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

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Check prices for these dates

Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27
In one month
Oct 9 - Oct 11
In two months
Nov 6 - Nov 8

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, (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 P14,047
P15,690 total
includes taxes & fees
Sep 14 - Sep 15
Granville House
Interior detail

2. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (64 reviews)
"Perfect little b&b."
United States
Mark
The price is P12,089
P13,503 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 P10,598
P11,626 total
includes taxes & fees
Sep 21 - Sep 22
Shaker Mill Inn
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, (118 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is P20,705
P25,047 total
includes taxes & fees
Sep 28 - Sep 29
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Exterior

5. 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)
"Convenient location for Tanglewood and other Berkshire sights. Nice complimentary breakfast and arrival cocktail."
United States
Rosann
The price is P12,738
P14,611 total
includes taxes & fees
Sep 17 - Sep 18
The Cornell Inn, Lenox & The Berkshires
Front of property

6. 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 P23,640
P27,727 total
includes taxes & fees
Sep 14 - Sep 15
The Inn at Stockbridge
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 P25,648
P28,649 total
includes taxes & fees
Sep 14 - Sep 15
Devonfield Inn B&B
Library

8. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (219 reviews)
"The Inn is lovely and charming - and the breakfast was especially great."
United States
Rachel
The price is P9,406
P10,817 total
includes taxes & fees
Sep 14 - Sep 15
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 P16,931
P18,912 total
includes taxes & fees
Sep 14 - Sep 15
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, (518 reviews)
"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "
United States
Mary Anna
The price is P11,796
P13,176 total
includes taxes & fees
Sep 14 - Sep 15
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, (116 reviews)
"We had a very pleasant stay at this. Eautiful country property. Check in was smooth and instructions were easy to follow. Our room, in the main building was well appointed. The bed was super comfortable and the amenities were fine. Breakfast was great! Common areas were lovely and inviting, and the s’mores kits in the lobby were just the thing for an evening around the outdoor fire pit. Highly recommend for anyone seeking a serene country setting."
United States
Jody
The price is P11,225
P12,572 total
includes taxes & fees
Sep 14 - Sep 15
Inn at Silver Maple Farm
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, (126 reviews)
"A great place to stay!"
United States
Thomas
The price is P12,542
P14,047 total
includes taxes & fees
Sep 14 - Sep 15
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 P6,584
P7,572 total
includes taxes & fees
Sep 15 - Sep 16
Locust Tree Bed and Breakfast LLC
Front of property

14. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (174 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
The price is P15,774
P18,122 total
includes taxes & fees
Sep 20 - Sep 21
Brook Farm Inn
Free daily continental breakfast

15. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (316 reviews)
"Great place! Comfy and charming!!"
United States
Mary
The price is P17,245
P19,508 total
includes taxes & fees
Sep 14 - Sep 15
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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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
"All the staff I encountered were helpful and friendly. Room was modern and spacious. The free breakfast was very good. I loved the pool and the hot tub! I had an excellent 2-night stay!"
Victoria 2-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
3,865
Accommodation
34 B&B
Lowest Price
P7,572
Highest Price
P28,649

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 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.

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