A lake with a rocky shoreline and a forested island.

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Check prices for these dates

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

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, (537 reviews)
"Very easy check in and check out. Really quiet peaceful area. Overall great experience"
United States
John
The price is €176
includes taxes & fees
27 Sept - 28 Sept
Old Mill Inn
A bedroom with a bed, a nightstand, a lamp, and a window with curtains.

2. Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
3.5 star property
Liberty Heights
9.0 out of 10, Wonderful, (459 reviews)
"Love the spirit and enthusiasm of the owner. Breakfast was superb! Highly recommend you stay here."
United States
Peter
The price is €105
includes taxes & fees
4 Oct - 5 Oct
Naomi's Inn Bed & Breakfast
A two-story white house with a green door, white picket fence, and white flowering bushes.

3. 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 €265
includes taxes & fees
27 Oct - 28 Oct
Daniel Stebbins House

4. 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 €189
includes taxes & fees
27 Sept - 28 Sept
Wilder House Berkshires
A red building with a sign reading "Shaker Mill Inn."

5. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (475 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is €172
includes taxes & fees
1 Oct - 2 Oct
Shaker Mill Inn
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 €178
includes taxes & fees
28 Sept - 29 Sept
The Trail in Adams - Berkshires’ Art Hotel
A dining table with pastries, a coffee pot, and a vase of sunflowers.

7. 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 €220
includes taxes & fees
27 Sept - 28 Sept
Granville House
A two-story building with a sign reading "Chambéry Inn".

8. 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 €265
includes taxes & fees
26 Oct - 27 Oct
Chambery Inn
A garden with a white gazebo, a brick pathway, and various plants and flowers.

9. 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 €156
includes taxes & fees
1 Oct - 2 Oct
Whistler's Inn Bed & Breakfast

10. Cozy Retreat in historic Farmhouse - Tranquility Room

Cozy Retreat in historic Farmhouse - Tranquility Room
Rowe
The price is €137
includes taxes & fees
27 Oct - 28 Oct
Cozy Retreat in historic Farmhouse - Tranquility Room
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 €167
includes taxes & fees
29 Sept - 30 Sept
Centennial House
A house with a chimney, surrounded by trees with autumn foliage.

12. 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 €124
includes taxes & fees
26 Oct - 27 Oct
UU Rowe Camp and Conference Center
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 €401
includes taxes & fees
25 Oct - 26 Oct
Devonfield Inn B&B

14. 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 €451
includes taxes & fees
28 Sept - 29 Sept
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.

15. 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 €549
includes taxes & fees
18 Oct - 19 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.

16. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is €288
includes taxes & fees
27 Oct - 28 Oct
Experience Timeless Elegance in The Edith Wharton Room!

17. Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm

Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm
Rowe
10.0 out of 10, Exceptional, (2 reviews)
"The piano, large spaces, and fireplace were all much appreciated."
United States
Benjamin B.
The price is €137
includes taxes & fees
27 Oct - 28 Oct
Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm

18. Cozy Farmhouse Retreat - Ram Dass Room

Cozy Farmhouse Retreat - Ram Dass Room
Rowe
The price is €102
includes taxes & fees
27 Oct - 28 Oct
Cozy Farmhouse Retreat - Ram Dass Room
A wooden deck with Adirondack chairs and a small table, leading to a garden area with a swing set.

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

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is €326
includes taxes & fees
27 Sept - 28 Sept
Historic Susan B. Anthony Room - Cozy & Charming Stay
A porch with a white railing, a potted plant, and a view of a garden.

20. Cozy Carriage House room with a double bed and private balcony

Cozy Carriage House room with a double bed and private balcony
Lenox
The price is €409
includes taxes & fees
28 Sept - 29 Sept
Cozy Carriage House room with a double bed and private balcony
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

La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

10/10 Excellent
"It was very clean and the employees where very friendly"
Ivone 1-night trip
Posted less than an hour ago
La Quinta Inn & Suites by Wyndham Springfield MA

Find out more about Western Massachusetts

Western Massachusetts B&B information

Number of reviews
3,088
Accommodation
57 B&B
Lowest Price
€102
Highest Price
€549

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