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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Guest Houses in Great Barrington and around

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

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (307)
"Clean and convenient."
The price is €100
includes taxes & fees
11 Sept - 12 Sept
The Central Downtown Inn & Suites
The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (321)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is €164
includes taxes & fees
15 Sept - 16 Sept
The Dewey
Berkshire Village Carriage House - Super Private!!
Fridge, microwave, oven, stovetop

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (256)
"Host was very friendly and helpful. House was absolutely adorable and decorated well. Plenty of parking. Beautiful, well-maintained property. Great for hikes. Lovely fire pit area and lots of wood. Very convenient location to recreation in The Berkshires. I would stay here again. "
The price is €196
includes taxes & fees
16 Sept - 17 Sept
Berkshire Village Carriage House - Super Private!!
Hudson valley and The Berkshires Cottage
Exterior

Hudson valley and The Berkshires Cottage

10.0 out of 10, Exceptional, (14)
"This is an excellent place to get away and relax! Beautiful property inside and out."
The price is €270
includes taxes & fees
10 Sept - 11 Sept
Hudson valley and The Berkshires Cottage
9 Academy
The Parlor Suite

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 €540
includes taxes & fees
7 Sept - 8 Sept
9 Academy
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, (88)
"Enjoyed staying"
The price is €230
includes taxes & fees
1 Sept - 2 Sept
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
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 Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

10/10 Excellent
"It was in a good location. Hotel was clean, nice view on the lake. Decent breakfast. Indian restaurant on site was very good. "
LIsa 3-night trip
Posted 1 day ago
The Black Swan Lee - Lenox, Ascend Hotel Collection