Search Guest Houses in Great Barrington

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Check prices for these dates

Next weekend
20 Jun - 22 Jun
In two weeks
27 Jun - 29 Jun
In one month
11 Jul - 13 Jul
In two months
8 Aug - 10 Aug

Guest Houses in Great Barrington

The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (284)
"The big plus about the whole stay was "
The price is SAR 484
SAR 540 total
includes taxes & fees
10 Jun - 11 Jun
The Central Downtown Inn & Suites
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Exterior detail

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

10.0 out of 10, Exceptional, (83)
"Really enjoyed the area and cottage was perfect for winter getaway "
The price is SAR 563
SAR 1,015 total
includes taxes & fees
12 Jun - 13 Jun
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Berkshire Village Carriage House - Super Private!!
Fridge, microwave, oven, stovetop

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (248)
"What a great spot to stay for the few days we were there Can’t wait to come back! "
Berkshire Village Carriage House - Super Private!!
The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (312)
"We would definitely stay here again! "
The price is SAR 596
SAR 666 total
includes taxes & fees
16 Jun - 17 Jun
The Dewey
Hudson valley and The Berkshires Cottage
Exterior

Hudson valley and The Berkshires Cottage

10.0 out of 10, Exceptional, (6)
"A great stay in this well situated getaway. The owners were helpful and communicative, and the house was easy driving distance to Great Barrington, Hillsdale and Lenox. The unit is open and airy and decorated in a very pet friendly way. Would stay again without hesitation."
The price is SAR 334
SAR 1,165 total
includes taxes & fees
23 Jun - 24 Jun
Hudson valley and The Berkshires Cottage
The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!
Fridge, microwave, oven, stovetop

The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!

9.8 out of 10, Exceptional, (88)
"We loved staying at The Loft! Very cozy and comfortable. Would like to stay again when next in town.Thank you, Ken."
The price is SAR 431
SAR 895 total
includes taxes & fees
16 Jun - 17 Jun
The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!
9 Academy
The Parlor Suite | Egyptian cotton sheets, premium bedding, pillowtop beds

9 Academy

4.0 star property
9.6 out of 10, Exceptional, (5)
"The Loft was so beautifully decorated and every detail was perfect. "
The price is SAR 2,110
SAR 2,426 total
includes taxes & fees
10 Jun - 11 Jun
9 Academy
Renovated Private Guest House by Evergreen Home
Outdoor dining

Renovated Private Guest House by Evergreen Home

10.0 out of 10, Exceptional, (9)
"Great stay. Cute spot!"
Renovated Private Guest House by Evergreen Home
Guest House Sanctuary by Evergreen Home
Interior

Guest House Sanctuary by Evergreen Home

Guest House Sanctuary by Evergreen Home
Jacob's Tanglewood Ranch
Dishwasher

Jacob's Tanglewood Ranch

3.0 star property
Jacob's Tanglewood Ranch
Cliffwood Cottage by Evergreen Home
Interior

Cliffwood Cottage by Evergreen Home

Cliffwood Cottage by Evergreen Home
1805 House Bed and Breakfast
Exterior

1805 House Bed and Breakfast

3.0 star property
9.8 out of 10, Exceptional, (38)
"Very nice stay. Perhaps a little over priced considering lack of amenities and an average breakfast."
1805 House Bed and Breakfast
Vanderbilt Lakeside
Standard Room, 1 Queen Bed, Partial Lake View | Egyptian cotton sheets, premium bedding, individually decorated

Vanderbilt Lakeside

3.5 star property
9.4 out of 10, Exceptional, (26)
"We loved our stay at the Vanderbilt Lakeside! The house is so stylish and we had a wonderful dinner at the restaurant. Would definitely stay again!"
Vanderbilt Lakeside
Chestnut Lodge
Exterior

Chestnut Lodge

3.5 star property
2.0 out of 10, (2)
"An absolutely horrible experience! My family (2 adults and my 6 year old son) had reserved this so-called hotel for $284 in June for a 13th Aug stay. After a full day at the Berkshires, we checked-in at 6 pm. This place is in a terrible location (unpaved roads, still-in construction steps). To our horror we found that the room had No Air-Conditioning. It was 90 degrees outside and all they had in the room was a ceiling fan. There were bugs in the room due to the heat. On top of it all the...
Chestnut Lodge
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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