Find Family Hotels in Great Barrington, MA

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Our top choices for Great Barrington family-friendly hotels

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (572 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 ¥11,598
¥12,956 total
includes taxes & fees
Mar 4 - Mar 5
Travelodge by Wyndham Great Barrington Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (767 reviews)
  • cleanliness
    Families splash into fun at this Berkshires hotel with indoor pool, game arcade, and cozy rooms—all nestled near Ski Butternut.
The price is ¥24,897
¥27,810 total
includes taxes & fees
Mar 4 - Mar 5
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (27 reviews)
The price is ¥24,913
¥41,647 total
includes taxes & fees
Mar 3 - Mar 4
Home in Great Barrington

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (19 reviews)
The price is ¥21,495
¥24,010 total
includes taxes & fees
Mar 4 - Mar 5
Element Lenox Berkshires

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, (1,003 reviews)
  • cleanliness
    Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
The price is ¥14,844
¥16,582 total
includes taxes & fees
Mar 4 - Mar 5
Best Western Plus Berkshire Hills Inn & Suites

Howard Hotel

Howard Hotel
2.0 star property
Hudson
10.0 out of 10, Exceptional, (118 reviews)
Howard Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
The price is ¥15,156
¥16,929 total
includes taxes & fees
Mar 16 - Mar 17
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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, (83 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 ¥20,412
¥22,801 total
includes taxes & fees
Mar 1 - Mar 2
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

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 ¥23,196
¥25,980 total
includes taxes & fees
Feb 26 - Feb 27
Changing Times Boutique Country Lodging

The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.2 out of 10, Very Good, (16 reviews)
The price is ¥23,681
¥26,790 total
includes taxes & fees
Feb 25 - Feb 26
The Millerton Inn
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 Great Barrington like for family-friendly vacations?
If you've been thinking about a vacation with your kids, Great Barrington is a good choice. The entertainment, cafes, and hiking trails are just a few things that make this an attractive spot for a family vacation. Arrange a flight into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 16.2 mi (26.1 km) from the city center.
What's the best accommodation for a family trip to Great Barrington?
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Travelodge by Wyndham Great Barrington Berkshires is another good option for your family trip.
When's the best time to book a family-friendly vacation in Great Barrington?
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 28°F. The snowiest months in Great Barrington 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 Great Barrington?
While you are visiting Great Barrington, you might want to round up the kiddos and make time to see interesting attractions such as Mahaiwe Performing Arts Center and Ski Butternut. Make sure you have lots of time for activities like Catamount Ski Area and Art et Industrie.