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Check availability on Great Barrington Family-Friendly Hotels

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov

Top Great Barrington Family-Friendly Hotels

Egyptian cotton sheets, premium bedding, down duvets, minibar
Prospect Berkshires
Prospect Berkshires
3.0 star property
9.4 out of 10, Exceptional, (12)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is ฿8,683
฿10,795 total
includes taxes & fees
9 Nov - 10 Nov
Prospect Berkshires
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
7.6 out of 10, Good, (556)
"The staff were very friendly and accommodating "
United States
Tom
The price is ฿2,453
฿2,740 total
includes taxes & fees
28 Oct - 29 Oct
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
2.5 star property
9.4 out of 10, Exceptional, (747)
"The property is very nice and the staff was extremely friendly and helpful."
United States
Greg
The price is ฿4,677
฿5,224 total
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Exterior
Element Lenox Berkshires
Element Lenox Berkshires
3.0 star property
9.4 out of 10, Exceptional, (6)
"New hotel very nice"
United States
joel
The price is ฿4,415
฿4,932 total
includes taxes & fees
2 Nov - 3 Nov
Element Lenox Berkshires
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very good, (923)
"Friendly staff and clean rooms. Loved the onsite restaurant & bar."
United States
Carmen
The price is ฿3,369
฿3,763 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.0 out of 10, Wonderful, (1006)
"Great Indian restaurant in the hotel!"
United States
Chris
The price is ฿3,475
฿3,882 total
includes taxes & fees
2 Nov - 3 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (1020)
"Good breakfast; pleasant staff on duty 24/7; convenient location."
United States
Dan and Alice
The price is ฿3,326
฿3,715 total
includes taxes & fees
2 Nov - 3 Nov
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
9.4 out of 10, Exceptional, (55)
"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"
United States
Marti
The price is ฿4,142
฿4,627 total
includes taxes & fees
4 Nov - 5 Nov
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
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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Top Great Barrington Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"This is a historical hotel and indeed the history is fabulous, everything appears like it did in 1773. Trouble is the rooms are also like this and the beds felt like they were 200 years old - so very uncomfortable. All part of the experience. Our room faced the street and I was surprised how much traffic noise kept me up until late at night, next time I will request a room facing inward. Not enough staff at the bar and dining during peak weekends, took forever just to get a cup of hot chocolate for the kids. But, very quaint, beautiful, that Main Street is just classic. "
Jane 2-night trip
Posted 5 days 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 Mahaiwe Performing Arts Center and Ski Butternut. Make sure that you have lots of time for activities such as Catamount Ski Area and Art et Industrie.