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17 Oct - 19 Oct
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24 Oct - 26 Oct
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7 Nov - 9 Nov
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5 Dec - 7 Dec

Featured B&B in Western Massachusetts

Trainmasters Inn
Reception

Trainmasters Inn

3.0 star property
9.6 out of 10, Exceptional, (369)
"Lovely bed and breakfast!"
The price is S$149
includes taxes & fees
2 Nov - 3 Nov
Trainmasters Inn
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (140)
"Loved everything especially Lucas and Joe💟☮️"
The price is S$244
includes taxes & fees
7 Oct - 8 Oct
Blackberry River Inn
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (427)
"Very casual and easy check in and out; lovely and substantial breakfast"
The price is S$187
includes taxes & fees
3 Nov - 4 Nov
Shaker Mill Inn
Four Columns Inn
Dining

Four Columns Inn

3.0 star property
9.2 out of 10, Wonderful, (5)
"So much charm! This place was absolutely outstanding. Already trying to figure out how we can come back for a longer stay."
Four Columns Inn
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1003)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is S$234
includes taxes & fees
28 Oct - 29 Oct
The Cornell Inn, Lenox & The Berkshires
Old Mill Inn
Private kitchen

Old Mill Inn

3.0 star property
9.4 out of 10, Exceptional, (497)
"Loved our stay! "
Old Mill Inn
Wilder House Berkshires
1 bedroom, premium bedding, individually decorated

Wilder House Berkshires

2.0 star property
9.8 out of 10, Exceptional, (35)
"Highly recommend this beautiful bed & breakfast! The room was wonderful and overlooked the property, the breakfast was delicious, and the hospitality was amazing. I had a fantastic stay, and will definitely stay at The Wilder House again when I'm in the area."
The price is S$236
includes taxes & fees
30 Oct - 31 Oct
Wilder House Berkshires
Naomi's Inn Bed & Breakfast
2 bedrooms, individually decorated, individually furnished

Naomi's Inn Bed & Breakfast

3.5 star property
9.0 out of 10, Wonderful, (417)
"Great host and breakfast was excellent."
The price is S$161
includes taxes & fees
13 Oct - 14 Oct
Naomi's Inn Bed & Breakfast
The Trail in Adams - Berkshires’ Art Hotel
Terrace/patio

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (137)
"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. "
The price is S$250
includes taxes & fees
1 Nov - 2 Nov
The Trail in Adams - Berkshires’ Art Hotel
Granville House
Individually decorated, individually furnished, desk, laptop workspace

Granville House

3.0 star property
10.0 out of 10, Exceptional, (85)
"Beautiful place! Terri and Terry are the best!"
The price is S$315
includes taxes & fees
26 Oct - 27 Oct
Granville House
Centennial House
Free daily full breakfast

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (168)
"The property was wonderful and the hosts exceptional❤️"
The price is S$274
includes taxes & fees
28 Oct - 29 Oct
Centennial House
Brook Farm Inn
1 bedroom, premium bedding, iron/ironing board, rollaway beds

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (161)
"Inn was gorgeous and staff exceptional!"
Brook Farm Inn
Lakehouse Inn
Porch

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (283)
"Lovely location on a lake, quiet, simple, clean rooms, great breakfast included. "
The price is S$267
includes taxes & fees
2 Nov - 3 Nov
Lakehouse Inn
Black Walnut Inn
Hypo-allergenic bedding, individually decorated, individually furnished

Black Walnut Inn

2.0 star property
9.8 out of 10, Exceptional, (90)
"Was a wonderful inn and breakfast absolutely delicious!"
The price is S$381
includes taxes & fees
7 Oct - 8 Oct
Black Walnut Inn
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (369)
"ease of late check in. Super comfortable room."
Chambery Inn
UU Rowe Camp and Conference Center
Front of property

UU Rowe Camp and Conference Center

2.0 star property
The price is S$198
includes taxes & fees
1 Nov - 2 Nov
UU Rowe Camp and Conference Center
Daniel Stebbins House
Exterior

Daniel Stebbins House

3.0 star property
10.0 out of 10, Exceptional, (47)
"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. "
The price is S$389
includes taxes & fees
7 Oct - 8 Oct
Daniel Stebbins House
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (52)
"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!! "
The price is S$357
includes taxes & fees
9 Oct - 10 Oct
Harbour House Inn
The Inn at Stockbridge
Exterior

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
The price is S$559
includes taxes & fees
2 Nov - 3 Nov
The Inn at Stockbridge
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business centre

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 S$483
includes taxes & fees
20 Oct - 21 Oct
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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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Top Western Massachusetts Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Friendly and helpful staff, room beautiful, great view, very clean. Great stay. Will return!"
Teryl 1-night trip
Posted 2 days ago
Vacation Village in the Berkshires

Find out more about Western Massachusetts

Find out more about Western Massachusetts

Western Massachusetts B&B information

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