Find Family Hotels in Stockbridge, MA

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Pick from 3 Stockbridge Family Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2 out of 10, Wonderful, (101)
"The b&b was so beautiful and unique! The area was serene. The host was very sweet and accommodating."
The price is SAR 1,721
SAR 2,082 total
includes taxes & fees
17 Jum. II - 18 Jum. II
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (893)
"Historic 1770’s inn is a rare treasure connecting us to American history. Excellent staff and service. Gorgeous part of the country. Shame about the heavy Route 7 traffic rolling past the front door, not a concern when the inn was built."
The price is SAR 679
SAR 842 total
includes taxes & fees
24 Jum. II - 25 Jum. II
The Red Lion Inn
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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.

Frequently asked questions

What's Stockbridge like for family-friendly vacations?
The historic destination of Stockbridge is a great choice if you’ve been considering a vacation with the kids. The camping sites, museums, and interesting architecture are just a few things that make this an attractive place for families. Take to the air and fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is the closest airport, or Hudson, NY (HCC-Columbia County), which is located 20 mi (32.3 km) from the city center.
How many hotels that welcome families will I find in Stockbridge?
Expedia has 11 family-friendly hotels and other accommodations in Stockbridge.
When's the best time to book a family-friendly vacation in Stockbridge?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Stockbridge 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 Stockbridge?
While you are visiting Stockbridge, you might want to round up the kiddos and make time to see interesting attractions such as Naumkeag Museum, Mission House, and Berkshire Theatre Festival. Make sure you have lots of time for activities like Schantz Galleries and Berkshire Mountain Country Store.

Recent reviews of Stockbridge hotels
Expedia verified reviews