A lake with a rocky shoreline and a forested island.

Search B&B in Western Massachusetts

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
18 Sep - 20 Sep
In two weeks
25 Sep - 27 Sep
In one month
9 Oct - 11 Oct
In two months
6 Nov - 8 Nov

Our top choices for Western Massachusetts bed & breakfast

Front of property

1. Centennial House

Centennial House
3.5 star property
Northfield
9.6 out of 10, Exceptional, (177 reviews)
"David was incredibly hospitable. I thoroughly enjoyed my stay. "
United States
Amy
The price is 4.651.711 ₫
4.916.859 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Centennial House
Deluxe Room, 1 King Bed

2. Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
10.0 out of 10, Exceptional, (146 reviews)
"This Inn was lovely. I enjoyed the gas fireplace as it was chilly the night I checked in."
United States
Kelly
The price is 3.784.968 ₫
4.227.809 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Black Walnut Inn
Room (Louis XIV)

3. Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
3.5 star property
Liberty Heights
9.0 out of 10, Wonderful, (454 reviews)
"The place is a very eclectic"
United States
John
The price is 2.721.390 ₫
3.087.611 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Naomi's Inn Bed & Breakfast
Garden

4. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (471 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is 3.861.782 ₫
4.236.375 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Shaker Mill Inn
Exterior

5. Daniel Stebbins House

Daniel Stebbins House
3.0 star property
South Hadley
10.0 out of 10, Exceptional, (55 reviews)
"Great set up and perfect for visiting Mt Holyoke"
United States
David
The price is 7.004.340 ₫
7.823.867 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Daniel Stebbins House
Terrace/patio

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, (156 reviews)
"Great central location for travelers there to see the sights."
United States
Jenna
The price is 4.698.000 ₫
5.247.666 ₫ total
includes taxes & fees
13 Sept - 14 Sept
The Trail in Adams - Berkshires’ Art Hotel
Interior detail

7. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (64 reviews)
"Perfect little b&b."
United States
Mark
The price is 4.676.995 ₫
5.224.204 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Wilder House Berkshires
Property grounds

8. 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 3.849.120 ₫
4.299.350 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Whistler's Inn Bed & Breakfast
Room

9. 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 5.805.632 ₫
6.484.943 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Granville House
Front of property

10. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (387 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 6.997.627 ₫
7.816.349 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Chambery Inn
Exterior

11. 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 4.652.069 ₫
5.196.361 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Old Mill Inn
Front of property – evening/night

12. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (140 reviews)
"Excellent food and helpful staff"
United States
Richard
The price is 10.600.462 ₫
11.840.638 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Devonfield Inn B&B
Front of property

13. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (106 reviews)
"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"
United States
Jodi
The price is 9.771.322 ₫
11.460.528 ₫ total
includes taxes & fees
14 Sept - 15 Sept
The Inn at Stockbridge
Suite, Private Bathroom (RedBird Suite) | View from room

14. 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, (117 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is 8.557.346 ₫
10.351.905 ₫ total
includes taxes & fees
28 Sept - 29 Sept
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Western Massachusetts Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

8/10 Good
"It was very nice. Don’t like how they hold on your credit card 150 as long as they do. I can understand why they do it but I been back a week and there still holding that on my card."
Sandy 1-night trip
Posted 1 hour ago
Vacation Village in the Berkshires

Find out more about Western Massachusetts

Western Massachusetts B&B information

Number of reviews
3,026
Accommodation
29 B&B
Lowest Price
3.087.611 ₫
Highest Price
11.840.638 ₫