A large stone church with a tall bell tower and arched windows.

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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1

Our top choices for Great Barrington bed & breakfast

Desk, laptop workspace, iron/ironing board (on request), WiFi (free)

1. 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 ₩373,560
₩417,273 total
includes taxes & fees
Sep 8 - Sep 9
Granville House
Interior detail

2. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (62 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is ₩308,085
₩344,131 total
includes taxes & fees
Sep 14 - Sep 15
Wilder House Berkshires
Garden

3. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (471 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is ₩206,477
₩226,505 total
includes taxes & fees
Sep 8 - Sep 9
Shaker Mill Inn
Suite, Private Bathroom (RedBird Suite) | View from room

4. 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, (116 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is ₩448,503
₩542,559 total
includes taxes & fees
Sep 28 - Sep 29
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property

5. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (106 reviews)
"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"
United States
Jodi
The price is ₩512,090
₩600,617 total
includes taxes & fees
Sep 13 - Sep 14
The Inn at Stockbridge
Exterior

6. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"Lovely people and place. Breakfast was great and so was the room. Highly recommend."
United States
FRED
The price is ₩223,452
₩256,300 total
includes taxes & fees
Sep 7 - Sep 8
The Cornell Inn, Lenox & The Berkshires
Front of property - evening/night

7. 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 ₩542,002
₩605,412 total
includes taxes & fees
Sep 8 - Sep 9
Devonfield Inn B&B
Library

8. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (215 reviews)
"The Inn is lovely and charming - and the breakfast was especially great."
United States
Rachel
The price is ₩203,760
₩234,324 total
includes taxes & fees
Sep 7 - Sep 8
Blackberry River Inn
Front of property

9. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (387 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 ₩366,755
₩409,665 total
includes taxes & fees
Sep 7 - Sep 8
Chambery Inn
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, (517 reviews)
"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "
United States
Mary Anna
The price is ₩240,844
₩269,031 total
includes taxes & fees
Sep 7 - Sep 8
Whistler's Inn Bed & Breakfast
Aerial view

11. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (115 reviews)
"Very nice hotel."
United States
Erdem
The price is ₩311,074
₩348,403 total
includes taxes & fees
Sep 8 - Sep 9
Inn at Silver Maple Farm
Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, desk, laptop workspace, blackout drapes

12. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (123 reviews)
"A great place to stay!"
United States
Thomas
The price is ₩271,680
₩304,282 total
includes taxes & fees
Sep 7 - Sep 8
Changing Times Boutique Country Lodging
Exterior

13. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (443 reviews)
"The whole vibe of the B&B was so simple and perfect. 10/10 will stay again."
United States
Nicholas
The price is ₩142,632
₩164,027 total
includes taxes & fees
Sep 7 - Sep 8
Locust Tree Bed and Breakfast LLC
Free daily continental breakfast

14. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (315 reviews)
"Great place! Comfy and charming!!"
United States
Mary
The price is ₩373,560
₩422,591 total
includes taxes & fees
Sep 7 - Sep 8
Inn at Pine Plains
Front of property

15. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (173 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
The price is ₩375,951
₩430,817 total
includes taxes & fees
Sep 8 - Sep 9
Brook Farm Inn
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 Great Barrington Hotel Reviews

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"Great stay!!"
Margaret 1-night trip
Posted 3 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Find out more about Great Barrington

Great Barrington B&B information

Number of reviews
3,073
Accommodation
34 B&B
Lowest Price
₩164,027
Highest Price
₩605,412

Frequently asked questions

Searching for B&Bs in Great Barrington?
Whether you're on a romantic holiday and are looking to stay somewhere quiet, or you're a solo traveler hoping to meet fellow tourists, a B&B can be a good choice for many different types of travelers. If hitting the slopes is top of the list for your trip to Great Barrington, Ski Butternut or Catamount Ski Area are worth a visit.
How do you know if a B&B is the best choice for you?
With attentive service, an atmosphere suited to mingling with other guests, and breakfast served on site, B&Bs all have a unique setting.
What are the best bed and breakfasts in Great Barrington?
Here are some well-liked B&Bs in the area: The Berkshire Mountain Inn: 7 rooms. 0.6 mi (1 km) from the heart of Great Barrington. Enjoy the unique décor and library. The Cornell Inn, Lenox & The Berkshires: 12.4 mi (20 km) from the downtown core. Enjoy the free full breakfast and unique décor. Locust Tree Bed and Breakfast LLC: 7 rooms. Situated 12.6 mi (20.3 km) from the heart of Great Barrington. Blackberry River Inn: 14 rooms. 14.5 mi (23.3 km) from the heart of downtown. Enjoy the free cooked breakfast and outdoor pool. Inn at Silver Maple Farm: 11 rooms. Located 16.2 mi (26.1 km) from the core of Great Barrington. Enjoy the free buffet breakfast and designer toiletries.
What's the best time of year to book my B&B in Great Barrington?
When you're planning your stay in Great Barrington, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Great Barrington are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Great Barrington?
If you're looking for some things to do on your trip, travelers enjoy Great Barrington for its hiking and skiing. If you're looking for some activities to entertain you on your trip, consider visiting Ski Butternut and Les Trois Emme Winery. You might put Housatonic River Walk and Housatonic River on your list if you want to see more of the area.
How can I get to and around Great Barrington?
Planning your excursions in and around Great Barrington is easier with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 16.2 mi (26.1 km) from the heart of the city. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 19.2 mi (30.9 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.