Search Bed and Breakfast in Western Massachusetts

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured B&B in Western Massachusetts

Our top choices for Western Massachusetts bed & breakfast

The Ellery

3.5 star property
9.2 out of 10, Wonderful, (794)
"An absolutely lovely, quiet, comfortable, adorable hotel, complete with good breakfast!"
The price is S$269
includes taxes & fees
16 Sept - 17 Sept
The Ellery

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is S$234
includes taxes & fees
1 Sept - 2 Sept
The Cornell Inn, Lenox & The Berkshires

Black Walnut Inn

2.0 star property
10.0 out of 10, Exceptional, (81)
"Was a wonderful inn and breakfast absolutely delicious!"
The price is S$321
includes taxes & fees
3 Sept - 4 Sept
Black Walnut Inn

Naomi's Inn Bed & Breakfast

3.5 star property
9.0 out of 10, Wonderful, (408)
"We had a great stay and breakfast was delicious!"
The price is S$165
includes taxes & fees
24 Aug - 25 Aug
Naomi's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (481)
"Nice quaint out of the ordinary vacation experience. "
The price is S$235
includes taxes & fees
27 Aug - 28 Aug
Whistler's Inn Bed & Breakfast

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (422)
"Very casual and easy check in and out; lovely and substantial breakfast"
The price is S$253
includes taxes & fees
4 Sept - 5 Sept
Shaker Mill Inn

Old Mill Inn

3.0 star property
9.4 out of 10, Exceptional, (492)
"Very comfortable with excellent service from the staff and owners. Quiet and out of the way yet not far from Amherst and Northampton. Would definitely recommend it and would stay there again."
Old Mill Inn

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (133)
"Nice unique design. A very nice seating area in the living room. The bedroom nicely arranged, fully stocked with all items one needs for the stay, and very clean. A beautiful warm breakfast and access 24/7 to a full kitchen. "
The price is S$276
includes taxes & fees
8 Sept - 9 Sept
The Trail in Adams - Berkshires’ Art Hotel

Daniel Stebbins House

3.0 star property
10.0 out of 10, Exceptional, (47)
"The area is lovely and this building is full of history but they have managed to fit modern air-conditioning into this 226 year old building. "
The price is S$388
includes taxes & fees
3 Sept - 4 Sept
Daniel Stebbins House

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (160)
"Lovely property and innkeepers, I was in the area for an event and hope to come back. "
The price is S$274
includes taxes & fees
13 Sept - 14 Sept
Centennial House

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (158)
"Inn was gorgeous and staff exceptional!"
Brook Farm Inn

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (29)
"Brads and Lara both served a fabulous breakfast. So friendly and welcoming! The bed was very comfortable. Only complaint was that the cabinet, closet door needs to be greased with WD 40 please on the hinges! A terrible & loud screeching noise!"
The price is S$241
includes taxes & fees
9 Sept - 10 Sept
Wilder House Berkshires

Tanglewood Suites

2.5 star property
7.2 out of 10, Good, (19)
"The owner did not honor our confirmed Expedia reservation, so we had to find a hotel at the last minute. She made up various excuses and was very rude."
The price is S$346
includes taxes & fees
26 Aug - 27 Aug
Tanglewood Suites

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (277)
"Great Views & Hospitality"
Lakehouse Inn

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Phenomenal hospitality, eclectic decor, luxurious sleep - we have been raving about our stay and will definitely be back!"
The price is S$358
includes taxes & fees
25 Aug - 26 Aug
Granville House

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
Chambery Inn

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (51)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
The price is S$332
includes taxes & fees
22 Sept - 23 Sept
Harbour House Inn

33 Main

4.0 star property
10.0 out of 10, Exceptional, (70)
"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "
The price is S$853
includes taxes & fees
25 Aug - 26 Aug
33 Main

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
Devonfield Inn B&B

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

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is S$481
includes taxes & fees
8 Sept - 9 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Western Massachusetts Hotel Reviews