The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Bed and Breakfast in Stockbridge, MA
4-Star Hotel
Reasons to book
Guests love it hereGuests give this property a top rating
Includes essentialsGarden, Pool, Kitchen or Kitchenette and more
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this bed and breakfast
Luxury bed & breakfast with free breakfast and a seasonal outdoor pool
Along with coffee/tea in a common area, this smoke-free bed & breakfast has a seasonal outdoor pool and conference space. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, concierge services, laundry facilities, and a computer station are onsite.
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood offers 8 air-conditioned accommodations with bathrobes and hair dryers. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Televisions come with cable channels.
Recreational amenities at the bed & breakfast include a seasonal outdoor pool.
Along with coffee/tea in a common area, this smoke-free bed & breakfast has a seasonal outdoor pool and conference space. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, concierge services, laundry facilities, and a computer station are onsite.
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood offers 8 air-conditioned accommodations with bathrobes and hair dryers. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Televisions come with cable channels.
Bathrooms include separate bathtubs and showers and complimentary toiletries. This Stockbridge bed & breakfast provides complimentary wireless Internet access. A nightly turndown service is provided and housekeeping is offered daily. Amenities available on request include irons/ironing boards.
Recreational amenities at the bed & breakfast include a seasonal outdoor pool.
The recreational activities listed below are available either on site or nearby; fees may apply.
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Parking
Laundry
Balcony or Patio
TV
Garden
Map of Stockbridge, MA
Available Rooms
Suite, Private Bathroom (Parlour Suite)
1 Queen
Sleeps 2
You'll be directed to Expedia.com for availability & pricing
Suite, Private Bathroom (White Iron Suite)
1 Queen
Sleeps 2
You'll be directed to Expedia.com for availability & pricing
Suite, Private Bathroom (Ruffles Suite)
1 Queen
Sleeps 2
You'll be directed to Expedia.com for availability & pricing
Suite, Private Bathroom (Nells Suite)
1 Queen
Sleeps 2
You'll be directed to Expedia.com for availability & pricing
Suite, Private Bathroom (Stockbridge Suite)
1 King
Sleeps 2
You'll be directed to Expedia.com for availability & pricing
$$$$
Ratings and reviews
10.0 / 10.0
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
10.0 / 10.0
We had a lovely stay and Diane and all the staff were really friendly and welcoming. The cooked to order breakfasts were delicious and filling. Can highly recommend.
6.0 / 10.0
It was extremely clean. Every crack and corner was spotless.
10.0 / 10.0
The b&b was so beautiful and unique! The area was serene. The host was very sweet and accommodating.
10.0 / 10.0
The Stockbridge Country Inn is the quintessential New England B&B! The owner, Diane, is the perfect host - very friendly and knowledgeable about the area. We stayed in The Maid's Suite which was extremely comfortable and beautifully decorated. Breakfast was always a delicious treat! The convenient location made access to sightseeing so easy.
10.0 / 10.0
This is a charming old home. Rooms are fitted out for modern times. Breakfasts are outstanding and served in various charming dining spaces. Friendly and efficient and the chef did a fabulous job on the breakfasts. Tucked away but very close to the center of Stockbridge.
5.0 / 10.0
We stayed for 2 nights. Our wonderful owner greeted us warmly upon our arrival. Diane couldn’t be nicer. The house is beautifully kept and the room was very clean and and comfortable. The decor is very pretty and beautifully coordinated. The breakfast was excellent!!! The servers were lovely.
5.0 / 10.0
Our stay was perfect! The entire property was decorated in a heart fellt, beautiful way. Diane (We absolutely want to go back!the innkeeper) greeted us upon our arrival (which was later than anticipated), and was so accommodating My husband and I have been to several B&Bs, and this one was outstanding….
10.0 / 10.0
Great breakfast, friendly helpful staff, pretty yard, good location
10.0 / 10.0
We loved our stay at the Stockbridge Country Inn, it felt like being at home without doing your bed and breaksfast by yourself :-) Speaking of breakfast, it was quite a treat every morning to discover what they proposed and very difficult to choose between all the good options ! The area is also very peaceful and perfect to visit the Berkshires.
10.0 / 10.0
What a treasure to be a guest in such a large and beautiful home. The room was like staying in a castle in England, with a huge bathroom. Double shower, clawfoot tub and gorgeous soft towels and sheets. The owners and staff were a joy to talk to and knew every inch of the area and people. The breakfasts were excellent. Candle lit, private table.
