A lake with a rocky shoreline and a forested island.

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Check prices for these dates

Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30
In one month
Sep 11 - Sep 13
In two months
Oct 9 - Oct 11

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, (529 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 P11,029
P12,319 total
includes taxes & fees
Sep 14 - Sep 15
Old Mill Inn
Hypo-allergenic bedding available, iron/ironing board, WiFi (free)

2. Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
10.0 out of 10, Exceptional, (144 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 P10,768
P12,028 total
includes taxes & fees
Aug 17 - Aug 18
Black Walnut Inn
Iron/ironing board (on request), WiFi (free), individually decorated

3. 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 P7,312
P8,296 total
includes taxes & fees
Aug 17 - Aug 18
Naomi's Inn Bed & Breakfast
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 P16,607
P18,550 total
includes taxes & fees
Aug 19 - Aug 20
Daniel Stebbins House
Garden

5. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (466 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is P11,491
P12,606 total
includes taxes & fees
Sep 15 - Sep 16
Shaker Mill Inn
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, (154 reviews)
"Great central location for travelers there to see the sights."
United States
Jenna
The price is P12,751
P14,243 total
includes taxes & fees
Sep 15 - Sep 16
The Trail in Adams - Berkshires’ Art Hotel
Interior detail

7. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (61 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is P12,320
P13,762 total
includes taxes & fees
Aug 27 - Aug 28
Wilder House Berkshires
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, (513 reviews)
"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "
United States
Mary Anna
The price is P9,789
P10,934 total
includes taxes & fees
Sep 1 - Sep 2
Whistler's Inn Bed & Breakfast
Desk, laptop workspace, iron/ironing board (on request), WiFi (free)

9. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (105 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 P16,898
P18,876 total
includes taxes & fees
Aug 17 - Aug 18
Granville House
Front of property

10. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (384 reviews)
"The room was clean and very quiet. Breakfast was delivered to our room as requested."
United States
Richard
The price is P16,591
P18,532 total
includes taxes & fees
Sep 14 - Sep 15
Chambery Inn
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, (1,004 reviews)
"The entire staff was amazing and the inn was beautiful, we will definitely be back"
United States
Edward
The price is P10,929
P12,574 total
includes taxes & fees
Aug 25 - Aug 26
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)
"Excellent food and helpful staff"
United States
Richard
The price is P23,904
P26,700 total
includes taxes & fees
Sep 3 - Sep 4
Devonfield Inn B&B
Front of property

13. 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 P23,165
P27,170 total
includes taxes & fees
Sep 13 - Sep 14
The Inn at Stockbridge
View from room

14. 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 P20,289
P24,543 total
includes taxes & fees
Aug 31 - Sep 1
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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 P40,722
P45,486 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.
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Top Western Massachusetts Hotel Reviews

Inn on Boltwood

Inn on Boltwood

10/10 Excellent
"Wonderful place! Highly recommended! Full of charm!"
Patrick 1-night trip
Posted 2 hours ago
Inn on Boltwood

Find out more about Western Massachusetts

Western Massachusetts B&B information

Number of reviews
3,830
Accommodation
29 B&B
Lowest Price
P8,296
Highest Price
P45,486

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