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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Great Barrington bed & breakfast

A dining table with pastries, a coffee pot, and a vase of sunflowers.

1. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (110 reviews)
"We loved everything about Granville House, especially the innkeepers! Wonderful atmosphere and excellent food! It was definitely the highlight of our trip to New England."
United States
Cynthia
The price is Rp4.630.800
Rp5.172.694 total
includes taxes & fees
18 Nov - 19 Nov
Granville House
A red building with a sign reading "Shaker Mill Inn."

2. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (483 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
The price is Rp2.633.200
Rp2.888.621 total
includes taxes & fees
10 Nov - 11 Nov
Shaker Mill Inn
Interior detail

3. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
The price is Rp2.975.752
Rp3.323.914 total
includes taxes & fees
10 Nov - 11 Nov
Wilder House Berkshires
A snow-covered outdoor area with a patio, seating, and a covered dining area.

4. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,000 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is Rp3.087.491
Rp3.541.352 total
includes taxes & fees
9 Nov - 10 Nov
The Cornell Inn, Lenox & The Berkshires
Front of property

5. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (108 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
The price is Rp4.851.989
Rp5.690.618 total
includes taxes & fees
10 Nov - 11 Nov
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.

6. 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
9.4 out of 10, Exceptional, (120 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is Rp6.935.731
Rp8.390.257 total
includes taxes & fees
26 Nov - 27 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

7. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (251 reviews)
"Great Breakfast Bed was okay Room very quaint hotel was very nice inside"
United States
Melanie
The price is Rp3.450.400
Rp3.967.960 total
includes taxes & fees
8 Nov - 9 Nov
Blackberry River Inn
An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

8. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (118 reviews)
"Perfect location for hiking, hanging out and Tanglewood Comfortable and charming common space and cozy nicely decorated rooms Generous breakfast and snacks throughout the day We’ll be back"
United States
Linda
The price is Rp2.979.552
Rp3.337.098 total
includes taxes & fees
2 Dec - 3 Dec
Inn at Silver Maple Farm
A two-story building with a sign reading "Chambéry Inn".

9. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (390 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 Rp3.824.314
Rp4.271.777 total
includes taxes & fees
6 Dec - 7 Dec
Chambery Inn
A large, two-story house with a well-maintained lawn and a fence.

10. 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 Rp6.701.040
Rp7.485.007 total
includes taxes & fees
16 Nov - 17 Nov
Devonfield Inn B&B
A garden with a white gazebo, a brick pathway, and various plants and flowers.

11. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.2 out of 10, Very good, (522 reviews)
"Delightful experience in a gilded age setting."
United States
George
The price is Rp2.500.632
Rp2.793.190 total
includes taxes & fees
6 Nov - 7 Nov
Whistler's Inn Bed & Breakfast
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

12. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (454 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is Rp1.906.800
Rp2.192.820 total
includes taxes & fees
8 Nov - 9 Nov
Locust Tree Bed and Breakfast LLC
A bedroom with a large mural of a waterfall, two bedside lamps, a bed with multiple pillows, and a nightstand with a lamp.

13. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (127 reviews)
"A great place to stay!"
United States
Thomas
The price is Rp3.632.000
Rp4.067.840 total
includes taxes & fees
9 Nov - 10 Nov
Changing Times Boutique Country Lodging
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

14. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.6 out of 10, Exceptional, (178 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
The price is Rp3.007.478
Rp3.504.698 total
includes taxes & fees
1 Dec - 2 Dec
Brook Farm Inn
A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.

15. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (318 reviews)
"good location/ walkable to down town !"
United States
teresina
The price is Rp4.994.000
Rp5.649.464 total
includes taxes & fees
8 Nov - 9 Nov
Inn at Pine Plains
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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Learn more about Great Barrington

Tucked in the Berkshires, this charming town blends historic Main Street shopping with easy access to Monument Mountain's panoramic hiking trails. Visit in autumn when the maple-lined streets burst with colour, or catch performances at the Mahaiwe Theatre housed in a beautifully restored 1905 building.

See all hotels in Great Barrington
A building with a marquee sign reading "MAHAIWE Performing Arts Center" and a smaller sign for "Black Violin" performances.

Top reviews in Great Barrington

A dining table with pastries, a coffee pot, and a vase of sunflowers.
Granville House

Granville House

Granville House
Housatonic

10/10 Excellent

Absolutely loved my stay. Bed comfortable, linens luxurious, hosts gorgeous. Quiet and comfortable, and then some! Thanks!
United Kingdom
Avery
Reviewed August 7, 2026
Granville House

Frequently Asked Questions

Searching for B&Bs in Great Barrington?

Whether you're on a family holiday and want a small, cosy place to stay, or you're a solo traveller hoping to meet fellow tourists, B&Bs can be a great choice for many types of holidaymakers. 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 a good option for your stay?

With attentive service, an atmosphere suited to mingling with other guests and hearty breakfasts, B&Bs provide a truly one-of-a-kind 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 decor and library. The Cornell Inn, Lenox & The Berkshires: 12.4 mi (20 km) from the city centre. Enjoy the free full breakfast and unique decor. Blackberry River Inn: 14 rooms. Situated 14.5 mi (23.3 km) from the heart of Great Barrington. Enjoy the free cooked breakfast and outdoor pool. Locust Tree Bed and Breakfast LLC: 7 rooms. 12.6 mi (20.3 km) from the city centre. 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.

When is the best time to book my B&B in Great Barrington?

When you're dreaming of a escape to Great Barrington, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Great Barrington are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

What is there to do in Great Barrington?

If you're looking for some things to do on you trip, travellers enjoy Great Barrington for its hiking and skiing. If you're looking for some activities to entertain you on your trip, consider visiting Les Trois Emme Winery and Ski Butternut. You should 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?

Mapping out your trip in and around Great Barrington is easy with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 16.2 mi (26.1 km) away from the heart of the city. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 19.2 mi (30.9 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.