The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Luxury B&B within easy reach of Norman Rockwell Museum

Choose dates to view prices

Where to?

Dates

November 2025

9

December 2025

Suite, Private Bathroom (RedBird Suite) | View from room

Suite, Private Bathroom (RedBird Suite) | Premium bedding, individually decorated, individually furnished

Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers

Nestled near the Berkshire Botanical Garden, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood offers a tranquil retreat with full breakfast, 18 holes of golf, and a serene garden. Previous guests rave about their stay while exploring the nearby Naumkeag Museum or taking part in mountain biking and kayaking activities on-site.

Wonderful

Popular amenities

Pool
Laundry facilities
Free parking
Non-smoking
Air conditioning

Main amenities (12)

Daily housekeeping
Seasonal outdoor pool
Terrace
Coffee/tea in a common area
Air conditioning
Garden
Library
Computer station
Lobby fireplace
Self-serve laundry
Conference space
Meeting room

Feel at home (6)

Private bathroom
Separate bathtub and shower
Television
Garden
Terrace
Daily housekeeping

$414 nightly

Nov 27 - Nov 28

Total with taxes and fees

Why we love this property

Colonial meets nature

Step into a luxury mountain retreat with Colonial architecture. The curated decor, art gallery, and garden create a perfect blend of culture and nature.

Morning meal magic

Wake up to free continental or full breakfast at this bed & breakfast. A chef service adds culinary flair to morning routines.

Luxurious rest

Wrapped in bathrobes, guests relish premium bedding and personalized turndown service. Each room features curated, individual decor at this luxury B&B.

Room options

Check availability for these dates

Tonight

Nov 9 - Nov 10

Tomorrow

Nov 10 - Nov 11

Suite, Private Bathroom (Parlour Suite)

Highlights

Individually furnished

Individually decorated

Fireplace

Air conditioning

TV

Premium bedding

Ceiling fan

Private bathroom

Fireplace

Individually furnished

Individually decorated

Air conditioning

Ceiling fan

Premium bedding

Sleeps 2
1 Queen Bed

Suite, Private Bathroom (White Iron Suite)

Highlights

Individually furnished

Individually decorated

Air conditioning

TV

Premium bedding

Ceiling fan

Private bathroom

Separate bathtub and shower

Individually furnished

Individually decorated

Air conditioning

Ceiling fan

Premium bedding

Bathrobes

Resort view
Sleeps 2
1 Queen Bed

Suite, Private Bathroom (Ruffles Suite)

Highlights

Individually furnished

Individually decorated

Air conditioning

TV

Premium bedding

Ceiling fan

Private bathroom

Separate bathtub and shower

Individually furnished

Individually decorated

Air conditioning

Ceiling fan

Premium bedding

Bathrobes

Resort view
Sleeps 2
1 Queen Bed

Suite, Private Bathroom (Nells Suite)

Highlights

Individually furnished

Individually decorated

Air conditioning

TV

Premium bedding

Ceiling fan

Private bathroom

Separate bathtub and shower

Individually furnished

Individually decorated

Air conditioning

Ceiling fan

Premium bedding

Bathrobes

Sleeps 2
1 Queen Bed

Suite, Private Bathroom (Stockbridge Suite)

Exceptional

Highlights

Separate sitting area

Individually furnished

Individually decorated

Air conditioning

TV

Premium bedding

Ceiling fan

Private bathroom

Separate sitting area

Individually furnished

Individually decorated

Air conditioning

Ceiling fan

Premium bedding

Sleeps 2
1 King Bed

Suite, Private Bathroom (Bens Suite)

Exceptional

Highlights

Individually furnished

Individually decorated

Fireplace

Air conditioning

TV

Ceiling fan

Separate bedroom

Premium bedding

Fireplace

Individually furnished

Individually decorated

Air conditioning

Ceiling fan

Premium bedding

1 bedroom
Sleeps 2
1 Queen Bed

Suite, Private Bathroom (RedBird Suite)

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

TV

Premium bedding

Ceiling fan

Private bathroom

Separate bathtub and shower

Individually furnished

Individually decorated

Air conditioning

Ceiling fan

Premium bedding

Bathrobes

Hill view
Sleeps 2
1 Queen Bed

Suite, Private Bathroom (Maids Suite)

