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Our top choices for Great Barrington family-friendly hotels
9.6 out of 10, Exceptional, (18)
"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....
"
Laura
The price is Rp4.226.292
Rp5.282.764 total
includes taxes & fees
5 Jan - 6 Jan 2026
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
7.6 out of 10, Good, (565)
"Excellent location!!"
Abdul Samad
The price is Rp1.257.825
Rp1.405.074 total
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
9.4 out of 10, Exceptional, (759)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
Dinh
The price is Rp2.264.085
Rp2.528.983 total
includes taxes & fees
19 Jan - 20 Jan 2026
9.6 out of 10, Exceptional, (14)
"Rooms were very clean and spacious."
Morgan
The price is Rp2.264.085
Rp2.528.983 total
includes taxes & fees
6 Jan - 7 Jan 2026
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1002)
"Very friendly and good Breakfast."
Jesse
The price is Rp1.271.167
Rp1.419.894 total
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very good, (1000)
"Room was very comfortable and it was clean. Staff were nice and helpful. Christmas decorations were lovely!"
Clare
The price is Rp1.480.702
Rp1.653.944 total
includes taxes & fees
3 Jan - 4 Jan 2026
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHGPittsfield
9.2 out of 10, Wonderful, (71)
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
Kira
The price is Rp2.055.286
Rp2.295.755 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1001)
"Room was clean and the staff was super friendly and helpful!"
Ethan
The price is Rp1.741.501
Rp1.945.256 total
includes taxes & fees
13 Jan - 14 Jan 2026
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.