Find Family Hotels in Chatham, NY

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Check availability on Chatham Family Hotels

Our top choices for Chatham family-friendly hotels

Free daily continental breakfast

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
7.8 out of 10, Good, (99 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 NT$2,617
NT$2,827 total
includes taxes & fees
Mar 28 - Mar 29
Spark by Hilton West Coxsackie
In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (573 reviews)
  • cleanliness
    Escape with the kids to this quiet, comfortable motel where family stays come with free beds and cribs in immaculately clean rooms.
The price is NT$2,389
NT$2,668 total
includes taxes & fees
Mar 21 - Mar 22
Travelodge by Wyndham Great Barrington Berkshires
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
The price is NT$3,395
NT$3,792 total
includes taxes & fees
Mar 26 - Mar 27
Best Western Plus Berkshire Hills Inn & Suites
Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, individually decorated, individually furnished, desk

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (113 reviews)
The price is NT$4,777
NT$5,350 total
includes taxes & fees
Mar 22 - Mar 23
Changing Times Boutique Country Lodging
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
The price is NT$3,027
NT$3,381 total
includes taxes & fees
Apr 6 - Apr 7
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (87 reviews)
  • cleanliness
    Splash into family fun with indoor pool and hot tub—just minutes from Bousquet Ski Area and Tanglewood Music Center.
The price is NT$4,204
NT$4,696 total
includes taxes & fees
Apr 6 - Apr 7
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Exterior

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
2.5 star property
Castleton-on-Hudson
8.6 out of 10, Excellent, (1,000 reviews)
The price is NT$3,507
NT$3,893 total
includes taxes & fees
Apr 5 - Apr 6
Comfort Inn & Suites East Greenbush - Albany
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (659 reviews)
  • cleanliness
    Family-friendly budget escape with free miniature golf and breakfast, minutes from Berkshire Botanical Garden.
The price is NT$2,139
NT$2,389 total
includes taxes & fees
Apr 2 - Apr 3
Econo Lodge Lee - Great Barrington
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 Chatham

Breakfast included
Pool

Top Chatham Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

6/10 Okay
"rooms have a weird smell, if the hotel is empty"
Clark 1-night trip
Posted 2 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Frequently asked questions

What's Chatham like for family-friendly vacations?
If you've been thinking about a trip with your kids, the welcoming destination of Chatham is a good choice. The theaters and restaurants are just a few things that make this the ideal place for a family vacation. Arrange a flight into Hudson, NY (HCC-Columbia County), which is the closest airport, or Pittsfield, MA (PSF-Pittsfield Municipal), which is located 16 mi (25.8 km) from the city center.
When's the best time to book a family-friendly vacation in Chatham?
The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Chatham are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's there to see and do with your family in Chatham?
The Mac-Haydn Theatre, Hudson Area Library, and Hudson Opera House are interesting attractions you and your family will enjoy exploring while you are staying in Chatham. Make sure you have lots of time for activities like Max and Lillian Katzman Theater and Tanglewood Music Center.

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