Exceptional

Highlights

Separate sitting area

Individually furnished

Individually decorated

Air conditioning

TV

Premium bedding

Ceiling fan

Private bathroom

Separate sitting area

Individually furnished

Individually decorated

Air conditioning

Ceiling fan

Premium bedding

Sleeps 2
1 King Bed

Similar properties

Pool
Spa
Pet friendly
Free WiFi

$182 nightly

Nov 16 - Nov 17

Total with taxes and fees

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About the neighborhood

26 Glendale Road, RR 183, Stockbridge, MA, 01262

What's nearby

Norman Rockwell Museum - 16 min walk - 1.4 km
Berkshire Botanical Garden - 2 min drive - 2.9 km
Naumkeag Museum - 4 min drive - 3.6 km
National Shrine of the Divine Mercy - 5 min drive - 4.0 km
Tanglewood Music Center - 10 min drive - 12.4 km

Getting around

Pittsfield, MA (PSF-Pittsfield Municipal) - 20 min drive
Hudson, NY (HCC-Columbia County) - 40 min drive
Albany Intl. Airport (ALB) - 59 min drive
Pittsfield Intermodal Transportation Center - 25 min drive
Pittsfield Station - 27 min drive

Restaurants

‪McDonald's - ‬14 min drive
‪Stockbridge Coffee And Tea - ‬4 min drive
‪The Red Lion Inn - ‬3 min drive
‪Berkshire Mountain Bakery - ‬5 min drive
‪Six Depot Roastery and Cafe - ‬7 min drive

About this property

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

When you stay at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, you'll be within a 10-minute drive of Tanglewood Music Center. Guests can enjoy the seasonal outdoor pool, along with onsite hiking/biking trails, horse riding/rentals, and kayaking. Other highlights at this luxurious bed & breakfast include a terrace and a garden.

At a glance

Hotel size

- 8 rooms
- Arranged over 2 floors

Arriving/Leaving

- Check-in start time: 3 PM; Check-in end time: 7 PM
- Minimum check-in age: 21
- Check-out time is 11 AM

Special check-in instructions

- The front desk is open daily from 8:30 AM - 6:00 PM
- Front desk staffed during limited hours
- If you are planning to arrive after 11:00 AM please contact the property in advance using the information on the booking confirmation

Required at check-in

- Credit card, debit card, or cash deposit required for incidental charges
- Government-issued photo ID may be required
- Minimum check-in age is 21

Children

- Children (17 years old and younger) not allowed
- No cribs (infant beds)

Pets

- Pets not allowed

Internet

- Free WiFi in public areas
- Free WiFi in rooms

Parking

- Free uncovered onsite self parking
- Wheelchair-accessible parking on site

Other information

- Smoke-free property

Property amenities

Food and drink

Free continental breakfast each morning 8:30 AM–10 AM
Coffee/tea in a common area
Barbecue grills

What to do

Mountain biking
Horse riding/rentals
Kayaking
Canoeing
Fishing
Hiking/biking trails nearby
Downhill skiing nearby

Working away

Meeting room
Computer station
Conference space

Services

Front desk (limited hours)
Concierge services
Tour/ticket assistance
Laundry facilities
Wedding services
Pool loungers

Facilities

Built in 1856
Garden
Picnic area
Terrace
Library
Fireplace in lobby
Adjacent to a golf course
Seasonal outdoor pool
Art gallery on site
Colonial architecture

Accessibility

Wheelchair-accessible parking
6 on-site accessible parking spaces
Upper floors accessible by stairs only

Room amenities

Be entertained

Television
Cable TV channels

Home comfort

Air conditioning
Ceiling fan
Bathrobes
Iron/ironing board (on request)

Sleep well

Turndown service
Premium bedding

What to enjoy

Individually furnished and decorated

Freshen up

Private bathroom
Separate bathtub and shower
Free toiletries
Hair dryer
Towels

Stay connected

Free WiFi

Food and drink

Chef

More

Daily housekeeping
Guidebooks/recommendations
Local maps
Restaurant dining guide

Fees & policies

Mandatory fees

You'll be asked to pay the following charges by the property at check-in or check-out. Fees may include applicable taxes:

Service fee: 8.3 percent

Pool, spa, & gym (if applicable)

Pool access available from 9:00 AM to 6:00 PM
The seasonal pool is open from June to September

Policies

This property does not have elevators.

Guests can rest easy knowing there's a fire extinguisher, a smoke detector, a security system, and a first aid kit on site.

