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
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23
In one month
Sep 4 - Sep 6
In two months
Oct 2 - Oct 4

Our top choices for Western Massachusetts bed & breakfast

Exterior

1. Old Mill Inn

Old Mill Inn
3.0 star property
Hatfield
9.4 out of 10, Exceptional, (526 reviews)
"A perfect stay. Gorgeous location and setting. Immaculate property, beautiful rooms & inn. Priscilla is an absolute gem. She adds such a personal touch and I really enjoyed her presence. I felt welcome, safe & relaxed from start to finish. Can’t wait to return for a longer visit!"
United States
Ann
The price is ₩254,175
₩283,914 total
includes taxes & fees
Aug 18 - Aug 19
Old Mill Inn
Room (Louis XIV) | Iron/ironing board (on request), WiFi (free), individually decorated

2. Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
3.5 star property
Liberty Heights
9.0 out of 10, Wonderful, (451 reviews)
"Good stay"
United States
Susan
The price is ₩167,535
₩190,061 total
includes taxes & fees
Aug 10 - Aug 11
Naomi's Inn Bed & Breakfast
Deluxe Room, 1 King Bed | Hypo-allergenic bedding available, iron/ironing board, WiFi (free)

3. Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
10.0 out of 10, Exceptional, (143 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 ₩246,699
₩275,563 total
includes taxes & fees
Aug 17 - Aug 18
Black Walnut Inn
Exterior

4. 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 ₩380,474
₩424,991 total
includes taxes & fees
Aug 10 - Aug 11
Daniel Stebbins House
Interior detail

5. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (60 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is ₩293,759
₩328,129 total
includes taxes & fees
Aug 16 - Aug 17
Wilder House Berkshires
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, (152 reviews)
"Great central location for travelers there to see the sights."
United States
Jenna
The price is ₩290,371
₩324,344 total
includes taxes & fees
Aug 10 - Aug 11
The Trail in Adams - Berkshires’ Art Hotel
Garden

7. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (465 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is ₩275,941
₩302,707 total
includes taxes & fees
Sep 8 - Sep 9
Shaker Mill Inn
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, (509 reviews)
"Beautiful inn with the most interesting treasures and decorations."
United States
Mary
The price is ₩224,272
₩250,515 total
includes taxes & fees
Aug 19 - Aug 20
Whistler's Inn Bed & Breakfast
Front of property

9. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (383 reviews)
"Location is convenient to walk through downtown Lee and to get to a show at Tanglewood."
United States
Joseph
The price is ₩380,108
₩424,582 total
includes taxes & fees
Sep 8 - Sep 9
Chambery Inn
Desk, laptop workspace, iron/ironing board (on request), WiFi (free)

10. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (104 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 ₩387,162
₩432,467 total
includes taxes & fees
Aug 17 - Aug 18
Granville House
Exterior

11. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"The entire staff was amazing and the inn was beautiful, we will definitely be back"
United States
Edward
The price is ₩250,394
₩288,080 total
includes taxes & fees
Aug 31 - Sep 1
The Cornell Inn, Lenox & The Berkshires
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)
"The inn has an excellent location and amenities."
United States
Christopher
The price is ₩547,658
₩611,730 total
includes taxes & fees
Sep 3 - Sep 4
Devonfield Inn B&B
Suite, Private Bathroom (RedBird Suite) | View from room

13. 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, (114 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is ₩464,833
₩562,314 total
includes taxes & fees
Aug 24 - Aug 25
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property

14. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (101 reviews)
"Our room was very clean and comfortable - exactly what we needed to rest well. Breakfast was excellent and we felt well taken care of. We are grateful for the friendly and welcoming hosts and their staff who listened to every need and graciously provided for us. We’ll definitely return for another stay when we’re in the area."
United Kingdom
Michele
The price is ₩555,823
₩651,895 total
includes taxes & fees
Sep 7 - Sep 8
The Inn at Stockbridge
Luxury Room, 1 King Bed, Bathtub | Premium bedding, iron/ironing board, WiFi (free), individually decorated

15. 33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (75 reviews)
"This was our second stay at 33 Main. Wonderfully maintain, homey environment, with friendly, welcoming and helpful staff. Welcoming cookies, and beautiful water bottle. They even remembered that we asked for the beach and gave us excellent recommendation. Convenient parking in the back. My only suggestion for improvement is breakfast - last year it was much better."
United States
Tatyana
The price is ₩1,036,635
₩1,157,922 total
includes taxes & fees
Aug 31 - Sep 1
33 Main
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

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Friendly staff, clean room."
Clement 2-night trip
Posted 2 hours ago
Quality Inn Great Barrington

Find out more about Western Massachusetts

Western Massachusetts B&B information

Number of reviews
2,683
Accommodation
28 B&B
Lowest Price
₩190,061
Highest Price
₩1,157,922