Fall Season in Western Massachusetts

Search Bed and Breakfasts in Western Massachusetts

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Western Massachusetts bed & breakfast

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (461 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is ₹12,835
₹14,080 total
includes taxes & fees
10 Jun - 11 Jun
Shaker Mill Inn

Old Mill Inn

Old Mill Inn
3.0 star property
Hatfield
9.4 out of 10, Exceptional, (514 reviews)
"Nice, quiet, new furnishings, continental breakfast was very fresh, staff is friendly. "
United States
Jeffrey
The price is ₹15,642
₹17,473 total
includes taxes & fees
10 Jun - 11 Jun
Old Mill Inn

Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
9.8 out of 10, Exceptional, (126 reviews)
"My wife and I had a wonderful stay for a long weekend. The breakfast was delicious and the staff were kind and friendly."
United States
Andrew
The price is ₹16,771
₹18,734 total
includes taxes & fees
1 Jul - 2 Jul
Black Walnut Inn

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (52 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is ₹17,344
₹19,373 total
includes taxes & fees
22 Jun - 23 Jun
Wilder House Berkshires

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (7 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 ₹23,665
₹26,434 total
includes taxes & fees
14 Jun - 15 Jun
The Berkshire Mountain Inn

Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
3.5 star property
Liberty Heights
9.0 out of 10, Wonderful, (442 reviews)
"He room was very clean, the staff was engaging and the breakfast was delicious. "
United States
John
The price is ₹10,911
₹12,379 total
includes taxes & fees
14 Jun - 15 Jun
Naomi's Inn Bed & Breakfast

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (378 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 ₹16,366
₹18,281 total
includes taxes & fees
14 Jun - 15 Jun
Chambery Inn

Daniel Stebbins House

Daniel Stebbins House
3.0 star property
South Hadley
10.0 out of 10, Exceptional, (52 reviews)
"Daniel Stebbins House was wonderful. Beautiful rooms. Next to downtown. Enjoyable breakfast. Fabulous experience!"
United States
Holly
The price is ₹25,866
₹28,892 total
includes taxes & fees
10 Jun - 11 Jun
Daniel Stebbins House

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, (151 reviews)
"Incredible staff, free parking and cute rooms!"
Canada
Priscilla
The price is ₹17,108
₹19,110 total
includes taxes & fees
10 Jun - 11 Jun
The Trail in Adams - Berkshires’ Art Hotel

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 ₹21,439
₹23,948 total
includes taxes & fees
15 Jun - 16 Jun
Granville House

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (138 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is ₹32,446
₹36,242 total
includes taxes & fees
11 Jun - 12 Jun
Devonfield Inn B&B

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)
"Great place, nice amenities and convenient location, highly recommended."
United States
Arthur
The price is ₹15,493
₹17,825 total
includes taxes & fees
16 Jun - 17 Jun
The Cornell Inn, Lenox & The Berkshires

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 ₹17,311
₹19,337 total
includes taxes & fees
16 Jun - 17 Jun
Whistler's Inn Bed & Breakfast

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."
United States
Stephen
The price is ₹33,379
₹39,150 total
includes taxes & fees
11 Jun - 12 Jun
The Inn at Stockbridge

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 ₹31,601
₹38,228 total
includes taxes & fees
23 Jun - 24 Jun
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

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 ₹60,534
₹67,617 total
includes taxes & fees
15 Jun - 16 Jun
33 Main

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 ₹40,677
₹44,623 total
includes taxes & fees
12 Jun - 13 Jun
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Western Massachusetts Hotel Reviews

Find out more about Western Massachusetts

Western Massachusetts B&B information

Number of reviews
3,211
Accommodation
29 B&B
Lowest Price
₹12,379
Highest Price
₹67,617

Explore a world of travel with Expedia