The Berkshires B&B

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.

A dining area with a glass table, red walls, and framed artwork.

A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

A modern living room with a fireplace, comfortable seating, and a large window with curtains.

1. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property

Lenox

9.2 out of 10, Wonderful, (1,000 reviews)

9.2/10

Wonderful

(1,000 reviews)

"Convenient location for Tanglewood and other Berkshire sights. Nice complimentary breakfast and arrival cocktail."

Rosann

The price is HK$1,204

HK$1,204

HK$1,381 total

includes taxes & fees

27 Oct - 28 Oct

The Cornell Inn, Lenox & The Berkshires

A bedroom with a large bed, a dresser, a chair, and a mirror.

A cozy living room with a fireplace, a bookshelf, a coffee table with a book, and a plaid sofa.

2. Wilder House Berkshires

Wilder House Berkshires

2.0 star property

Sheffield

9.8 out of 10, Exceptional, (67 reviews)

9.8/10

Exceptional

(67 reviews)

"Perfect little b&b."

Mark

The price is HK$1,619

HK$1,619

HK$1,809 total

includes taxes & fees

25 Oct - 26 Oct

Wilder House Berkshires

A dining table with pastries, a coffee pot, and a vase of sunflowers.

A small cabin with two Adirondack chairs in a grassy field, surrounded by trees and a mountain in the background.

A large, two-story white building with a symmetrical facade, columns, and a central entrance.

A pool table in a room with a patterned rug, a shelf with decorative items, and a window with a view of greenery.

3. Granville House

Granville House

3.0 star property

Housatonic

10.0 out of 10, Exceptional, (106 reviews)

10/10

Exceptional

(106 reviews)

"Beautiful home with warm and friendly hosts. The rooms were tastefully designed, the bed was very comfortable and the large bathroom was luxurious. The breakfast was absolutely delicious. We will definitely stay again next time we are in Great Barrington. "

Nicole

The price is HK$2,158

HK$2,158

HK$2,410 total

includes taxes & fees

12 Oct - 13 Oct

Granville House

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

A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.

A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.

4. Shaker Mill Inn

Shaker Mill Inn

2.5 star property

West Stockbridge

9.6 out of 10, Exceptional, (476 reviews)

9.6/10

Exceptional

(476 reviews)

"Wonderful place to stay!"

Mervin

The price is HK$1,404

HK$1,404

HK$1,541 total

includes taxes & fees

4 Oct - 5 Oct

Shaker Mill Inn

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

A hotel room with a large bed, a TV mounted above a fireplace, a desk, and a seating area with chairs.

A hotel room with a TV displaying 'World of Dance', a fireplace, a bed, and a seating area with a remote control.

A cozy room with a fireplace, a sofa, a table with a bottle and glasses, and a patterned pillow.

5. Chambery Inn

Chambery Inn

3.0 star property

Lee

9.6 out of 10, Exceptional, (388 reviews)

9.6/10

Exceptional

(388 reviews)

"An absolutely perfect getaway spot! Beautiful rooms, great service, and an ideal location. Highly recommend and we will be going back."

Alexandra

The price is HK$2,118

HK$2,118

HK$2,366 total

includes taxes & fees

1 Oct - 2 Oct

Chambery Inn

A large, two-story house with a well-maintained lawn and a fence.

A dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.

A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.

A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.

6. Devonfield Inn B&B

Devonfield Inn B&B

4.0 star property

Lee

10.0 out of 10, Exceptional, (141 reviews)

10/10

Exceptional

(141 reviews)

"Wonderful location and hosts are amazing. Breakfast was great. Clean."

Sebastien

The price is HK$3,209

HK$3,209

HK$3,585 total

includes taxes & fees

25 Oct - 26 Oct

Devonfield Inn B&B

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.

A garden with a wooden house, a tree, and a person tending to plants.

A modern living room with a sofa, armchair, coffee table, and ottoman. There is a large abstract painting on the wall, a dining table with chairs, and a staircase leading to an upper level.

A room with a hanging bed, a white wall, a window, and a door.

