A large stone church with a tall bell tower and arched windows.

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Check prices for these dates

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31 Jul - 2 Aug
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7 Aug - 9 Aug
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21 Aug - 23 Aug
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18 Sep - 20 Sep

Our top choices for Great Barrington guest houses

Exterior

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Granby
10.0 out of 10, Exceptional, (111 reviews)
"We loved our stay! The cottage was adorable!"
United States
Kristen S.
The price is AED 496
AED 916 total
includes taxes & fees
29 Jul - 30 Jul
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Terrace/patio

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
9.8 out of 10, Exceptional, (288 reviews)
"This place was really great! Better than the photos. Clean and cute and quiet."
United States
Adam J
Berkshire Village Carriage House - Super Private!!
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (379 reviews)
"Central location!"
United States
Brenda
The price is AED 382
AED 427 total
includes taxes & fees
23 Jul - 24 Jul
The Central Downtown Inn & Suites
BBQ/picnic area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (24 reviews)
"Wonderful pet-friendly property in a fantastic location. Everything in the village is just a short walk away, making it easy to enjoy local shops, restaurants, and attractions."
United States
Leonardo
The price is AED 486
AED 543 total
includes taxes & fees
26 Jul - 27 Jul
Hideaway Inn Lenox
The Garden Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds

9 Academy

9 Academy
4.0 star property
Salisbury
9.4 out of 10, Exceptional, (13 reviews)
"Extremely clean and the rooms are beautifully decorated with warm minimal decor. We will definitely be back!"
United States
Gina
The price is AED 2,072
AED 2,383 total
includes taxes & fees
10 Aug - 11 Aug
9 Academy
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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"I liked the gym, bed, pillows, TV stations selections. I didn't like the location of the room safe which was literally floor level and practically impossible to access. The couch in our room seemed to be missing a cushion to allow one to rest against."
Brian 1-night trip
Posted 13 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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