Book Stockbridge Bed & Breakfast

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Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
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Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

B&B in Stockbridge

The Jackson
Step out onto the covered porch, surrounded by lush greenery and a brick pathway leading to the house.

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (223)
"A quaint boutique historic hotel with a cool little bar and fine dining. The view from our room overlooking the garden and lush lawn added to the tranquil atmosphere that we were hoping for. The owners were pleasant and friendly. "
$248 nightly
The price is $273
Aug 10 - Aug 11
Total includes taxes and fees
The Jackson
Snowed Inn
Step into the warm and inviting entrance of this charming lodge, featuring a stone facade and wooden beams.

Snowed Inn

3.5 star property
9.8 out of 10, Exceptional, (356)
"Beautiful place to stay! 10/10 would recommend. You're going to love it!"
$170 nightly
The price is $187
Aug 7 - Aug 8
Total includes taxes and fees
Snowed Inn
Stay At Jimmy's
Relax in a serene space with a large mirror, plush seating area, and a touch of greenery.

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (38)
"Superb stay in all ways!"
$299 nightly
The price is $329
Aug 11 - Aug 12
Total includes taxes and fees
Stay At Jimmy's
The Lilac Inn
Stately building with a central entrance and beautifully landscaped grounds.

The Lilac Inn

3.5 star property
9.6 out of 10, Exceptional, (195)
"I love staying at the Lilac Inn when visiting family in the area. "
$229 nightly
The price is $252
Aug 7 - Aug 8
Total includes taxes and fees
The Lilac Inn
The Vesper
Relax in this serene bedroom with a large bed, two windows, and a cozy reading nook.

The Vesper

3.0 star property
9.4 out of 10, Exceptional, (27)
"Lovely, immaculate room - breakfast delish ! highly recommend this charming boutique hotel !"
$182 nightly
The price is $201
Aug 18 - Aug 19
Total includes taxes and fees
The Vesper
Mountain Valley Retreat
Stunning two-story house with a gabled roof and wrap-around porch, set amidst a beautifully manicured lawn and lush trees.

Mountain Valley Retreat

2.5 star property
9.6 out of 10, Exceptional, (181)
"Great experience. Very accommodating! Room was great! Everything was clean and homemade breakfast was amazing. Thanks "
$110 nightly
The price is $124
Aug 7 - Aug 8
Total includes taxes and fees
Mountain Valley Retreat
The Vermont Inn
Winter wonderland setting with a serene driveway, snow-covered trees, and a peaceful atmosphere.

The Vermont Inn

3.0 star property
9.2 out of 10, Wonderful, (407)
"Great location & affordable lodging. "
The Vermont Inn
Inn at Neshobe River
Enjoy a peaceful retreat on the porch with a comfortable table and chairs, surrounded by a beautiful tree.

Inn at Neshobe River

3.0 star property
9.2 out of 10, Wonderful, (11)
"This is a charming BNB. Our room was gorgeous, the bed very comfortable and the breakfast delicious. The inn keepers are delightful and the definition of hospitable and welcoming. The Inns setting is lovely with well kept and lovely grounds. A real bonus is that right next door is a craft beer and wine tasting room. The award winning beer was great!"
$149 nightly
The price is $164
Aug 13 - Aug 14
Total includes taxes and fees
Inn at Neshobe River
The Buckmaster Inn
Charming two-story house with a welcoming front porch and a red door.

The Buckmaster Inn

3.0 star property
10.0 out of 10, Exceptional, (60)
"Very charming B&B with amazing hosts!"
The Buckmaster Inn
Woodbridge Inn
Cozy home with a charming porch, blue door, and string lights.

Woodbridge Inn

3.0 star property
9.6 out of 10, Exceptional, (64)
"Great place to stay"
Woodbridge Inn
Echo Lake Inn
Relax by the pool surrounded by a charming white picket fence and comfortable lounge chairs.

Echo Lake Inn

2.5 star property
8.6 out of 10, Excellent, (96)
"Charming place, the food was great, rooms clean, and service was excellent"
$207 nightly
The price is $226
Aug 18 - Aug 19
Total includes taxes and fees
Echo Lake Inn
The Woodstocker B&B
Charming single-story home with a welcoming porch and lush green surroundings.

The Woodstocker B&B

4.0 star property
10.0 out of 10, Exceptional, (51)
"This food at this property is amazing!! I would come back any day, the bread and entire menu is incredible. The zagat should try their breakfast! "
The Woodstocker B&B
Deer Brook Inn
Relax in style with a patio featuring a table for two, wicker chairs, and a beautiful garden view.

Deer Brook Inn

4.0 star property
10.0 out of 10, Exceptional, (21)
"One of the best experiences I have ever had! The staff were kind, attentive, and just plain wonderful! I can't wait to return as soon as possible! This place is BEAUTIFUL inside and out! (Not to mention that the breakfast was to die for). Don't think twice- you need to stay at the Deer Brook Inn!"
Deer Brook Inn
Korean Gourmet Stay at Swiss Farm Inn - 1 night
Situated on a grassy hill, this single-story house offers a serene rural retreat surrounded by lush greenery and a mountain view.

Korean Gourmet Stay at Swiss Farm Inn - 1 night

$571 nightly
The price is $640
Aug 8 - Aug 9
Total includes taxes and fees
Korean Gourmet Stay at Swiss Farm Inn - 1 night
Inn at Water's Edge
Bar (on property)

Inn at Water's Edge

3.0 star property
Inn at Water's Edge
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

Align Inn Vermont

Align Inn Vermont

10/10 Excellent
"Nice clean room, sight get a chance to enjoy the pool or pond."
Tomara 1-night trip
Posted 2 days ago
Align Inn Vermont

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Stockbridge?
Prices for B&Bs in Stockbridge often vary, but you can find a great deal from $124 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 and Breakfast in Stockbridge?
The best time to book a B&B in Stockbridge is during the vibrant summer season from June to August. This period attracts visitors eager to immerse themselves in the cultural richness and natural beauty of the Berkshires. With warm temperatures generally ranging from the mid-60s to mid-80s Fahrenheit, summer is ideal for outdoor activities such as hiking and exploring the picturesque gardens and art museums that Stockbridge is known for.

July stands out as the most popular month for travelers, when the town buzzes with energy from various festivals, outdoor concerts, and art events. The lush, green landscape and lively community atmosphere create memorable experiences for those looking to enjoy both relaxation and adventure.

For travelers seeking a more budget-friendly option, consider October. This month offers a stunning display of fall foliage, transforming the region into a colorful tapestry of reds, oranges, and yellows. The cooler temperatures (typically ranging from the mid-40s to mid-60s Fahrenheit) make it a comfortable time for scenic drives and leisurely strolls through the charming town.
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.