8.0 / 10.0
Our room was small, and filled with beautiful antiques. The breakfasts were awesome, Diane, our innkeeper, is a wonderful cook and full of information about Stockbridge history and things to do in the area. Greeting us in the morning helping us with our plans for the day, snd asking us how the day went when we arrived back in the evening. It was special to meet her husband who is 99, and a World War II paratrooper.
10.0 / 10.0
We can’t say enough good things about the Stockbridge country Inn. We loved our stay there. Far from the madding crowd but very centrally located. A little island Of calm. Delicious breakfasts and such gracious hosts. We loved our room. Comfy bed. The perfect getaway!
4.0 / 10.0
Stay was nice at a beautiful time of year for the area. Inn did a thorough job with Covid precautions and cleanliness. Breakfast included with room was also good. Did have issue with Wifi in the room we were staying, which was a bit frustrating
10.0 / 10.0
The house and grounds are lovely, well maintained and just a short drive away from Shakespeare and Co. Breakfast is delicious. A menu of items to choose from. The omelets are cooked to perfection! Diane is the perfect host. Very sweet and full of information and suggestions on what to do and where to shop for the everything from designer shoes and clothes in Lenox, to muffins and pies in Stockbridge and book stores in Great Barrington. I highly recommend a stay.
5.0 / 10.0
Diane is an absolutely lovely host--and breakfast at their table is a great experience.
5.0 / 10.0
Inn is older and quaint. Quiet, clean, easy access.
Breakfast included. Owner and staff are very approachable and helpful.
Would return
2.5 / 10.0
Inn is older and quaint. Quiet, clean, easy access.Breakfast included. Owner and staff are very approachable and helpful.Would return
4.0 / 10.0
It is a charming B&B. It is very comfortable and the rooms are well appointed. Breakfast was good and made to order, but could offer a more varied menu. it is exceptionally clean. Dianne the owner and host is engaging and just plain wonderful. We will go back again. if you go in the warmer months there is a beautiful pool. It is in a wonderful location to area places of interest.
5.0 / 10.0
The location, the room, the breakfast, and especially the hosts were wonderful. The best of the New England feel!
10.0 / 10.0
Well located and charming property with friendly staff and interesting guests.
5.0 / 10.0
A beautifully decorated B and B and the breakfast every morning was incredible!
4.0 / 10.0
The Inn was quite nice. Diane the owner was very friendly and helpful. Our room was comfortable but could have used nicer shampoo products, needed to replace a missing towel rack and a less firm bed but I am being really picky here. Our breakfast was quite yummy and cooked to order. The location was fantastic. Overall A good experience!
5.0 / 10.0
Lovely grounds, peaceful and clean. Delightful innkeeper, delicious breakfast, ideal location for enjoying the Berkshires
5.0 / 10.0
Clean comfortable B&B. The owners were very friendly and helpful. Very good Breakfast.
5.0 / 10.0
Warm welcome, clean facilities, good beds , perfect breakfast, smart and nice additional services like a bottle of water in front of our room up ice upon our return form dinner(s) in Stockbridge
5.0 / 10.0
Lovely place.perfect location for everything in the Berkshires.
5.0 / 10.0
The proprietors were special and made you feel at home.The breakfast was great, the decorations and space wonderful, and the location is 1 mile from Stockbridge, on a quiet road.Perfect.
5.0 / 10.0
Lovely, relaxing country setting! Hosts could not be more accommodating and friendly. Lots of antique, decorative interior furnishings and a beautifully landscaped yard with an I ground pool ( not ready when we were there but still too cool to swim anyway!) Interesting books to read as well as all brochures for what is happening in the area. Breakfast was delicious. Pillows perfect for sleeping! Nice hot shower! AC in the room was a nice option to have along with ceiling fan, or you could just open a window! A real pampering treat!
5.0 / 10.0
Stayed at the inn for three days. The room was charming and very comfortable. Our hosts were friendly and welcoming. The place was clean and cheerful. Enjoyed our breakfast each day which was generous, varied with delicious selections. Conveniently located to Stockbridge and surrounding points of interest. Enjoyed our stay and plan to return.
4.0 / 10.0
The inn was lovely and the hosts very attentive. We arrived at dusk, however, and had trouble finding the entrance. The sign was small with no light and the driveway was being repaired. I am an early riser and would have loved coffee or tea before the 8-10 breakfast time. Also, we hit a cold spell and I would have loved it if one of the fireplaces were on. We had a lovely breakfast and warm conversation. The nearby Norman Rockwell Museum was very enjoyable.
