Book Stockbridge Bed & Breakfast

Start date: Check-in selected.
To Date
End date: Check-out

    Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

    OneKeyCash

    Earn OneKeyCash on all your eligible bookings

    Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

B&B in Stockbridge

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2 out of 10, Wonderful, (108)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
$335 nightly
The price is $374
Nov 5 - Nov 6
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (430)
"Very casual and easy check in and out; lovely and substantial breakfast"
United States
Jamie
$113 nightly
The price is $125
Nov 4 - Nov 5
Total with taxes and fees
Shaker Mill Inn
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (148)
"A wonderful facility, lovely breakfast and way way more than you would expect in every catagory."
United States
Steve
$164 nightly
The price is $189
Oct 23 - Oct 24
Total with taxes and fees
Blackberry River Inn
Harbour House Inn
3.5 star property
9.4 out of 10, Exceptional, (52)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
United States
Lorie
$252 nightly
The price is $267
Oct 29 - Oct 30
Total with taxes and fees
Harbour House Inn
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (369)
"ease of late check in. Super comfortable room."
United States
Mary
$190 nightly
The price is $212
Oct 26 - Oct 27
Total with taxes and fees
Chambery Inn
The Red Door B&B
3.0 star property
10.0 out of 10, Exceptional, (5)
"Centrally located. Lovely hosts. Only three bedrooms so we got to know the other guests. The breakfasts were works of art as well as delicious."
United States
Anonymous traveler
$270 nightly
The price is $302
Oct 27 - Oct 28
Total with taxes and fees
The Red Door B&B
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (285)
"Lovely location on a lake, quiet, simple, clean rooms, great breakfast included. "
United States
Roberta
$191 nightly
The price is $213
Nov 16 - Nov 17
Total with taxes and fees
Lakehouse Inn
Wilder House Berkshires
2.0 star property
9.8 out of 10, Exceptional, (37)
"Highly recommend this beautiful bed & breakfast! The room was wonderful and overlooked the property, the breakfast was delicious, and the hospitality was amazing. I had a fantastic stay, and will definitely stay at The Wilder House again when I'm in the area."
United States
Marina
$155 nightly
The price is $174
Nov 6 - Nov 7
Total with taxes and fees
Wilder House Berkshires
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (497)
"We had the smallest room on the property.very quaint and clean. Nicest staff great place to stay."
United States
Lisa
$128 nightly
The price is $143
Oct 28 - Oct 29
Total with taxes and fees
Whistler's Inn Bed & Breakfast
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (132)
"The inn has an excellent location and amenities."
United States
Christopher
$379 nightly
The price is $423
Nov 4 - Nov 5
Total with taxes and fees
Devonfield Inn B&B
The Inn at Stockbridge
4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
United States
Steven
$364 nightly
The price is $407
Nov 2 - Nov 3
Total with taxes and fees
The Inn at Stockbridge
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (408)
"Peaceful area and great staff; Thank you for the service and experience "
United States
Andre
$105 nightly
The price is $121
Oct 26 - Oct 27
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
Granville House
3.0 star property
10.0 out of 10, Exceptional, (85)
"Beautiful place! Terri and Terry are the best!"
United States
Stephanie
$219 nightly
The price is $245
Oct 26 - Oct 27
Total with taxes and fees
Granville House
The Cornell Inn, Lenox & The Berkshires
3.5 star property
9.0 out of 10, Wonderful, (1000)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
$163 nightly
The price is $182
Oct 26 - Oct 27
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
$237 nightly
The price is $304
Oct 26 - Oct 27
Total with taxes and fees
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
33 Main
4.0 star property
10.0 out of 10, Exceptional, (73)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
$492 nightly
The price is $550
Nov 3 - Nov 4
Total with taxes and fees
33 Main
Experience Timeless Elegance in The Edith Wharton Room!
$237 nightly
The price is $304
Oct 26 - Oct 27
Total with taxes and fees
Experience Timeless Elegance in The Edith Wharton Room!
Elegant Carriage House room with a queen bed and private patio.
$255 nightly
The price is $324
Oct 28 - Oct 29
Total with taxes and fees
Elegant Carriage House room with a queen bed and private patio.
Cozy Carriage House room with a double bed and private balcony
$273 nightly
The price is $344
Oct 29 - Oct 30
Total with taxes and fees
Cozy Carriage House room with a double bed and private balcony
Historic Susan B. Anthony Room - Cozy & Charming Stay
$292 nightly
The price is $366
Oct 28 - Oct 29
Total with taxes and fees
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Stockbridge Hotel Reviews

Find out more about Stockbridge

Stockbridge B&B information

Number of reviews
3,072
Accommodation
38 B&B
Lowest Price
$121
Highest Price
$550

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.

Explore a world of travel with Expedia