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Check availability on Great Barrington Family-Friendly Hotels

Our top choices for Great Barrington family-friendly hotels

In-room safe, desk, free cots/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, (576 reviews)
  • cleanliness
    Escape with the kids to this quiet, comfortable motel where family stays come with free beds and cots in immaculately clean rooms.
The price is ฿2,403
฿2,684 total
includes taxes & fees
14 Apr - 15 Apr
Travelodge by Wyndham Great Barrington Berkshires
Property amenity

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, (777 reviews)
  • cleanliness
    Families splash into fun at this Berkshires hotel with indoor pool, game arcade, and cosy rooms—all nestled near Ski Butternut.
The price is ฿4,870
฿5,439 total
includes taxes & fees
26 Apr - 27 Apr
Fairfield Inn & Suites by Marriott Great Barrington Lenox/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, (1,003 reviews)
  • cleanliness
    Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
The price is ฿3,546
฿3,961 total
includes taxes & fees
16 Apr - 17 Apr
Best Western Plus Berkshire Hills Inn & Suites
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
The price is ฿3,270
฿3,653 total
includes taxes & fees
20 Apr - 21 Apr
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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, (116 reviews)
The price is ฿5,606
฿6,279 total
includes taxes & fees
14 Apr - 15 Apr
Changing Times Boutique Country Lodging
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, (88 reviews)
  • cleanliness
    Splash into family fun with indoor pool and hot tub—just minutes from Bousquet Ski Area and Tanglewood Music Centre.
The price is ฿3,780
฿4,223 total
includes taxes & fees
16 Apr - 17 Apr
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Exterior

The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.4 out of 10, Very good, (18 reviews)
The price is ฿8,044
฿9,100 total
includes taxes & fees
16 Apr - 17 Apr
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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Choose what matters most at family-friendly hotels in Great Barrington

Breakfast included
Pool

Top Great Barrington Hotel Reviews

The Red Lion Inn

The Red Lion Inn

8/10 Good
"Very nice experience at this historic hotel. Very clean rooms. My one complaint is that we had a room with a fireplace (which was more expensive than a comparable room without a fireplace) but it was just plastic logs with lights. Quite a disappointment when expecting a propane fireplace. "
Sheila 1-night trip
Posted 2 hours ago
The Red Lion Inn

Frequently asked questions

What's Great Barrington like for family-friendly holidays?
If you've been thinking about a holiday with your children, 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 holiday. Arrange a flight into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 16.2 mi (26.1 km) from the city centre.
What's the best family accommodation in 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 choice for your stay with the kids.
When's the best time to book a family-friendly holiday in Great Barrington?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Great Barrington are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What's there to see and do with your family in Great Barrington?
While you are visiting Great Barrington, you may want to round up the youngsters and make time to see interesting attractions such as Ski Butternut and Catamount Ski Area. Make sure that you have lots of time for activities such as Art et Industrie and Naumkeag Museum.