3.0 / 10.0
Charming, lots of interesting décor items. Friendly, clean, well worth the stay
2.5 / 10.0
Nice location convenient to lots of local cultural and other attractions. Excellent breakfast. Very congenial atmosphere
4.0 / 10.0
We are regulars in the Berkshires and enjoy exploring all it has to offer in terms of entertainment (which is abundant in the Summer months), and the opportunity to stay in historic and well-established B&Bs. This was our first stay at Stockbridge Country Inn and we enjoyed meeting the innkeeper and conversing with the other weekend guests, had great hot breakfasts and enjoyed the comfort of our room and its amenities. The bathroom was the most spotless we have experienced anywhere - kudos!
Since we visit the Berkshires often, we will likely find an opportunity to return to this B&B.
4.0 / 10.0
Lovely room with owners who care about making your stay memorable. Enjoyed breakfast the next morning as well.
3.0 / 10.0
Disappointing experience. Doesn't compare to other bed and breakfasts in the area. Very tired looking.
2.5 / 10.0
I had a great stay at Stockbridge Country Inn. We were there for a relaxing weekend getaway and we got it with peaceful sleep. Diane and Vernon are very nice hosts - super sweet, both of them! While I give the place 5 stars, I would say that it was a bit expensive for us 20/30-something folks. I would probably not splurge as much next time. It's definitely REALLY nice and you get made to order breakfast, with fancy, delicious fruit. But, for "value for your money," I don't think personally I would stay there again, despite the fantastic stay.
2.0 / 10.0
We really enjoyed our time there - It was perfectly situated between three great towns (about 5 to 10 minute drive to each). Everyone was very nice and we would definitely return.
2.5 / 10.0
A wonderful breakfast, a charming room and a very friendly innkeeper.
What more can you ask from a small country inn.
5.0 / 10.0
Very clean, quiet with beautiful grounds and accommodations. Owners were extremely pleasant and helpful in all ways. Breakfasts, cooked to order, were excellent. Inn is located about 10 minute drive from Tanglewood as well as Great Barrington. Would definitely return.
FAQs
How much does this bed and breakfast cost compared to others in Stockbridge?
The average price for a rental in Stockbridge is $475 per night. This rental is $263 above the average.
Is parking included with this bed and breakfast?
Yes, parking is listed as an amenity at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood. For more information, we encourage you to contact the property about where to park.
Is there a pool at this bed and breakfast?
Yes, a swimming pool is available for use at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood. Enjoy the water!
Is The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood pet friendly?
Unfortunately, this bed and breakfast is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood?
We found 9 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and parking.
Explore similar vacation rentals in Stockbridge
Explore all rentals in Stockbridge
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
House
in Stockbridge8 guests · 5 bedrooms · 3 baths
Garden · Pets allowed · Kitchen or Kitchenette
Experience the best of Stockbridge with this House available for $685. This property is equipped with amenities including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Bed and Breakfast
in Stockbridge2 guests · 1 bedroom · 1 bath
Garden · Pool · Kitchen or Kitchenette
Enjoy the best of Stockbridge in our Bed and Breakfast, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood. A stunning property with amenities including Air conditioner, Internet / Wifi and Laundry, and more.
$$$$
Wellspring by AvantStay | Indoor Pool + Views
House
in Richmond12 guests
Garden · Pool · Kitchen or Kitchenette
Are you ready to indulge in a relaxing getaway? Our House in Stockbridge has everything you need for a rejuvenating stay. Treat yourself to Wellspring by AvantStay | Indoor Pool + Views's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.
$$$$
Start earning One Key rewards
Modern Cottage in the heart of the Berkshires with new exterior flex space!
House
in Stockbridge8 guests · 3 bedrooms · 3 baths
Garden · Pool · Pets allowed
When traveling to Stockbridge, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $723 per night.
$$$$
Lovely Berkshire Home 1/10 mile from Town on 11 acres
House
in Stockbridge8 guests · 5 bedrooms · 4 baths
Garden · Kitchen or Kitchenette · Air conditioner
Are you ready to indulge in a relaxing getaway? Our House in Stockbridge has everything you need for a rejuvenating stay. Treat yourself to Lovely Berkshire Home 1/10 mile from Town on 11 acres's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.
$$$$
Stockbridge Home, Come Experience The Berkshires!
