Great Barrington Guest Houses

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

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Our top choices for Great Barrington guest houses

A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.

1. Hideaway Inn Lenox

Lenox

Barbara

includes taxes & fees

29 Sept - 30 Sept

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

2. The Central Downtown Inn & Suites

Pittsfield

Rena

includes taxes & fees

30 Sept - 1 Oct

A stone patio with outdoor furniture, a small brick house with a green roof, and a forested area.

3. Berkshire Village Carriage House - Super Private!!

Lanesborough

Maya H.

includes taxes & fees

30 Sept - 1 Oct

A stone cottage with a turquoise door, a sign reading 'Windy Top Cottage,' and flower boxes on the windows.

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

Granby

Kristen S.

includes taxes & fees

13 Oct - 14 Oct

A modern kitchen with a dining area, a large window, and a view of the garden.

5. 9 Academy

Salisbury

Kyle

includes taxes & fees

29 Sept - 30 Sept

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Top Great Barrington Hotel Reviews

The Red Lion Inn

10/10 Excellent

"One of the most unique establishments in the US. It brings one back to time when life was much simpler. Highly recomended."

Berkshire Mountain Lodge

8/10 Good

"The problem with the suites is that the cooking smell of the adjoining kitchen can really permeate throughout the entire space. So whoever cooked like a tomato sauce or something before I was there, I could really smell it in the bedroom. The bed was very comfortable though. The room was clean. The bathroom could use some updating. The staff were very nice."

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