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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

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

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Convenient location for Tanglewood and other Berkshire sights. Nice complimentary breakfast and arrival cocktail."
United States
Rosann
The price is ₩222,942
₩255,714 total
includes taxes & fees
Sep 24 - Sep 25
The Cornell Inn, Lenox & The Berkshires
A red building with a sign reading "Shaker Mill Inn."

2. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (474 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is ₩250,731
₩275,051 total
includes taxes & fees
Sep 24 - Sep 25
Shaker Mill Inn

3. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (66 reviews)
"Perfect little b&b."
United States
Mark
The price is ₩264,831
₩295,816 total
includes taxes & fees
Sep 27 - Sep 28
Wilder House Berkshires
A two-story building with a sign reading "Chambéry Inn".

4. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 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."
United States
Alexandra
The price is ₩365,918
₩408,730 total
includes taxes & fees
Sep 24 - Sep 25
Chambery Inn
A dining table with pastries, a coffee pot, and a vase of sunflowers.

5. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 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. "
United States
Nicole
The price is ₩307,720
₩343,726 total
includes taxes & fees
Sep 27 - Sep 28
Granville House
A garden with a white gazebo, a brick pathway, and various plants and flowers.

6. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (518 reviews)
"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "
United States
Mary Anna
The price is ₩202,766
₩226,491 total
includes taxes & fees
Sep 24 - Sep 25
Whistler's Inn Bed & Breakfast
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.

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)
"Fun decor, friendly staff, great complimentary breakfast, directly on bike path."
United States
Susan
The price is ₩245,648
₩274,389 total
includes taxes & fees
Sep 28 - Sep 29
The Trail in Adams - Berkshires’ Art Hotel
A large, two-story house with a well-maintained lawn and a fence.

8. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
United States
Sebastien
The price is ₩594,977
₩664,585 total
includes taxes & fees
Sep 27 - Sep 28
Devonfield Inn B&B

9. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (107 reviews)
"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"
United States
Jodi
The price is ₩577,060
₩676,810 total
includes taxes & fees
Sep 24 - Sep 25
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.

10. 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, (118 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is ₩699,972
₩846,775 total
includes taxes & fees
Oct 18 - Oct 19
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

11. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (174 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
The price is ₩227,507
₩265,120 total
includes taxes & fees
Sep 24 - Sep 25
Brook Farm Inn
A large, two-story building with a symmetrical facade, multiple windows, and a central entrance with a covered porch.

12. Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (56 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is ₩343,840
₩363,439 total
includes taxes & fees
Sep 24 - Sep 25
Harbour House Inn
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

13. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (221 reviews)
"The Inn is lovely and charming - and the breakfast was especially great."
United States
Rachel
The price is ₩203,295
₩233,789 total
includes taxes & fees
Oct 7 - Oct 8
Blackberry River Inn
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

14. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (448 reviews)
"The whole vibe of the B&B was so simple and perfect. 10/10 will stay again."
United States
Nicholas
The price is ₩142,307
₩163,653 total
includes taxes & fees
Sep 27 - Sep 28
Locust Tree Bed and Breakfast LLC
A large, historic building with a covered porch and outdoor seating area.

15. Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,003 reviews)
"Excellent stay."
United States
Michael
The price is ₩256,152
₩317,954 total
includes taxes & fees
Sep 30 - Oct 1
Simsbury 1820 House
An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

16. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (117 reviews)
"We had a very pleasant stay at this. Eautiful country property. Check in was smooth and instructions were easy to follow. Our room, in the main building was well appointed. The bed was super comfortable and the amenities were fine. Breakfast was great! Common areas were lovely and inviting, and the s’mores kits in the lobby were just the thing for an evening around the outdoor fire pit. Highly recommend for anyone seeking a serene country setting."
United States
Jody
The price is ₩290,034
₩324,838 total
includes taxes & fees
Sep 28 - Sep 29
Inn at Silver Maple Farm
A house with a porch, American flags, and a pathway leading to a bench.

17. Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (118 reviews)
"We had a very nice peaceful stay :)"
United States
Melanie
The price is ₩189,742
₩210,614 total
includes taxes & fees
Sep 27 - Sep 28
Truman Gillet House Bed & Breakfast
A large white building with a stone wall and a lawn covered in fallen leaves.

18. Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (359 reviews)
"A very historic and well maintained bed and breakfast. The owners are wonderful and the rooms were cozy. The hand made breakfast was a highlight"
United States
Robert
The price is ₩213,460
₩234,805 total
includes taxes & fees
Sep 29 - Sep 30
Colonel Williams Inn
A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.

19. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (317 reviews)
"Great place! Comfy and charming!!"
United States
Mary
The price is ₩372,708
₩421,626 total
includes taxes & fees
Sep 27 - Sep 28
Inn at Pine Plains
A bedroom with a bed, a dresser, a television, and an air conditioning unit.

20. Doveberry Inn

Doveberry Inn
2.0 star property
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Great location… very clean"
United States
Veronica
The price is ₩198,213
₩218,034 total
includes taxes & fees
Oct 19 - Oct 20
Doveberry 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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Top The Berkshires Hotel Reviews

The Williams Inn

The Williams Inn

10/10 Excellent
"Great hotel at a great location. Staff were most helpful especially Stephen at the desk. Bartender was top notch as were the restaurant staff. Highly recommend!👍"
William 1-night trip
Posted 3 hours ago
The Williams Inn

Find out more about The Berkshires

The Berkshires B&B information

Number of reviews
4,192
Accommodation
23 B&B
Lowest Price
₩163,653
Highest Price
₩846,775