The Berkshires featuring snow as well as a family

Search B&B in Western Massachusetts

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Browse Select Western Massachusetts B&B

Our top choices for Western Massachusetts bed & breakfast

"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."

Rp3.240.627 total

includes taxes & fees

29 Sept - 30 Sept

Room (Louis XIV) | 2 bedrooms, individually decorated, individually furnished

"Great host and breakfast was excellent."

Rp3.975.201 total

includes taxes & fees

30 Sept - 1 Oct

Deluxe Studio Suite | Hypo-allergenic bedding, individually decorated, individually furnished

"Was a wonderful inn and breakfast absolutely delicious!"

Rp4.334.591 total

includes taxes & fees

29 Sept - 30 Sept

"This family owned Inn is absolutely charming and the owners are so nice! I will definitely stay here again when I visit the Berkshires."

Rp2.521.557 total

includes taxes & fees

28 Sept - 29 Sept

Room, River View (The Williamsburg Suite) | Private kitchen | Coffee/tea maker, cleaning supplies, paper towels

"Loved our stay! "

Rp10.090.895 total

includes taxes & fees

4 Oct - 5 Oct

Wilder House Berkshires Room 3 | 1 bedroom, premium bedding, individually decorated

"Beautiful and very comfortable house. Our hosts were always friendly and accessible, breakfast was delicious!"

Rp3.763.969 total

includes taxes & fees

1 Oct - 2 Oct

"Very casual and easy check in and out; lovely and substantial breakfast"

Rp3.276.317 total

includes taxes & fees

1 Oct - 2 Oct

"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. "

Rp5.036.701 total

includes taxes & fees

5 Oct - 6 Oct

2 Bedrooms 1 Bath | 1 bedroom, premium bedding, iron/ironing board, free WiFi

"NOT A REAL LOCATION. There was nothing there. Neighbors said this was a scam. Expedia ended up helping us find a local hotel room though the location was not as good. DO NOT BOOK THIS LOCATION -- it needs to be taken off the website."

Rp4.488.265 total

includes taxes & fees

28 Sept - 29 Sept

"The property was wonderful and the hosts exceptional❤️"

Rp3.948.980 total

includes taxes & fees

29 Sept - 30 Sept

"We had an excellent experience. The location was convenient for our needs, clean, and tastefully done. It's excellent value for the area. It must be said that a younger traveller will probably be more comfortable with the low-touch approach (text check in, code-locked doors), but they've clearly made an effort to be more accessible to a traveler looking for something more traditional. "

Rp3.238.204 total

includes taxes & fees

28 Sept - 29 Sept

"ease of late check in. Super comfortable room."

Loft, Private Bathroom (Skylight Loft) | 1 bedroom, premium bedding, iron/ironing board, rollaway beds

"Inn was gorgeous and staff exceptional!"

"Lovely location on a lake, quiet, simple, clean rooms, great breakfast included. "

Rp3.373.717 total

includes taxes & fees

29 Sept - 30 Sept

Individually decorated, individually furnished, desk, laptop workspace

"Beautiful place! Terri and Terry are the best!"

Rp5.013.342 total

includes taxes & fees

26 Oct - 27 Oct

"Great breakfast, friendly helpful staff, pretty yard, good location "

Rp6.246.497 total

includes taxes & fees

20 Oct - 21 Oct

"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!! "

Rp4.625.916 total

includes taxes & fees

23 Oct - 24 Oct