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
May 15 - May 17
In two weeks
May 22 - May 24
In one month
Jun 5 - Jun 7
In two months
Jul 3 - Jul 5

Our top choices for Western Massachusetts bed & breakfast

Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (452 reviews)
"Everything was excellent"
United States
Barbara
The price is ₩169,498
₩185,939 total
includes taxes & fees
May 11 - May 12
Shaker Mill Inn
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.8 out of 10, Exceptional, (6 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is ₩274,891
₩307,053 total
includes taxes & fees
May 11 - May 12
The Berkshire Mountain Inn
Room (Louis XIV) | Individually decorated, individually furnished, iron/ironing board

Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
3.5 star property
Liberty Heights
9.2 out of 10, Wonderful, (435 reviews)
"We really enjoyed our brief stay at Naomi's. It's a real Bed and Breakfast, with real home-made breakfast, great coffee, and an old-time charm that you really have to search for these days. The recommendation of where to eat was also spot-on. Will stay again."
United States
Daniel
The price is ₩170,932
₩193,923 total
includes taxes & fees
May 13 - May 14
Naomi's Inn Bed & Breakfast
Exterior

Old Mill Inn

Old Mill Inn
3.0 star property
Hatfield
9.4 out of 10, Exceptional, (506 reviews)
"Lovely breakfast, clean and charming accommodations. Highly recommend!"
United States
Michaela
The price is ₩260,010
₩290,430 total
includes taxes & fees
May 19 - May 20
Old Mill Inn
Deluxe Room, 1 King Bed | Hypo-allergenic bedding, individually decorated, individually furnished

Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
9.8 out of 10, Exceptional, (117 reviews)
"Beautiful property, lovely staff, very nice room, yummy breakfast!"
United States
Lisa
The price is ₩274,244
₩306,331 total
includes taxes & fees
May 19 - May 20
Black Walnut Inn
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (46 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is ₩279,280
₩311,963 total
includes taxes & fees
May 11 - May 12
Wilder House Berkshires
Exterior

Daniel Stebbins House

Daniel Stebbins House
3.0 star property
South Hadley
10.0 out of 10, Exceptional, (52 reviews)
"Quaint B&B in the heart of South Hadley. Within walking distance of town and Mount Holyoke College. (Stairs to second floor are a bit steep for anyone with accessibility issues.) Great overall local place to stay. "
United States
Jason
The price is ₩391,511
₩437,319 total
includes taxes & fees
May 10 - May 11
Daniel Stebbins House
Terrace/patio

The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
8.8 out of 10, Excellent, (146 reviews)
"Great little Inn with a well equipped kitchen, clean rooms, and art books. It made for a lovely base for our two day Berkshires adventure."
United States
selmin
The price is ₩251,712
₩281,162 total
includes taxes & fees
May 8 - May 9
The Trail in Adams - Berkshires’ Art Hotel
Individually decorated, individually furnished, desk, laptop workspace

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (101 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 ₩289,740
₩323,640 total
includes taxes & fees
May 13 - May 14
Granville House
Front of property

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (376 reviews)
"Yes the room was spotless and always the staff is ready to answer any questions that we might have. We have been enjoying the Chambery Inn for many years always had a great stay and again looking for our next visit. Vincent Farricielli and Roibert Modena. "
United States
robert
The price is ₩247,713
₩276,701 total
includes taxes & fees
Jun 7 - Jun 8
Chambery Inn
Front of property - evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (137 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
The price is ₩389,700
₩435,291 total
includes taxes & fees
May 11 - May 12
Devonfield Inn B&B
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
The price is ₩380,718
₩446,533 total
includes taxes & fees
May 21 - May 22
The Inn at Stockbridge
Suite, Private Bathroom (RedBird Suite) | View from room

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, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is ₩448,329
₩542,362 total
includes taxes & fees
May 27 - May 28
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Exterior

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"Delicious breakfast and beautiful room!"
United States
Laarni
The price is ₩193,082
₩222,143 total
includes taxes & fees
May 12 - May 13
The Cornell Inn, Lenox & The Berkshires
Property grounds

Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very Good, (501 reviews)
"This family owned Inn is absolutely charming and the owners are so nice! I will definitely stay here again when I visit the Berkshires."
United States
Stacey
The price is ₩375,027
₩418,912 total
includes taxes & fees
May 24 - May 25
Whistler's Inn Bed & Breakfast
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is ₩955,591
₩1,067,394 total
includes taxes & fees
May 8 - May 9
33 Main
Lobby

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (28 reviews)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is ₩615,698
₩675,428 total
includes taxes & fees
May 10 - May 11
Inn at Kenmore Hall
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

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Excellent room and stay"
Audrey 1-night trip
Posted 11 hours ago
Hotel Downstreet, an Ascend Collection Hotel

Find out more about Western Massachusetts

Western Massachusetts B&B information

Number of reviews
3,548
Accommodation
30 B&B
Lowest Price
₩185,939
Highest Price
₩1,067,394