A lake with a rocky shoreline and a forested island.

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for Western Massachusetts bed & breakfast

A view of a red building by a waterway through a window.

1. Old Mill Inn

Old Mill Inn
3.0 star property
Hatfield
9.4 out of 10, Exceptional, (538 reviews)
"Very easy check in and check out. Really quiet peaceful area. Overall great experience"
United States
John
The price is P11,498
P12,843 total
includes taxes & fees
Oct 28 - Oct 29
Old Mill Inn
A room with a bed, a sofa, a coffee table, and a television.

2. Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
10.0 out of 10, Exceptional, (150 reviews)
"Well maintained property with beautiful and spacious rooms and a very home like feel."
United States
Kristen
The price is P11,365
P12,695 total
includes taxes & fees
Oct 28 - Oct 29
Black Walnut Inn
A bedroom with a bed, a nightstand, a lamp, and a window with curtains.

3. Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
3.5 star property
Liberty Heights
9.0 out of 10, Wonderful, (460 reviews)
"Love the spirit and enthusiasm of the owner. Breakfast was superb! Highly recommend you stay here."
United States
Peter
The price is P6,571
P7,455 total
includes taxes & fees
Oct 4 - Oct 5
Naomi's Inn Bed & Breakfast
A two-story white house with a green door, white picket fence, and white flowering bushes.

4. Daniel Stebbins House

Daniel Stebbins House
3.0 star property
South Hadley
10.0 out of 10, Exceptional, (56 reviews)
"Great set up and perfect for visiting Mt Holyoke"
United States
David
The price is P16,903
P18,880 total
includes taxes & fees
Oct 4 - Oct 5
Daniel Stebbins House
Interior detail

5. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (67 reviews)
"Perfect little b&b."
United States
Mark
The price is P12,916
P14,427 total
includes taxes & fees
Oct 25 - Oct 26
Wilder House Berkshires
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.

6. 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 P11,891
P13,282 total
includes taxes & fees
Oct 1 - Oct 2
The Trail in Adams - Berkshires’ Art Hotel
A red building with a sign reading "Shaker Mill Inn."

7. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (476 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is P13,705
P15,035 total
includes taxes & fees
Oct 28 - Oct 29
Shaker Mill Inn
A garden with a white gazebo, a brick pathway, and various plants and flowers.

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)
"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "
United States
Mary Anna
The price is P14,926
P16,672 total
includes taxes & fees
Oct 1 - Oct 2
Whistler's Inn Bed & Breakfast
A two-story building with a sign reading "Chambéry Inn".

9. 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 P16,897
P18,873 total
includes taxes & fees
Oct 28 - Oct 29
Chambery Inn
A dining table with pastries, a coffee pot, and a vase of sunflowers.

10. 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 P17,210
P19,224 total
includes taxes & fees
Oct 12 - Oct 13
Granville House
A two-story house with a red door, green shutters, and a snow-covered front yard.

11. Centennial House

Centennial House
3.5 star property
Northfield
9.6 out of 10, Exceptional, (180 reviews)
"Excellent host making us feel very welcome. Very nice room and really lovely breakfast. Would certainly stay again if we are in the area."
United Kingdom
Alan
The price is P11,225
P11,865 total
includes taxes & fees
Oct 13 - Oct 14
Centennial House
A wooden deck with a table and chairs, surrounded by a metal railing, overlooking a lush green landscape with trees.

12. The Red Door B&B

The Red Door B&B
3.0 star property
Lee
10.0 out of 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."
United States
Anonymous traveler
The price is P10,983
P17,511 total
includes taxes & fees
Oct 26 - Oct 27
The Red Door B&B
A large, two-story house with a well-maintained lawn and a fence.

13. 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 P25,596
P28,591 total
includes taxes & fees
Oct 27 - Oct 28
Devonfield Inn B&B
A house with a chimney, surrounded by trees with autumn foliage.

14. UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center
2.0 star property
Rowe
10.0 out of 10, Exceptional, (1 review)
"Yes"
United States
Stuart
The price is P8,392
P8,871 total
includes taxes & fees
Oct 24 - Oct 25
UU Rowe Camp and Conference Center
Front of property

15. 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 P27,410
P32,147 total
includes taxes & fees
Oct 1 - Oct 2
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.

16. 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)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is P32,322
P39,100 total
includes taxes & fees
Oct 18 - Oct 19
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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 Western Massachusetts Hotel Reviews

D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"."
Lisa 1-night trip
Posted 6 hours ago
D. Hotel Suites & Spa

Find out more about Western Massachusetts

Western Massachusetts B&B information

Number of reviews
2,188
Accommodation
30 B&B
Lowest Price
P7,455
Highest Price
P39,100

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