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

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Our top choices for Windham family-friendly hotels

Exterior

1. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (358 reviews)
  • cleanliness
    Fun family vacations await at Windham Mountain Club with seasonal pool, game room, and a short drive to skiing.
The price is ₩234,491
₩253,257 total
includes taxes & fees
Aug 2 - Aug 3
The Winwood Condominiums
Exterior

2. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (108 reviews)
  • cleanliness
    Splash into family fun near Windham Mountain Resort, where the outdoor pool and complimentary bicycles create adventures for all ages.
The price is ₩332,752
₩432,110 total
includes taxes & fees
Aug 19 - Aug 20
Wylder Hotel Windham
Free daily continental breakfast

3. Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
8.2 out of 10, Very Good, (160 reviews)
  • cleanliness
    Family-friendly fun for all ages at this hotel—explore hiking trails, enjoy free breakfast, or workout in the 24-hour gym.
The price is ₩171,208
₩184,913 total
includes taxes & fees
Aug 9 - Aug 10
Spark by Hilton West Coxsackie
Indoor pool

4. Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.6 out of 10, Good, (1,000 reviews)
  • cleanliness
    Discover a family oasis with an indoor pool and sauna—create lasting memories at this welcoming Saugerties retreat.
The price is ₩157,099
₩175,968 total
includes taxes & fees
Aug 30 - Aug 31
Howard Johnson by Wyndham Saugerties
Indoor pool

5. Comfort Inn Saugerties

Comfort Inn Saugerties
2.5 star property
Saugerties
7.2 out of 10, Good, (733 reviews)
  • cleanliness
    Family-friendly escapes at this comfort inn combine poolside fun with cozy accommodations just minutes from outdoor adventures.
The price is ₩231,609
₩259,393 total
includes taxes & fees
Aug 9 - Aug 10
Comfort Inn Saugerties
Bar (on property)

6. Howland House

Howland House
2.0 star property
Mount Tremper
9.8 out of 10, Exceptional, (7 reviews)
The price is ₩306,371
₩343,136 total
includes taxes & fees
Aug 17 - Aug 18
Howland House
Exterior

7. Overlook Hotel

Overlook Hotel
2.0 star property
Saugerties
8.8 out of 10, Excellent, (44 reviews)
The price is ₩252,453
₩282,750 total
includes taxes & fees
Aug 2 - Aug 3
Overlook Hotel
Front of property

8. Hanah mountain resort and country club

Hanah mountain resort and country club
2.0 star property
Margaretville
5.6 out of 10, (4 reviews)
The price is ₩253,898
₩311,025 total
includes taxes & fees
Aug 3 - Aug 4
Hanah mountain resort and country club
Luxury Suite | Terrace/patio

9. The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.6 out of 10, Exceptional, (128 reviews)
The price is ₩422,105
₩472,757 total
includes taxes & fees
Aug 3 - Aug 4
The Herwood Inn
House (3 Bedrooms) | Interior

10. Sleepy Hollow Lake Home w/ Deck, Pool Access!

Sleepy Hollow Lake Home w/ Deck, Pool Access!
3.0 star property
Coxsackie
10.0 out of 10, Exceptional, (2 reviews)
The price is ₩437,108
₩853,269 total
includes taxes & fees
Aug 5 - Aug 6
Sleepy Hollow Lake Home w/ Deck, Pool Access!
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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Choose what matters most at family-friendly hotels in Windham

Breakfast included
Pool

Top Windham Hotel Reviews

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

10/10 Excellent
"We were only here for 12 hours but it was perfect for what we were looking for. The location was perfect, the hotel was very clean and the rooms were nice. The price was also well within reason. We would stay here again while visiting the area."
John 1-night trip
Posted 4 days ago
Spark by Hilton West Coxsackie
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"This hotel met our needs. It was comfortable and quiet. Coffee and tea were in the lobby. It was a convenient to Saugerties for dinner and shopping and not far from Woodstock."
James 1-night trip
Posted 6 days ago
Howard Johnson by Wyndham Saugerties

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.
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 Durham Center Museum and Kaaterskill Falls.