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Check prices for these dates

Next weekend
Jul 11 - Jul 13
In two weeks
Jul 18 - Jul 20
In one month
Aug 1 - Aug 3
In two months
Aug 29 - Aug 31

Compare 36 B&B in Stockbridge with updated reviews, rates, and availability.

Tanglewood Suites
2 Bedrooms 1 Bath | 1 bedroom, premium bedding, iron/ironing board, free WiFi

Tanglewood Suites

2.5 star property
8.0 out of 10, Very Good, (15)
"The property is so lovely and peaceful. I love the classic mid-century modern aesthetic. For visitors to the National Shrine of Divine Mercy, the Inn’s location couldn’t be more perfect with only a 5-minute walk to the Shrine. "
$269 nightly
The price is $269
Jul 1 - Jul 2
Total includes taxes and fees
Tanglewood Suites
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business center

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
$497 nightly
The price is $555
Jul 14 - Jul 15
Total includes taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (111)
"Friendly staff "
$166 nightly
The price is $191
Jul 1 - Jul 2
Total includes taxes and fees
Blackberry River Inn
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Nice place for a weekend away."
$244 nightly
The price is $258
Jul 1 - Jul 2
Total includes taxes and fees
Harbour House Inn
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (387)
"A positively delightful B&B in a beautiful town. "
$105 nightly
The price is $121
Jul 1 - Jul 2
Total includes taxes and fees
Locust Tree Bed and Breakfast LLC
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (366)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
$250 nightly
The price is $279
Jul 1 - Jul 2
Total includes taxes and fees
Chambery Inn
Devonfield Inn B&B
Front of property - evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (127)
"Very enjoyable comfortable stay"
$429 nightly
The price is $479
Jul 1 - Jul 2
Total includes taxes and fees
Devonfield Inn B&B
Lakehouse Inn
Porch

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (267)
"Really peaceful and serene property due to the lake. The house was clean and the staff were friendly. "
Lakehouse Inn
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Breakfast each day was phenomenal, staff were all so friendly, hotel & room were beautifully decorated. We had a wonderful time & would stay here again!"
$191 nightly
The price is $213
Jul 6 - Jul 7
Total includes taxes and fees
The Cornell Inn, Lenox & The Berkshires
Whistler's Inn Bed & Breakfast
Property grounds

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (475)
"All was just as advertised and the family/staff was friendly and helpful. "
$181 nightly
The price is $202
Jul 1 - Jul 2
Total includes taxes and fees
Whistler's Inn Bed & Breakfast
33 Main
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi

33 Main

4.0 star property
10.0 out of 10, Exceptional, (70)
"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "
$455 nightly
The price is $509
Jul 28 - Jul 29
Total includes taxes and fees
33 Main
Wilder House Berkshires
Wilder House Berkshires Room 3 | 1 bedroom, premium bedding, individually decorated

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (25)
"Always perfect! "
$189 nightly
The price is $212
Jul 10 - Jul 11
Total includes taxes and fees
Wilder House Berkshires
Brook Farm Inn
Loft, Private Bathroom (Skylight Loft) | 1 bedroom, premium bedding, iron/ironing board, rollaway beds

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (152)
"This is a charming and very pleasant place to stay."
$269 nightly
The price is $300
Jul 6 - Jul 7
Total includes taxes and fees
Brook Farm Inn
Granville House
Individually decorated, individually furnished, desk, laptop workspace

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Phenomenal hospitality, eclectic decor, luxurious sleep - we have been raving about our stay and will definitely be back!"
$249 nightly
The price is $278
Jul 1 - Jul 2
Total includes taxes and fees
Granville House
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (413)
"Nice"
$170 nightly
The price is $187
Jul 1 - Jul 2
Total includes taxes and fees
Shaker Mill Inn
Inn at Silver Maple Farm
Aerial view

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (86)
"Everything about our stay in The Loft was wonderful! The hot breakfast each morning was incredible. The entire inn was very clean and well kept. We will definitely be back! "
$239 nightly
The price is $258
Jul 6 - Jul 7
Total includes taxes and fees
Inn at Silver Maple Farm
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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Frequently asked questions

What are the most popular Stockbridge B&Bs?
The Stockbridge Country Inn is a lovely choice for travelers seeking a cozy and inclusive setting, boasting an excellent 9.2 rating. Nestled close to the scenic Norman Rockwell Museum and Chesterwood, this charming B&B offers a delightful breakfast that guests rave about. The owner's attentive service enhances the experience, and the beautifully decorated rooms provide a great retreat after a day of exploring. For those who appreciate outdoor adventures, the inn features onsite hiking and biking opportunities, complemented by breathtaking mountain views.

For those who enjoy a bit of luxury in their travels, Tanglewood Suites comes highly recommended with an 8.0 rating. Set against a stunning mountainous backdrop, this property is great for couples or solo travelers looking for a peaceful getaway. The spacious suites offer comfort and modern amenities, while the well-maintained grounds provide a serene environment to unwind. Guests frequently highlight the exceptional service, making it an excellent choice for anyone wanting a stress-free stay.
What is the nightly rate for a B&B in Stockbridge?
Prices for B&Bs in Stockbridge often vary, but you can find a great deal from $121 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Stockbridge B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Stockbridge?
The best time to book a B&B in Stockbridge is during the fall months, particularly from September to November. This season brings a stunning display of autumn foliage, making it a great time for travelers who appreciate picturesque landscapes and outdoor activities. The crisp air and vibrant colors create an inclusive setting for leisurely hikes along the scenic trails or exploring the charming downtown area filled with art galleries and boutiques.

September, in particular, offers a delightful blend of comfortable temperatures ranging from the mid-50s to mid-70s Fahrenheit, ideal for sightseeing and enjoying outdoor events. The autumn harvest season also means you can partake in local festivals, farmers' markets, and seasonal activities that highlight the region's culinary delights.

For those looking for a more budget-friendly option, consider planning your trip in January. While temperatures may be cooler, typically in the low 20s to mid-30s Fahrenheit, this month allows you to enjoy a quieter experience, exploring indoor attractions such as the Norman Rockwell Museum or cozying up in a charming B&B with a warm fireplace.
What is the difference between a Stockbridge Bed and Breakfast and a hotel?
Every Stockbridge B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Stockbridge B&Bs.