Book Stockbridge Bed & Breakfast

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

Check prices for these dates

Next weekend
Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23
In one month
Dec 5 - Dec 7
In two months
Jan 2 - Jan 4

B&B in Stockbridge

Exterior
Mountain Valley Retreat

Mountain Valley Retreat

2.5 star property
Killington
9.6 out of 10, Exceptional, (189)
"Absolutely lovely stay!"
United States
Elizabeth
$110 nightly
The price is $124
Nov 9 - Nov 10
Total with taxes and fees
Mountain Valley Retreat
Front of property
The Jackson

The Jackson

4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (241)
"Great stay! "
United States
Romulo
$175 nightly
The price is $193
Nov 10 - Nov 11
Total with taxes and fees
The Jackson
Exterior
Inn at Neshobe River

Inn at Neshobe River

3.0 star property
Brandon
9.4 out of 10, Exceptional, (16)
"Beautiful upon arrival we were greeted by the host. She took plenty of time to show us around the property and explain how the bed-and-breakfast works and all the details of the winery brewery excellent day! Days of day."
United States
shawn
$189 nightly
The price is $208
Dec 5 - Dec 6
Total with taxes and fees
Inn at Neshobe River
Economy Room | 1 bedroom, individually decorated, individually furnished, free WiFi
The Vesper

The Vesper

3.0 star property
Woodstock
9.0 out of 10, Wonderful, (41)
"The location is fabulous bc you can walk everywhere once you arrive. Beds were comfortable and great options at breakfast(the oats and fresh strawberries were my favorite)"
United States
Abigail
$160 nightly
The price is $177
Nov 13 - Nov 14
Total with taxes and fees
The Vesper
Front of property
Stay At Jimmy's

Stay At Jimmy's

3.0 star property
Woodstock
10.0 out of 10, Exceptional, (46)
"Superb stay in all ways!"
United States
Scott
$199 nightly
The price is $219
Nov 10 - Nov 11
Total with taxes and fees
Stay At Jimmy's
Front of property
The Vermont Inn

The Vermont Inn

3.0 star property
Rutland
9.2 out of 10, Wonderful, (412)
"Nice place. Rooms were nice and comfortable."
United States
Amy
$225 nightly
The price is $245
Nov 12 - Nov 13
Total with taxes and fees
The Vermont Inn
Front of property
Snowed Inn

Snowed Inn

3.5 star property
Killington
9.8 out of 10, Exceptional, (370)
"The inn truly stands out for it's naturally beautifully decorated all bright wooden interior. Their recent breakfast area expansion is wonderfully bright and cheery, as are the hosts. Thank you and we are looking forward to seeing you again!"
United States
Bradford
$265 nightly
The price is $292
Dec 3 - Dec 4
Total with taxes and fees
Snowed Inn
Exterior
The Lilac Inn

The Lilac Inn

3.5 star property
Brandon
9.6 out of 10, Exceptional, (211)
"A quaint one night stay at Lilac House. Easy check in and check out. Room cozy. Enjoyed the ambiance of the B & B. Breakfast was delish. We would stay again! "
United States
Janet
$218 nightly
The price is $240
Nov 11 - Nov 12
Total with taxes and fees
The Lilac Inn
Outdoor pool
Echo Lake Inn

Echo Lake Inn

2.5 star property
Plymouth
8.6 out of 10, Excellent, (98)
"The staff was super friendly, and welcoming "
United States
Janet
$271 nightly
The price is $296
Dec 8 - Dec 9
Total with taxes and fees
Echo Lake 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Stockbridge Hotel Reviews

White River Inn and Suites

White River Inn and Suites

10/10 Excellent
"Excellent "
Adi 1-night trip
Posted 22 hours ago
White River Inn and Suites

Find out more about Stockbridge

Stockbridge B&B information

Number of reviews
1,585
Accommodation
16 B&B
Lowest Price
$124
Highest Price
$296

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.

Explore a world of travel with Expedia