The Berkshires Inns

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Our top choices for The Berkshires inns

A dining area with round tables set for two, a fireplace, and a mural on the wall.

1. The Old Inn On The Green

Great Barrington

Catherine

P24,980 total

includes taxes & fees

Sep 28 - Sep 29

A dining table set for two with red plates, silverware, and a wine glass, viewed through a window overlooking a red building.

2. Gregory House Country Inn

Averill Park

Brian

P7,833 total

includes taxes & fees

Sep 21 - Sep 22

A room with a large sliding glass door leading to a balcony with cherry blossom trees.

3. Wm. Farmer & Sons

Hudson

Lori

P13,720 total

includes taxes & fees

Sep 22 - Sep 23

A snow-covered outdoor area with a white fence, a tree with snow-laden branches, and a building with windows adorned with lights and wreaths.

4. 1846 Inn and Tavern

West Dover

P19,480 total

includes taxes & fees

Sep 28 - Sep 29

A spacious dining area with a high ceiling, stone walls, and a fireplace.

5. The Hermitage Inn Vermont

West Dover

Keely

P34,213 total

includes taxes & fees

Sep 20 - Sep 21

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Top The Berkshires Hotel Reviews

Berkshires Untold

10/10 Excellent

"Liked everything! Mostly, the people. The staff was friendly and excited to serve us"

The Red Lion Inn

8/10 Good

"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally turned off hallway light which helped. ) Common areas and halls need some brightening up with fresh, lighter paint--seemed dingy. Was terribly frustrating trying to make the Nespresso machine work. We do not own one and there were NO INSTRUCTIONS. You should assume people do not know how to operate any appliances like that and should have a card with directions. We gave up and went to the Tavern where we had lovely coffee and breakfast. Also had a great dinner in Tavern after our arrival. The patch burrata salad was superb. As was our waitress."

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

10/10 Excellent

"I really love staying here. It’s no nonsense clean and i feel safe traveling as a woman alone… However they really need to step up their morning breakfast. I eat gluten free and they never have any. I’ve asked for ivermectin a month now and they just tell me they will mention it…."

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