This property accepts credit cards. Cash is not accepted.

Credit cards accepted: Visa, Mastercard, American Express, Discover

Cashless transactions are available.

State tax ID - C0000602830

Also known as

Stockbridge Country Inn

Bed & breakfast Stockbridge Country Inn Stockbridge

Stockbridge Stockbridge Country Inn Bed & breakfast

Bed & breakfast Stockbridge Country Inn

Stockbridge Country Inn Stockbridge

Stockbridge Stockbridge

Stockbridge Country Inn

Frequently asked questions

Is there a pool at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood?

Yes, there's a seasonal outdoor pool. Guests have pool access from 9:00 AM to 6:00 PM.

Are pets allowed at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood?

Sorry, pets aren't allowed.

Is parking offered on site at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood?

Yes, there's free self parking.

What are the check-in and check-out times at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood?

Check-in start time: 3 PM; Check-in end time: 7 PM. Check-out time is 11 AM.

What is there to do at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood and nearby?

Have fun with onsite activities like horseback riding, kayaking, and mountain biking. Enjoy amenities like a seasonal outdoor pool, a picnic area, and a garden.

What's the area around The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood like?

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is a short 1-minute walk from Housatonic River and 19 minutes' walk from Norman Rockwell Museum.

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The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood Reviews

9.2

Wonderful

9.4

Cleanliness

9.0

Location

9.4

Staff & service

9.0

Eco-friendliness

9.0

Property conditions & facilities

What guests liked

Breakfasts were consistently excellent, delicious, and served in charming dining spaces. (7 reviews)

From real guest reviews summarized by AI.

Popular mentions

Breakfast

Room

Service staff

10/10 Exceptional

Oct 25, 2022

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….

Leon, 2-night trip

4/10 Fair

Nov 2, 2024

Very expensive for a small room. My son and I could barely sleep in this remote quiet place. Staffs were very friendly.

Kyungoh, 2-night trip

10/10 Exceptional

Jul 27, 2024

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

rene, 1-night trip

10/10 Exceptional

Jul 6, 2024

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.

Sarah, 3-night trip

6/10 Good

Apr 17, 2024

It was extremely clean. Every crack and corner was spotless.

10/10 Exceptional

Oct 12, 2023

The b&b was so beautiful and unique! The area was serene. The host was very sweet and accommodating.

Andrea, 2-night trip

10/10 Exceptional

Sep 12, 2023

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.

Linda, 2-night trip

10/10 Exceptional

Aug 12, 2023

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.

Susan, 2-night trip

10/10 Exceptional

Jul 16, 2023

Exceptional inn in Stockbridge MA

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.

Valerie, 2-night trip

10/10 Exceptional

Aug 21, 2022

Great breakfast, friendly helpful staff, pretty yard, good location

Deborah, 3-night trip

10/10 Exceptional

Jun 17, 2022

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.

GAEL, 3-night trip

10/10 Exceptional

Oct 27, 2021

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.

Julie, 2-night trip

8/10 Very good

Sep 29, 2021

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.

Charnel Goff, 3-night trip

10/10 Exceptional

Jul 19, 2021

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!

3-night trip

8/10 Very good

Oct 27, 2020

Foliage weekend, great location

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

John, 3-night trip

10/10 Exceptional

Jan 20, 2020

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.

Joan, 2-night trip

10/10 Exceptional

Jan 2, 2020

Diane is an absolutely lovely host--and breakfast at their table is a great experience.

Charles, 4-night trip

10/10 Exceptional

Oct 5, 2019

Inn is older and quaint. Quiet, clean, easy access. Breakfast included. Owner and staff are very approachable and helpful. Would return

2-night trip

8/10 Very good

Sep 28, 2019

Sturbridge delight

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.

Monica, 2-night trip

10/10 Exceptional

Sep 3, 2019

The location, the room, the breakfast, and especially the hosts were wonderful. The best of the New England feel!

Silvia, 2-night trip

10/10 Exceptional

Aug 22, 2019

Well located and charming property with friendly staff and interesting guests.

5-night trip

10/10 Exceptional

Aug 8, 2019

A beautifully decorated B and B and the breakfast every morning was incredible!

3-night trip

8/10 Very good

Aug 5, 2019

Sweet little Inn.

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!

Beth, 2-night trip