The Berkshires B&B

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Our top choices for The Berkshires bed & breakfast

A snow-covered outdoor area with a patio, seating, and a covered dining area.

1. The Cornell Inn, Lenox & The Berkshires

Lenox

judith

RM718 total

includes taxes & fees

28 Oct - 29 Oct

A red building with a sign reading "Shaker Mill Inn."

2. Shaker Mill Inn

West Stockbridge

Mahadeva

RM546 total

includes taxes & fees

2 Nov - 3 Nov

3. Wilder House Berkshires

Sheffield

Liliana

RM747 total

includes taxes & fees

1 Nov - 2 Nov

A garden with a white gazebo, a brick pathway, and various plants and flowers.

4. Whistler's Inn Bed & Breakfast

Lenox

Mary Anna

RM677 total

includes taxes & fees

27 Oct - 28 Oct

A room with a bay window, a radiator, a coffee machine, and two chairs.

5. Granville House

Housatonic

Cynthia

RM1,159 total

includes taxes & fees

25 Oct - 26 Oct

6. The Inn at Stockbridge

Stockbridge

Kimberly

RM1,746 total

includes taxes & fees

12 Nov - 13 Nov

A two-story building with a sign reading "Chambéry Inn".

7. Chambery Inn

Lee

Alexandra

RM1,231 total

includes taxes & fees

22 Nov - 23 Nov

A wooden cabin interior with a dining area featuring two white chairs, a table with a coffee pot and a cup, and a view into the kitchen through an open doorway.

8. The Trail in Adams - Berkshires’ Art Hotel

Adams

Susan

RM792 total

includes taxes & fees

1 Nov - 2 Nov

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Top The Berkshires Hotel Reviews

Jiminy Peak Mountain Resort

10/10 Excellent

"Great location. We stayed one night only so we didn't enjoy the facilities. We'll come back next time!"

The Yankee Inn

10/10 Excellent

"I would prefer more flexibility making reservations. Online and by phone, I wanted two rooms for two people. I was forced to request two rooms for THREE people to work around the algorithm that allowed only one room for two people. Also I was forced to accept two rooms in the same price range, when I wanted one premium king, not two. I left another hotel due to their inflexibility, and I will choose one with a personal approach next time."

Berkshires Untold

10/10 Excellent

"The lobby was absolutely beautiful, aesthetically and structurally! From all the greenery from the plants to the high ceilings, cute seating areas, and nice bar. The outdoor furniture was a plus, especially with the fire pits and the surrounded by the nice view of the berkshires. After an evening out, we came back and played a board game in the lobby and even did a little painting of our own while enjoying some good cocktails…you can definitely create a vibe. The room was clean, and overall it was a great stay if you’re just looking to relax, unwind, and get away for a bit!"

Berkshire Mountain Lodge

10/10 Excellent

"We've stayed at Berkshire Mountain Lodge in October a number of times now, and we really enjoy the property. The rooms are well-appointed, very clean, and quite comfortable. We appreciate the free washers and dryers as well as the many other amenities, and you cannot beat the location. There's a supermarket down the driveway and across the street and an excellent specialty grocer--Guido's Market--just down the road. We highly recommend this property. The District Restaurant in Pittsfield is excellent. We've also seen several great plays at Barrington Theatre Company. The area is loaded with historical and cultural activities. We like the proximity to Lenox and the Edith Wharton mansion as well as The Clark art museum in Williamstown, both of which have lovely grounds/gardens typically exhibiting sculptures. There are also abundant outdoor activities and opportunities for hiking and lovely scenic drives. This was a good year for fall color, and the red maples were glorious! It's a short ride to Vermont where we checked out Mt. Equinox for the first time. Highly recommend the drive to the top on a sunny, clear day."

Find out more about The Berkshires