A river surrounded by autumn-colored trees and a forested hill.

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Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

Our top choices for Stockbridge bed & breakfast

A two-story house with a brick entrance and a white facade.

1. 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 NT$12,450
NT$15,061 total
includes taxes & fees
Nov 14 - Nov 15
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property

2. 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 NT$11,891
NT$13,946 total
includes taxes & fees
Nov 12 - Nov 13
The Inn at Stockbridge
A red building with a sign reading "Shaker Mill Inn."

3. 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 NT$3,553
NT$3,898 total
includes taxes & fees
Nov 2 - Nov 3
Shaker Mill Inn
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, (1,001 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is NT$5,542
NT$6,357 total
includes taxes & fees
Nov 2 - Nov 3
The Cornell Inn, Lenox & The Berkshires
A large, two-story house with a well-maintained lawn and a fence.

5. 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 NT$12,029
NT$13,436 total
includes taxes & fees
Nov 4 - Nov 5
Devonfield Inn B&B
A two-story building with a sign reading "Chambéry Inn".

6. 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 NT$6,865
NT$7,668 total
includes taxes & fees
Dec 1 - Dec 2
Chambery Inn
A dining area with a round table and four chairs, a radiator, and a window with a view of greenery.

7. 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 NT$8,312
NT$9,285 total
includes taxes & fees
Nov 2 - Nov 3
Granville House
A garden with a white gazebo, a brick pathway, and various plants and flowers.

8. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.2 out of 10, Very good, (521 reviews)
"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "
United States
Mary Anna
The price is NT$5,750
NT$6,423 total
includes taxes & fees
Nov 3 - Nov 4
Whistler's Inn Bed & Breakfast
An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

9. 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 NT$5,346
NT$5,988 total
includes taxes & fees
Dec 2 - Dec 3
Inn at Silver Maple Farm
Interior detail

10. 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 NT$5,656
NT$6,318 total
includes taxes & fees
Nov 2 - Nov 3
Wilder House Berkshires
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

11. 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 NT$6,194
NT$7,123 total
includes taxes & fees
Nov 2 - Nov 3
Blackberry River Inn
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, (453 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is NT$3,423
NT$3,936 total
includes taxes & fees
Nov 2 - Nov 3
Locust Tree Bed and Breakfast LLC
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

13. 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 NT$5,399
NT$6,291 total
includes taxes & fees
Dec 1 - Dec 2
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 Stockbridge Hotel Reviews

Prospect Berkshires

Prospect Berkshires

10/10 Excellent
"Great experience!"
Sunny 3-night trip
Posted 10 hours ago
Prospect Berkshires

Find out more about Stockbridge

Stockbridge B&B information

Number of reviews
2,456
Accommodation
27 B&B
Lowest Price
NT$3,898
Highest Price
NT$15,061

Frequently asked questions

Searching for B&Bs in Stockbridge?
If you want to find a place to stay with fewer rooms than a hotel and a cozy environment, a B&B might be a great fit for your vacation to Stockbridge. A trip to Stockbridge wouldn't be complete without a stop by Norman Rockwell Museum or Mission House if you're someone who could spend hours browsing exhibits.
Why would you choose B&Bs instead of traditional hotels?
Every B&B has a unique charm. Whether it's a garden for guests to admire or a beautiful dining room, the little details are what make bed and breakfasts the perfect escape.
What are the top B&Bs in Stockbridge?
Check out these B&Bs in Stockbridge: The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood: 8 rooms. Enjoy the free full breakfast and outdoor pool. The Inn at Stockbridge: 14 rooms. Enjoy the free cooked breakfast and designer toiletries.
What's the best time of year to book my B&B in Stockbridge?
When you're planning your stay in Stockbridge, year-round temperatures and rainfall may be important factors to consider. 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 27°F. The snowiest months in Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Stockbridge?
Travelers enjoy Stockbridge for its bars and historic landmarks. If cultural attractions are high on your list, Norman Rockwell Museum and Berkshire Theatre Festival are spots to check out. You might put Naumkeag Museum and National Shrine of the Divine Mercy on your list if you want to see more of the area.
How can I get to and around Stockbridge?
You can map out your trip in and around Stockbridge ahead of time with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 9.6 mi (15.5 km) away from the heart of the city. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 20 mi (32.3 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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