Bed and Breakfast in West Stockbridge

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Featured B&B in West Stockbridge

The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, (1005)
"What a joy this BnB is. Everything is so lovely, from the staff to the overall facilities. It was a true pleasure to stay here. We will be back for sure. "
The price is NZ$254
includes taxes & fees
23 Sept - 24 Sept
The Cornell Inn, Lenox
Lakehouse Inn
4.0 star property
9.8 out of 10, Exceptional, (201)
"Came here for an anniversary getaway and had a great time. Property was beautiful room was fantastic staff were great and caring. We checked in and received a bottle of Prosecco from the Inn. Will definitely come back again."
The price is NZ$254
includes taxes & fees
23 Sept - 24 Sept
Lakehouse Inn
Blackberry River Inn
3.0 star property
9.6 out of 10, Exceptional, (66)
"Great place to stay for enjoying NW Connecticut activities. Friendly helpful staff, comfortable room, pool, cozy public areas/lobby. The breakfast was delicious in a sunny breakfast room and the servers very gracious about special requests. Am looking forward to future stays here."
The price is NZ$289
includes taxes & fees
24 Sept - 25 Sept
Blackberry River Inn
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (347)
"Very quiet, restful, excellent breakfast"
The price is NZ$194
includes taxes & fees
23 Sept - 24 Sept
Locust Tree Bed and Breakfast LLC
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (456)
"My daughter and I stayed here overnight while attending a play at Shakespeare Company. It was perfect for our visit. Location was great - could walk to downtown Lenox. Rooms were beautiful and historic. Grounds lovely. And the hosts were charming. I enjoyed hearing about the history of the house at breakfast - which was delicious. Highly recommend"
The price is NZ$296
includes taxes & fees
23 Sept - 24 Sept
Whistler's Inn Bed & Breakfast
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (146)
"Very charming inn. The staff was very friendly and helpful."
The price is NZ$471
includes taxes & fees
24 Sept - 25 Sept
Brook Farm Inn
Inn at Silver Maple Farm
3.0 star property
9.8 out of 10, Exceptional, (73)
"Host was welcoming and check in process was seamless"
The price is NZ$345
includes taxes & fees
23 Sept - 24 Sept
Inn at Silver Maple Farm
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (396)
"Very nice place. Clean and extreme attention to detail which is unusual in a place like this. Will definitely come back. We don't come to the Berkshires to watch TV but we did want to watch the college football game late Sat night. The TV in the room is very small but adequate. "
The price is NZ$420
includes taxes & fees
23 Sept - 24 Sept
Shaker Mill Inn
Wilder House Berkshires
2.0 star property
10.0 out of 10, Exceptional, (3)
"A lovely B&B. Our host was very pleasant, had good communication, and made us a great breakfast. Rooms were clean & comfortable. We would certainly recommend this B&B and would stay here again as well. "
The price is NZ$227
includes taxes & fees
24 Sept - 25 Sept
Wilder House Berkshires
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (113)
"Wonderful place for a quiet getaway for a couple of nights. Scenic setting. Delicious breakfasts, helpful owners and staff on site. We'd book again!"
The price is NZ$625
includes taxes & fees
23 Sept - 24 Sept
Devonfield Inn B&B
Granville House
3.0 star property
10.0 out of 10, Exceptional, (75)
"The surroundings were quiet and peaceful. The hosts were welcoming and friendly. Wonderful people "
The price is NZ$403
includes taxes & fees
25 Sept - 26 Sept
Granville House
Changing Times Boutique Country Lodging
3.5 star property
10.0 out of 10, Exceptional, (89)
"The host was very attentive, kind, and the property was better than expected. My family and I enjoyed the dog friendly garden suite which had a nice patio entrance that looked over yard. "
The price is NZ$260
includes taxes & fees
7 Oct - 8 Oct
Changing Times Boutique Country Lodging
The Barrington
4.0 star property
9.8 out of 10, Exceptional, (106)
"Wonderful stay. Beautifully appointed rooms, comfortable bed, hot shower, quiet and restful. Lovely touches, but the best part of all is the incredible breakfasts prepared by French chef and manager William. Having these to look forward to each morning was a joy. Highly recommend this excellent property!"
The price is NZ$582
includes taxes & fees
27 Sept - 28 Sept
The Barrington
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (357)
"Nice place to stay in the Berkshires. The house is very quint and the room very comfortable (especially the bed and pillows). While I did not meet Bob until I checked out, they were always available to help via text. I would go back or recommend friends to stay there."
The price is NZ$537
includes taxes & fees
23 Sept - 24 Sept
Chambery Inn
Harbour House Inn
3.5 star property
9.4 out of 10, Exceptional, (49)
"Lovely space and welcoming host."
The price is NZ$419
includes taxes & fees
24 Sept - 25 Sept
Harbour House Inn
33 Main
4.0 star property
10.0 out of 10, Exceptional, (67)
"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 NZ$858
includes taxes & fees
9 Oct - 10 Oct
33 Main
The Inn at Stockbridge
4.0 star property
9.6 out of 10, Exceptional, (95)
"Well-run and elegant property. "
The Inn at Stockbridge
Inn at Kenmore Hall
3.0 star property
10.0 out of 10, Exceptional, (26)
"This is a beautiful property straight out of a magazine. Service was impeccable"
Inn at Kenmore Hall
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. "
Tanglewood Suites
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2 out of 10, Wonderful, (103)
"The breakfast was one of the best I have ever had. They were fast and lots of choices. It had lots of baked goods. I got the chesdar omeltte and bacon and toast plus fruits in season lime melon etc. Its a lovely place it takes you back in time. The owner is very easy going and nuce and can answer most questions"
The price is NZ$890
includes taxes & fees
23 Sept - 24 Sept
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Don't see what you're looking for?
See all available properties in West Stockbridge
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

Other property types in West Stockbridge

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
10.0 out of 10, Exceptional, (116)
"As with our previous several stays, we thoroughly enjoyed the comfort and location of the house. We had a great time and can’t wait to do it all over again next Summer. "
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Wellspring by AvantStay | Indoor Pool + Views
10.0 out of 10, Exceptional, (6)
"The location could not be better in terms of being close to West Stockbridge yet also feeling very remote and with beautiful views. The pool was great. We thoroughly enjoyed ourselves."
Wellspring by AvantStay | Indoor Pool + Views
Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1713)
"Nice place. Pleasantly surprised how big the suite was. The whole place was very clean from the suite itself, the huge indoor pool and hot tub. The clerk that checked us in was very knowledgeable of the area and just a pleasant person. She is an older lady, I forget her name but she is a definite asset to this property! On the down side the path to the main office was not well lit but we used our flashlights. Also there isn't restaurants on site or groceries available. We had to travel 25...
The price is NZ$313
includes taxes & fees
23 Sept - 24 Sept
Vacation Village in the Berkshires
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.

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, Charles H. Baldwin & Sons and Hotchkiss Mobile Studio 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: 4.9 mi (7.9 km) from the city centre. Enjoy the free full breakfast and unique decor. Lakehouse Inn: 14 rooms. Situated 5.4 mi (8.7 km) from the heart of West Stockbridge. Enjoy the free full breakfast and snack bar/deli.
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. Average annual precipitation for West Stockbridge is 1229 mm.
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 Hotchkiss Mobile Studio. You should put Ebenezer II Gifts and Antiques and Hoffman’s Pottery 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.