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Compare 33 B&B in Western Massachusetts with updated reviews, rates, and availability.

The Ellery

3.5 star property
9.0 out of 10, Wonderful, (673)
"We love staying here every time we visit Smith"
The price is AED 547
AED 611 total
includes taxes & fees
26 May - 27 May
The Ellery

The Cornell Inn, Lenox & The Berkshires

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Quiet, friendly, convenient"
The price is AED 530
AED 735 total
includes taxes & fees
12 May - 13 May
The Cornell Inn, Lenox & The Berkshires

Black Walnut Inn

2.0 star property
9.8 out of 10, Exceptional, (57)
"great B&B."
The price is AED 726
AED 811 total
includes taxes & fees
20 May - 21 May
Black Walnut Inn

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (257)
"Wonderful Location"
The price is AED 702
AED 823 total
includes taxes & fees
25 May - 26 May
Lakehouse Inn

Old Mill Inn

3.0 star property
9.4 out of 10, Exceptional, (479)
"Quiet and very relaxing, making it a great and enjoyable stay! "
The price is AED 733
AED 819 total
includes taxes & fees
19 May - 20 May
Old Mill Inn

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (21)
"I’m a returning guest. The house is always charming, welcoming, comfortable and clean! The owner is very accommodating. "
The price is AED 562
AED 628 total
includes taxes & fees
21 May - 22 May
Wilder House Berkshires

Naomi's Inn Bed & Breakfast

3.5 star property
9.0 out of 10, Wonderful, (386)
"We stayed for two nights in April 2025 in the Louis XIV Room. What a lovely stay. The room is spacious and clean. The food was delicious and the host is kind and has lots of information on local points of interest. There are many free parking spots on site. Centrally located to everything, and location was nice and quiet."
The price is AED 411
AED 467 total
includes taxes & fees
26 May - 27 May
Naomi's Inn Bed & Breakfast

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (410)
"Nice"
The price is AED 735
AED 806 total
includes taxes & fees
9 Jun - 10 Jun
Shaker Mill Inn

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (363)
"Chamberry Inn was a nice, quiet, relaxing stay. Enjoyed every second of it. The staff were kind and helpful. Would definitely stay again if I was in the area."
The price is AED 698
AED 779 total
includes taxes & fees
11 May - 12 May
Chambery Inn

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (129)
"Best place I have been. Beautiful place. Excellent host. "
The price is AED 638
AED 713 total
includes taxes & fees
11 May - 12 May
The Trail in Adams - Berkshires’ Art Hotel

33 Main

4.0 star property
10.0 out of 10, Exceptional, (70)
"Beautiful place. Everything was perfect and so pretty. Great location, too. Will definitely return. "
The price is AED 1,441
AED 1,610 total
includes taxes & fees
14 May - 15 May
33 Main

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (152)
"Very homy kind of Inn. Owner was very accommodative and friendly. Very safe place with great ambience. "
The price is AED 639
AED 714 total
includes taxes & fees
14 May - 15 May
Brook Farm Inn

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (125)
"Very enjoyable comfortable stay"
The price is AED 988
AED 1,104 total
includes taxes & fees
11 May - 12 May
Devonfield Inn B&B

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (471)
"Great historic inn loaded with interesting common areas and furnishings."
The price is AED 622
AED 764 total
includes taxes & fees
26 May - 27 May
Whistler's Inn Bed & Breakfast

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (152)
"This historic property is very nice. Beds are comfortable. The hosts are very welcoming and communication was very good. Breakfast was outstanding! I highly recommend this property and hope to return for another visit someday. "
The price is AED 710
AED 751 total
includes taxes & fees
25 May - 26 May
Centennial House

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 AED 2,530
AED 3,061 total
includes taxes & fees
15 May - 16 May
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Daniel Stebbins House

3.0 star property
10.0 out of 10, Exceptional, (45)
"Lovely old inn, beautifully maintained and well-appointed with antiques, overlooking pretty gardens, convenient to the college and town, cared for by delightful proprietors."
The price is AED 993
AED 1,109 total
includes taxes & fees
2 Jun - 3 Jun
Daniel Stebbins House

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"We we were in the Out of Africa room, set apart in a complex of 4 suites in a unit apart from the Inn itself. The room was uniquely created to feel like an escape to Africa, and heated by a lovely gas fireplace. The breakfast both mornings, delicious. A perfect getaway!"
The Inn at Stockbridge

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Beautiful rooms, wonderful hosts, been here several times and plan to come again. "
The price is AED 823
AED 919 total
includes taxes & fees
11 May - 12 May
Granville House

Tanglewood Suites

2.5 star property
8.0 out of 10, Very Good, (15)
"The property is so lovely and peaceful. I love the classic mid-century modern aesthetic. For visitors to the National Shrine of Divine Mercy, the Inn’s location couldn’t be more perfect with only a 5-minute walk to the Shrine. "
The price is AED 988
AED 988 total
includes taxes & fees
11 May - 12 May
Tanglewood Suites
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.
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Other property types in Western Massachusetts

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1804)
"The property was clean and the staff very accommodated."
The price is AED 403
AED 490 total
includes taxes & fees
11 May - 12 May
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (929)
"Out dated not many resort like options "
The price is AED 488
AED 545 total
includes taxes & fees
11 May - 12 May
Jiminy Peak Mountain Resort

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The Ponds at Foxhollow
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.