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

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 AED 592
AED 639 total
includes taxes & fees
2 Aug - 3 Aug
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 AED 801
AED 1,049 total
includes taxes & fees
5 Aug - 6 Aug
Wylder Hotel Windham
House (3 Bedrooms) | Interior

3. 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 AED 1,113
AED 2,173 total
includes taxes & fees
5 Aug - 6 Aug
Sleepy Hollow Lake Home w/ Deck, Pool Access!
Free daily continental breakfast

4. Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
8.0 out of 10, Very Good, (161 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 AED 404
AED 436 total
includes taxes & fees
23 Aug - 24 Aug
Spark by Hilton West Coxsackie
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 AED 590
AED 660 total
includes taxes & fees
9 Aug - 10 Aug
Comfort Inn Saugerties
Indoor pool

6. 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 AED 400
AED 448 total
includes taxes & fees
30 Aug - 31 Aug
Howard Johnson by Wyndham Saugerties
Exterior

7. Overlook Hotel

Overlook Hotel
2.0 star property
Saugerties
8.8 out of 10, Excellent, (44 reviews)
The price is AED 642
AED 719 total
includes taxes & fees
11 Aug - 12 Aug
Overlook Hotel
Luxury Suite | Terrace/patio

8. The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.6 out of 10, Exceptional, (128 reviews)
The price is AED 960
AED 1,075 total
includes taxes & fees
3 Aug - 4 Aug
The Herwood Inn
Bar (on property)

9. Howland House

Howland House
2.0 star property
Mount Tremper
9.8 out of 10, Exceptional, (7 reviews)
The price is AED 774
AED 866 total
includes taxes & fees
17 Aug - 18 Aug
Howland House
Front of property

10. 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 AED 624
AED 767 total
includes taxes & fees
11 Aug - 12 Aug
Hanah mountain resort and country club
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 5 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 7 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. 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 Durham Center Museum and Kaaterskill Falls.