A lake with a rocky shoreline and a forested island.

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Check prices for these dates

Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct
In one month
23 Oct - 25 Oct
In two months
20 Nov - 22 Nov

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, (537 reviews)
"Very easy check in and check out. Really quiet peaceful area. Overall great experience"
United States
John
The price is AED 659
AED 736 total
includes taxes & fees
27 Sep - 28 Sep
Old Mill Inn
Deluxe Room, 1 King Bed | 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, (149 reviews)
"Well maintained property with beautiful and spacious rooms and a very home like feel."
United States
Kristen
The price is AED 659
AED 736 total
includes taxes & fees
29 Sep - 30 Sep
Black Walnut Inn
Room (Louis XIV) | 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, (457 reviews)
"Love the spirit and enthusiasm of the owner. Breakfast was superb! Highly recommend you stay here."
United States
Peter
The price is AED 386
AED 438 total
includes taxes & fees
4 Oct - 5 Oct
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, (56 reviews)
"Great set up and perfect for visiting Mt Holyoke"
United States
David
The price is AED 993
AED 1,109 total
includes taxes & fees
27 Sep - 28 Sep
Daniel Stebbins House
Garden

5. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (474 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is AED 662
AED 726 total
includes taxes & fees
4 Oct - 5 Oct
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, (157 reviews)
"Fun decor, friendly staff, great complimentary breakfast, directly on bike path."
United States
Susan
The price is AED 666
AED 744 total
includes taxes & fees
28 Sep - 29 Sep
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, (66 reviews)
"Perfect little b&b."
United States
Mark
The price is AED 687
AED 767 total
includes taxes & fees
27 Sep - 28 Sep
Wilder House Berkshires
Front of property

8. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (388 reviews)
"An absolutely perfect getaway spot! Beautiful rooms, great service, and an ideal location. Highly recommend and we will be going back."
United States
Alexandra
The price is AED 952
AED 1,063 total
includes taxes & fees
25 Oct - 26 Oct
Chambery Inn
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, (106 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 AED 823
AED 919 total
includes taxes & fees
27 Sep - 28 Sep
Granville House
Property grounds

10. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (518 reviews)
"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "
United States
Mary Anna
The price is AED 585
AED 654 total
includes taxes & fees
1 Oct - 2 Oct
Whistler's Inn Bed & Breakfast
Front of property

11. Centennial House

Centennial House
3.5 star property
Northfield
9.6 out of 10, Exceptional, (180 reviews)
"Excellent host making us feel very welcome. Very nice room and really lovely breakfast. Would certainly stay again if we are in the area."
United Kingdom
Alan
The price is AED 626
AED 662 total
includes taxes & fees
27 Sep - 28 Sep
Centennial House
1 bedroom, WiFi

12. Cozy Retreat in historic Farmhouse - Tranquility Room

Cozy Retreat in historic Farmhouse - Tranquility Room
Rowe
Cozy Retreat in historic Farmhouse - Tranquility Room
Front of property - evening/night

13. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
United States
Sebastien
The price is AED 1,502
AED 1,678 total
includes taxes & fees
25 Oct - 26 Oct
Devonfield Inn B&B
Front of property

14. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (107 reviews)
"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"
United States
Jodi
The price is AED 1,609
AED 1,887 total
includes taxes & fees
27 Sep - 28 Sep
The Inn at Stockbridge
Suite, Private Bathroom (RedBird Suite) | View from room

15. 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, (118 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is AED 1,897
AED 2,295 total
includes taxes & fees
12 Oct - 13 Oct
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
1 bedroom, WiFi, bed sheets

16. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is AED 1,173
AED 1,534 total
includes taxes & fees
28 Sep - 29 Sep
Experience Timeless Elegance in The Edith Wharton Room!
2 bedrooms, WiFi

17. Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm

Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm
Rowe
10.0 out of 10, Exceptional, (2 reviews)
"The piano, large spaces, and fireplace were all much appreciated."
United States
Benjamin B.
The price is AED 477
AED 555 total
includes taxes & fees
26 Sep - 27 Sep
Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm
1 bedroom, WiFi

18. Cozy Farmhouse Retreat - Ram Dass Room

Cozy Farmhouse Retreat - Ram Dass Room
Rowe
The price is AED 331
AED 408 total
includes taxes & fees
26 Sep - 27 Sep
Cozy Farmhouse Retreat - Ram Dass Room
3 bedrooms, bed sheets

19. Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
The price is AED 1,173
AED 1,534 total
includes taxes & fees
28 Sep - 29 Sep
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Interior

20. Cozy Carriage House room with a double bed and private balcony

Cozy Carriage House room with a double bed and private balcony
Lenox
The price is AED 1,291
AED 1,677 total
includes taxes & fees
28 Sep - 29 Sep
Cozy Carriage House room with a double bed and private balcony
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

The Yankee Inn

The Yankee Inn

10/10 Excellent
"Facility was very clean. Staff pleasant. Enjoyed breakfast."
James 1-night trip
Posted 1 hour ago
The Yankee Inn

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