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

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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 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 AED 823
AED 919 total
includes taxes & fees
27 Sep - 28 Sep
Granville House
Interior detail

2. 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
Garden

3. 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 651
AED 714 total
includes taxes & fees
23 Sep - 24 Sep
Shaker Mill Inn
Front of property - evening/night

4. 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 1,612
AED 1,801 total
includes taxes & fees
23 Sep - 24 Sep
Devonfield Inn B&B
Suite, Private Bathroom (RedBird Suite) | View from room

5. 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
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)
"Convenient location for Tanglewood and other Berkshire sights. Nice complimentary breakfast and arrival cocktail."
United States
Rosann
The price is AED 604
AED 693 total
includes taxes & fees
23 Sep - 24 Sep
The Cornell Inn, Lenox & The Berkshires
Front of property

7. 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 AED 1,564
AED 1,834 total
includes taxes & fees
23 Sep - 24 Sep
The Inn at Stockbridge
Library

8. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (221 reviews)
"The Inn is lovely and charming - and the breakfast was especially great."
United States
Rachel
The price is AED 551
AED 634 total
includes taxes & fees
24 Sep - 25 Sep
Blackberry River Inn
Front of property

9. 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 942
AED 1,052 total
includes taxes & fees
1 Oct - 2 Oct
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 AED 542
AED 606 total
includes taxes & fees
23 Sep - 24 Sep
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, (117 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 AED 749
AED 839 total
includes taxes & fees
23 Sep - 24 Sep
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, (127 reviews)
"A great place to stay!"
United States
Thomas
The price is AED 735
AED 823 total
includes taxes & fees
23 Sep - 24 Sep
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, (448 reviews)
"The whole vibe of the B&B was so simple and perfect. 10/10 will stay again."
United States
Nicholas
The price is AED 386
AED 444 total
includes taxes & fees
26 Sep - 27 Sep
Locust Tree Bed and Breakfast LLC
Living area

14. Elegant suite with a king bed, fireplace, and kitchenette.

Elegant suite with a king bed, fireplace, and kitchenette.
Lenox
The price is AED 1,702
AED 2,207 total
includes taxes & fees
24 Sep - 25 Sep
Elegant suite with a king bed, fireplace, and kitchenette.
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, (317 reviews)
"Great place! Comfy and charming!!"
United States
Mary
The price is AED 990
AED 1,120 total
includes taxes & fees
27 Sep - 28 Sep
Inn at Pine Plains
Front of property

16. 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 AED 608
AED 709 total
includes taxes & fees
23 Sep - 24 Sep
Brook Farm Inn
Fireplace

17. Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn

Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
Lenox
The price is AED 1,908
AED 2,492 total
includes taxes & fees
27 Sep - 28 Sep
Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
1 bedroom, bed sheets

18. "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Lenox
The price is AED 1,731
AED 2,205 total
includes taxes & fees
27 Sep - 28 Sep
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Interior

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 1,232
AED 1,606 total
includes taxes & fees
27 Sep - 28 Sep
Elegant Carriage House room with a queen bed and private patio.
1 bedroom, bed sheets

20. Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Lenox
The price is AED 1,614
AED 2,110 total
includes taxes & fees
28 Sep - 29 Sep
Experience Timeless Elegance in The Niles Johnson Room at The Cornell 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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"We go to Western Massachusetts twice a year - some years it's more. Since discovering Berkshire Mountain Lodge, we have not been able to stay anywhere else. The staff have always been so pleasant and the room always smelled clean when you walk through the door."
Jonathan 2-night trip
Posted 3 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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