Search West Stockbridge Bed & Breakfast

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

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov

Featured B&B in West Stockbridge

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, (1005)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is AU$278
includes taxes & fees
28 Oct - 29 Oct
The Cornell Inn, Lenox & The Berkshires
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (136)
"Loved everything especially Lucas and Joe💟☮️"
The price is AU$289
includes taxes & fees
30 Sept - 1 Oct
Blackberry River 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, (404)
"Peaceful area and great staff; Thank you for the service and experience "
The price is AU$185
includes taxes & fees
30 Sept - 1 Oct
Locust Tree Bed and Breakfast LLC
Whistler's Inn Bed & Breakfast
Property grounds

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (492)
"This family owned Inn is absolutely charming and the owners are so nice! I will definitely stay here again when I visit the Berkshires."
The price is AU$278
includes taxes & fees
30 Sept - 1 Oct
Whistler's Inn Bed & Breakfast
Wilder House Berkshires
Wilder House Berkshires Room 3

Wilder House Berkshires

2.0 star property
9.8 out of 10, Exceptional, (35)
"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."
The price is AU$289
includes taxes & fees
30 Oct - 31 Oct
Wilder House Berkshires
Inn at Silver Maple Farm
Aerial view

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (94)
"What a wonderful one-night stay on the July 4th weekend. It’s a beautiful, comfortable inn with lovely hosts. Also in a great location, set back from a fairly busy country road with several good food options nearby, and charming villages and towns to tour. Highly recommend. "
The price is AU$358
includes taxes & fees
1 Oct - 2 Oct
Inn at Silver Maple Farm
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (427)
"Very casual and easy check in and out; lovely and substantial breakfast"
The price is AU$300
includes taxes & fees
1 Oct - 2 Oct
Shaker Mill Inn
Tanglewood Suites
2 Bedrooms 1 Bath

Tanglewood Suites

2.5 star property
6.4 out of 10, (22)
"NOT A REAL LOCATION. There was nothing there. Neighbors said this was a scam. Expedia ended up helping us find a local hotel room though the location was not as good. DO NOT BOOK THIS LOCATION -- it needs to be taken off the website."
The price is AU$411
includes taxes & fees
30 Sept - 1 Oct
Tanglewood Suites
Changing Times Boutique Country Lodging
Porch

Changing Times Boutique Country Lodging

3.5 star property
10.0 out of 10, Exceptional, (108)
"Great experience, looking forward to staying again."
The price is AU$300
includes taxes & fees
6 Oct - 7 Oct
Changing Times Boutique Country Lodging
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (369)
"ease of late check in. Super comfortable room."
Chambery Inn
Brook Farm Inn
Loft, Private Bathroom (Skylight Loft)

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (160)
"Inn was gorgeous and staff exceptional!"
Brook Farm Inn
Lakehouse Inn
Porch

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (283)
"Lovely location on a lake, quiet, simple, clean rooms, great breakfast included. "
The price is AU$298
includes taxes & fees
1 Oct - 2 Oct
Lakehouse Inn
Granville House
Individually decorated, individually furnished, desk, laptop workspace

Granville House

3.0 star property
10.0 out of 10, Exceptional, (85)
"Beautiful place! Terri and Terry are the best!"
The price is AU$459
includes taxes & fees
5 Oct - 6 Oct
Granville House
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business centre

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 "
The price is AU$572
includes taxes & fees
14 Oct - 15 Oct
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Harbour House Inn
Exterior

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!! "
The price is AU$364
includes taxes & fees
22 Oct - 23 Oct
Harbour House Inn
Devonfield Inn B&B
Front of property – evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (129)
"The inn has an excellent location and amenities."
Devonfield Inn B&B
Inn at Kenmore Hall
Lobby

Inn at Kenmore Hall

3.0 star property
10.0 out of 10, Exceptional, (27)
"This is a beautiful property straight out of a magazine. Service was impeccable"
Inn at Kenmore Hall
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
3 bedrooms, bed sheets

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

The price is AU$460
includes taxes & fees
28 Oct - 29 Oct
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
33 Main
Luxury Room, 1 King Bed, Bathtub

33 Main

4.0 star property
10.0 out of 10, Exceptional, (71)
"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! "
The price is AU$1,036
includes taxes & fees
21 Oct - 22 Oct
33 Main
Eastgate Inn B&B
Porch

Eastgate Inn B&B

2.5 star property
9.2 out of 10, Wonderful, (69)
"Dahlia is great. Excellent accommodation. We walked to Tanglewood "
Eastgate Inn B&B
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 West Stockbridge Hotel Reviews

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

10/10 Excellent
"Staff is friendly and accommodating "
Karol 1-night trip
Posted 4 days ago
Best Western Plus Berkshire Hills Inn & Suites

Find out more about West Stockbridge

Find out more about West Stockbridge

West Stockbridge B&B information

Number of reviews
3,273
Accommodation
42 B&B
Lowest Price
AU$185
Highest Price
AU$1,036

Frequently asked questions

Searching for B&Bs in West Stockbridge?
If you're interested in something a little quirkier than the traditional hotel experience, a stay at a bed and breakfast might be the perfect option for your trip. When you want to explore some attractions in town, Stockbridge Bowl and Charles H. Baldwin & Sons are worth a stop.
How do you know if a B&B is the best choice for your stay?
B&Bs all have a unique charm — whether it's a picturesque garden or a beautiful breakfast room, the quaint details are what make bed and breakfasts a fun place to get away.
What are the best bed and breakfasts in West Stockbridge?
Here are some B&Bs in the surrounding area: Shaker Mill Inn: 9 rooms. 0.1 mi (0.2 km) from the heart of West Stockbridge. The Cornell Inn, Lenox & The Berkshires: Situated 4.9 mi (7.9 km) from the heart of West Stockbridge. Enjoy the free full breakfast and unique decor. Inn at Silver Maple Farm: 11 rooms. Located 7.6 mi (12.3 km) from the core of West Stockbridge. Enjoy the free buffet breakfast and designer toiletries.
What's the best time of year to book my B&B in West Stockbridge?
When you're planning your getaway to West Stockbridge, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in West Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in West Stockbridge?
Travellers enjoy West Stockbridge for its gardens and restaurants. If you're looking to find something to do during your travels, you might consider visiting Charles H. Baldwin & Sons and Hoffman's Pottery. You should put Stockbridge Bowl and Hotchkiss Mobile Studio on your list if you want to see more of the area.
How can I get to and around West Stockbridge?
You can plan your excursions in and around West Stockbridge ahead of time with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 7.4 mi (11.9 km) from the heart of the city. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 17.8 mi (28.7 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia

Explore a world of travel with Expedia