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

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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 area with a round table and four chairs, a radiator, and a window with a view of greenery.

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 AED 933
AED 1,042 total
includes taxes & fees
20 Nov - 21 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 AED 533
AED 584 total
includes taxes & fees
8 Nov - 9 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 AED 602
AED 672 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, (1,002 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is AED 624
AED 716 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 AED 981
AED 1,151 total
includes taxes & fees
8 Nov - 9 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 AED 1,403
AED 1,697 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 AED 670
AED 770 total
includes taxes & fees
8 Nov - 9 Nov
Blackberry River Inn
A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

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 AED 602
AED 675 total
includes taxes & fees
2 Dec - 3 Dec
Inn at Silver Maple Farm
A crowded outdoor event with tents and people gathered in a grassy area.

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 AED 681
AED 760 total
includes taxes & fees
10 Nov - 11 Nov
Chambery Inn
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

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 AED 1,355
AED 1,514 total
includes taxes & fees
13 Nov - 14 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 AED 506
AED 565 total
includes taxes & fees
8 Nov - 9 Nov
Whistler's Inn Bed & Breakfast
A covered porch with white railings and rocking chairs.

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 AED 386
AED 444 total
includes taxes & fees
10 Nov - 11 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 AED 735
AED 823 total
includes taxes & fees
8 Nov - 9 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 AED 608
AED 709 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 AED 838
AED 948 total
includes taxes & fees
9 Nov - 10 Nov
Inn at Pine Plains
A neatly made bed with a headboard, a bedside lamp, a framed painting, and a small bedside table with a tissue box.

16. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is AED 997
AED 1,242 total
includes taxes & fees
9 Nov - 10 Nov
Experience Timeless Elegance in The Edith Wharton Room!
A porch with a white railing, a potted plant, and a view of a garden.

17. 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 1,114
AED 1,385 total
includes taxes & fees
15 Nov - 16 Nov
Cozy Carriage House room with a double bed and private balcony
A well-appointed bedroom with a large bed, a bedside table, a chair, and a bathroom visible through an open door.

18. 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 997
AED 1,242 total
includes taxes & fees
9 Nov - 10 Nov
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
A room with a dark green sofa, a small table with a vase of flowers, a desk with a lamp, and a window with curtains.

19. Elegant Carriage House room with a queen bed and private patio.

Elegant Carriage House room with a queen bed and private patio.
Lenox
The price is AED 1,056
AED 1,305 total
includes taxes & fees
8 Nov - 9 Nov
Elegant Carriage House room with a queen bed and private patio.
A wooden deck with Adirondack chairs and a small table, leading to a garden area with a swing set.

20. Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is AED 1,173
AED 1,452 total
includes taxes & fees
8 Nov - 9 Nov
Historic Susan B. Anthony Room - Cozy & Charming Stay
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Very centrally located. Right next to a good little market. Very reasonable price for an apartment like room."
Holly 3-night trip
Posted 21 hours ago
Berkshire Mountain Lodge

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. 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 heart of downtown.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 Les Trois Emme Winery and Ski Butternut. 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.

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