House
in Stockbridge6 guests · 3 bedrooms · 2 baths
Garden · Pets allowed · Kitchen or Kitchenette
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Stockbridge, at $590 per night for your next great vacation.
$$$$
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
House
in Stockbridge6 guests · 3 bedrooms · 3 baths
Garden · Kitchen or Kitchenette · Air conditioner
Looking to create some memories in Stockbridge? Look no further than our House, Walk into town, soak up sun on enclosed porch & steps away from nature trails!. Enjoy top-rated amenities including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
CABIN FEVER IN STOCKBRIDGE
House
in Stockbridge6 guests · 3 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
Experience vacation in Stockbridge with our House, CABIN FEVER IN STOCKBRIDGE. Enjoy amenities such as Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Stockbridge Bowl Lake Community
House
in Stockbridge7 guests · 4 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
House in Stockbridge, for $675 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)
$$$$
Modern Cabin Near Tanglewood
Cabin
in West Stockbridge9 guests · 4 bedrooms · 2 baths
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Are you ready to indulge in a relaxing getaway? Our Cabin in Stockbridge has everything you need for a rejuvenating stay. Treat yourself to Modern Cabin Near Tanglewood 's exceptional amenities, such as Air conditioner, Dishwasher and Fireplace.
$$$$
Start earning One Key rewards
Spacious & Modern Berkshires Getaway
House
in Stockbridge7 guests · 3 bedrooms · 4 baths
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Business stays, family stays, couples stay, getaway vacation, and rental in Stockbridge at Spacious & Modern Berkshires Getaway for $782 for your next trip.
$$$$
Cozy Stockbridge Cabin - Walk to Beach & Lake!
Cabin
in Stockbridge4 guests · 4 bedrooms · 2 baths
Kitchen or Kitchenette · Air conditioner · Parking
This attractive Cabin in Stockbridge, $646 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Start earning One Key rewards
Woodland Zen by AvantStay | Modern Design + Patio
House
in Stockbridge8 guests · 3 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
Soak up the beauty of Stockbridge in our House, Woodland Zen by AvantStay | Modern Design + Patio. With a range of amenities such as Air conditioner, Dishwasher and Fireplace, you'll feel right at home.
$$$$
Start earning One Key rewards
Gracious Berkshire Retreat
House
in Stockbridge10 guests · 3 bedrooms · 2 baths
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Discover the beauty of Stockbridge with a stay at Gracious Berkshire Retreat, a top rated House with amenities such as Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Start earning One Key rewards
1780 Colonial Hilltop Manor - Amazing location
House
in Stockbridge9 guests · 4 bedrooms · 8 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner
Discover the beauty of Stockbridge with a stay at 1780 Colonial Hilltop Manor - Amazing location, a top rated House with amenities such as Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Sophisticated and secluded Lenox Mt retreat minutes from Tanglewood. New listing
House
in West Stockbridge6 guests · 3 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
This attractive House in Stockbridge, $660 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Start earning One Key rewards
Charming cottage in Norman Rockwell's Stockbridge with two decks!
House
in Stockbridge6 guests · 4 bedrooms · 1 bath
Ski in / Ski out · Garden · Pets allowed
Discover the beauty of Stockbridge with a stay at Charming cottage in Norman Rockwell's Stockbridge with two decks!, a top rated House with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
Berkshire Retreat- Stone's throw to downtown Lenox
House
in Stockbridge6 guests · 3 bedrooms · 2 baths
Pets allowed · Kitchen or Kitchenette · Internet / Wifi
The best choice in Stockbridge for House, for $778 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Tanglewood Chalet - Majestic View of Mountains Minutes to Tanglewood & Theaters
House
in West Stockbridge7 guests · 5 bedrooms · 2 baths
Garden · Pets allowed · Kitchen or Kitchenette
Enjoy the best of Stockbridge in our House, Tanglewood Chalet - Majestic View of Mountains Minutes to Tanglewood & Theaters. A stunning property with amenities including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Light-filled family home. Book now for the summer!
House
in West Stockbridge8 guests · 4 bedrooms · 4 baths
Garden · Kitchen or Kitchenette · Air conditioner
This inviting House in Stockbridge can fit your needs for many types of vacations, at $828 per night.
$$$$
Stockbridge travel inspiration
Read our blogGuides
Best East Coast Beaches and Getaway Locations You Can’t Miss
Budget Travel
7 Most Affordable Snowbird Destinations for 2025
Guides
Top Activities to Try in Panama City Beach, Florida
Guides
Top Things to Do in Gulf Shores, Alabama: Adventure and Fun Await
Local Culture
Exploring Miami’s Wynwood District: Street Art, Food, and More
Guides
Fun Things to Do in Ocean City, Maryland
Local Culture
A Foodie’s Guide to the Best Dining in Orlando, Florida
Guides
Top Things to Do in Oahu and Honolulu