7. The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property

Adams

9.0 out of 10, Wonderful, (157 reviews)

9.0/10

Wonderful

(157 reviews)

"Fun decor, friendly staff, great complimentary breakfast, directly on bike path."

Susan

The price is HK$1,520

HK$1,520

HK$1,698 total

includes taxes & fees

28 Oct - 29 Oct

The Trail in Adams - Berkshires’ Art Hotel

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

A courtyard with stone steps, potted plants, and a small wooden structure.

A breakfast buffet with various dishes and beverages.

A spacious living room with a grand piano, a red armchair, and a chandelier.

8. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

3.5 star property

Lenox

8.0 out of 10, Very good, (519 reviews)

8.0/10

Very good

(519 reviews)

"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "

Mary Anna

The price is HK$1,236

HK$1,236

HK$1,380 total

includes taxes & fees

4 Oct - 5 Oct

Whistler's Inn Bed & Breakfast

A wooden deck with a table and chairs, surrounded by a metal railing, overlooking a lush green landscape with trees.

A dining table set with placemats, candles, and a centerpiece of flowers.

A red door with a wreath, number 5, and flower baskets on either side.

A window view of a garden with rocks, bushes, and trees.

9. The Red Door B&B

The Red Door B&B

3.0 star property

Lee

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"Centrally located. Lovely hosts. Only three bedrooms so we got to know the other guests. The breakfasts were works of art as well as delicious."

Anonymous traveller

The price is HK$1,377

HK$1,377

HK$2,195 total

includes taxes & fees

26 Oct - 27 Oct

The Red Door B&B

A stone fountain surrounded by trees in a park setting.

A living room with a fireplace, leather sofas, and a dog.

10. The Inn at Stockbridge

The Inn at Stockbridge

4.0 star property

Stockbridge

9.6 out of 10, Exceptional, (107 reviews)

9.6/10

Exceptional

(107 reviews)

"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"

Jodi

The price is HK$3,436

HK$3,436

HK$4,030 total

includes taxes & fees

1 Oct - 2 Oct

The Inn at Stockbridge

A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

A bed with a white lace bedspread, a tray with cookies and a bottle, and two glasses of red wine.

A loft bedroom with a sloped ceiling, a ceiling fan, a floor lamp, a bed with a patterned bedspread, a chair, and a small table.

A dining table set with a vase of flowers, a book, and cutlery.

11. Brook Farm Inn

Brook Farm Inn

3.5 star property

Lenox

9.4 out of 10, Exceptional, (174 reviews)

9.4/10

Exceptional

(174 reviews)

"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."

Carrie

The price is HK$1,736

HK$1,736

HK$2,001 total

includes taxes & fees

18 Oct - 19 Oct

Brook Farm Inn

A two-story house with a brick entrance and a white facade.

A neatly arranged bedroom with a bed, bedside table, and a dresser.

A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.

A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.

12. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property

Stockbridge

9.2 out of 10, Wonderful, (119 reviews)

9.2/10

Wonderful

(119 reviews)

"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."

Philippe

The price is HK$4,052

HK$4,052

HK$4,902 total

includes taxes & fees

12 Oct - 13 Oct

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

A neatly made bed with a headboard, a bedside lamp, a framed painting, and a small bedside table with a tissue box.

A bathroom with a toilet, sink, and handrails.

A bathroom with a marble sink, a mirror, a shower with grab bars, and a towel rack.

A bedroom with a bed, a desk, a TV, and a wardrobe.

13. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!

Lenox

The price is HK$1,941

HK$1,941

HK$2,524 total

includes taxes & fees

27 Oct - 28 Oct

Experience Timeless Elegance in The Edith Wharton Room!

A well-appointed bedroom with a large bed, a bedside table, a chair, and a bathroom visible through an open door.

A neatly made bed with a textured white cover, a headboard, and two pillows, one of which is patterned. There is a small bedside table with a lamp and a painting of a landscape on the wall.

A bathroom with a white sink, a mirror, and a toilet.

A hotel room with a large bed, a bedside table with a lamp, a framed picture on the wall, and a small table with a tissue box.

14. Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Lenox

The price is HK$1,941

HK$1,941

HK$2,524 total

includes taxes & fees

27 Oct - 28 Oct

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

A wooden deck with Adirondack chairs and a small table, leading to a garden area with a swing set.

A room with a bed, a mounted TV, a framed picture, and a window with a view of buildings.

A modern bathroom with a shower, a sink with a mirror, and a toilet.

A compact room with a bamboo table, a heater, and a shelf with folded blankets.

15. Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay

Lenox

The price is HK$3,259

HK$3,259

HK$4,255 total

includes taxes & fees

25 Oct - 26 Oct

Historic Susan B. Anthony Room - Cozy & Charming Stay

A room with a dark green sofa, a small table with a vase of flowers, a desk with a lamp, and a window with curtains.

A bedroom with a bed, a nightstand, a mirror, and a lamp.

A modern bathroom with a white toilet, a round mirror, and a white sink with black frames.

A living room with a green armchair, a round side table, a small rug, a desk with a lamp, and a window with curtains.

16. Elegant Carriage House room with a queen bed and private patio.

Elegant Carriage House room with a queen bed and private patio.

Lenox

The price is HK$3,008

HK$3,008

HK$3,915 total

includes taxes & fees

20 Oct - 21 Oct

Elegant Carriage House room with a queen bed and private patio.

A bedroom with a bed, a fireplace, a ceiling fan, and a door.

A modern room with wooden flooring, three dark-colored chairs with cushions, a small round table, and large windows with curtains.

A hotel room with a bed, two armchairs, a small table with a lamp, a dresser, and a window with curtains.

A modern bathroom with a white sink, mirror, and glass shower enclosure.

17. Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

Lenox

The price is HK$3,824

HK$3,824

HK$5,000 total

includes taxes & fees

25 Oct - 26 Oct

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

A bedroom with a bed, a television, a fireplace, and a window.

A bedroom with a large bed, a wicker chair, a desk with a lamp, and a window with blinds.

A bathroom with a wooden vanity, a round mirror, and a white toilet.

A bedroom with a bed, desk, chair, dresser, and a door.

18. "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

Lenox

The price is HK$4,075

HK$4,075

HK$5,201 total

includes taxes & fees

1 Oct - 2 Oct

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

A modern living room with a sofa, a coffee table, and a fireplace.

A kitchen with a stainless steel refrigerator, a microwave, a stove, and blue cabinets.

A modern living room with a sofa, coffee table, and decorative items.

A bathroom with a patterned tile wall, a white toilet, a glass shower enclosure, and a towel rack.

19. Elegant suite with a king bed, fireplace, and kitchenette.

Elegant suite with a king bed, fireplace, and kitchenette.

Lenox

The price is HK$4,452

HK$4,452

HK$5,816 total

includes taxes & fees

12 Oct - 13 Oct

Elegant suite with a king bed, fireplace, and kitchenette.

A modern living room with a sloped ceiling, a sofa, a coffee table, and a unique chandelier.

A bedroom with a bed, bedside table, lamp, and a ceiling light fixture.

A study with a desk, chair, lamp, and a view of the outdoors through a window.

A modern bathroom with a glass shower enclosure, a toilet, and a vanity with a mirror.

20. Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn

Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn

Lenox

The price is HK$4,452

HK$4,452

HK$5,816 total

includes taxes & fees

21 Oct - 22 Oct

Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn

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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10/10 Excellent

"Great place!"

Lawrence 1-night trip

Posted less than an hour ago

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10/10 Excellent

"Great"

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10/10 Excellent

"Wonderful resort"

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10/10 Excellent

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The Yankee Inn

10/10 Excellent

"Nice room. Exceptionally clean. Great staff"

Daniel 3-night trip

Posted 2 days ago

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Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Great location; walkable to restaurants. Spacious 7th floor room had a nice town and mountain view. All staff friendly and helpful. Bed was comfortable; room very clean. Breakfast was minimal and uninspiring."

Karl 1-night trip

Posted 7 days ago

Hotel Downstreet, an Ascend Collection Hotel

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