 4 Dec
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven

Unwind Windham, Chalet

Windham
10.0 out of 10, Exceptional, (2)
"We stayed only one night and we thought that should stay more nights because of the comfort of the house, the location, the amenities and the Property Host was there for answer any question. Definitely we come back now with the conviction that we have everything we need for an escape from New York city. I recommend this place in a 100% for sure. "
United States
Karla R.
The price is AU$991
includes taxes & fees
15 Dec - 16 Dec
Unwind Windham, Chalet

Condo in Windham Mountain Village

Windham
10.0 out of 10, Exceptional, (14)
"We had a great time staying at this home. Catherine has been so accommodating to all of us. We look forward to staying at their property again!"
United States
Pamela C.
The price is AU$1,221
includes taxes & fees
3 Dec - 4 Dec
Condo in Windham Mountain Village

Tiny House on Walnut Grove

2.0 star property
Ashland
4.0 out of 10, (2)
"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 AU$392
includes taxes & fees
8 Dec - 9 Dec
Tiny House on Walnut Grove

Howard Johnson by Wyndham Saugerties

2.0 star property
Saugerties
7.6 out of 10, Good, (1005)
"we found the room very clean and the staff was friendly "
United States
MAURICIO
The price is AU$151
includes taxes & fees
7 Dec - 8 Dec
Howard Johnson by Wyndham Saugerties

Spark by Hilton West Coxsackie

2.5 star property
West Coxsackie
7.6 out of 10, Good, (74)
"Refreshed property with welcoming check in. Comfortable work night stay."
United States
Sean
The price is AU$144
includes taxes & fees
28 Dec - 29 Dec
Spark by Hilton West Coxsackie

Comfort Inn Saugerties

2.5 star property
Saugerties
7.2 out of 10, Good, (710)
"Awesome"
United States
Stevan
The price is AU$192
includes taxes & fees
21 Dec - 22 Dec
Comfort Inn Saugerties

Overlook Hotel

2.0 star property
Saugerties
8.4 out of 10, Very good, (22)
"Owners were super friendly and location was great! "
United States
Elliott
The price is AU$348
includes taxes & fees
2 Jan - 3 Jan 2026
Overlook Hotel
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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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. Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge is another good option for your family trip.
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.