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

Colonial bed & breakfast with free breakfast and a seasonal outdoor pool

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Where to?

Dates

October 2025

November 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

Overview
Rooms
Location
Policies

Wonderful

Popular amenities

Pool
Parking included
Housekeeping
Laundry
Free WiFi

Explore the area

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

Place, Norman Rockwell Museum
‪16 min walk‬
Place, Naumkeag Museum
‪4 min drive‬
Place, National Shrine of the Divine Mercy
‪5 min drive‬
Airport, Hudson, NY (HCC-Columbia County)
‪46 min drive‬

Room options

Suite, Private Bathroom (Parlour Suite)

Sleeps 2
1 Queen Bed

Premium bedding, individually decorated, individually furnished

Suite, Private Bathroom (White Iron Suite)

Resort view
Sleeps 2
1 Queen Bed

Suite, Private Bathroom (Ruffles Suite)

Resort view
Sleeps 2
1 Queen Bed

Suite, Private Bathroom (Nells Suite)

Sleeps 2
1 Queen Bed

Suite, Private Bathroom (Stockbridge Suite)

Exceptional

Sleeps 2
1 King Bed

Suite, Private Bathroom (Bens Suite)

Exceptional

1 bedroom
Sleeps 2
1 Queen Bed

Suite, Private Bathroom (RedBird Suite)

Exceptional

Hill view
Sleeps 2
1 Queen Bed

Suite, Private Bathroom (Maids Suite)

Exceptional

Sleeps 2
1 King Bed

About the neighborhood

Stockbridge

Norman Rockwell Museum is within a mile (2 km) of The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, and other popular sites like Berkshire Botanical Garden are within a couple of miles (3 km). This 4.5-star bed & breakfast has 8 guestrooms and offers conveniences like free breakfast, free in-room WiFi, and free self parking.

View more B&B in Stockbridge

What's nearby

Norman Rockwell Museum - 16 min walk - 0.9 miles
Berkshire Botanical Garden - 3 min drive - 1.6 miles
Naumkeag Museum - 4 min drive - 2.3 miles
National Shrine of the Divine Mercy - 5 min drive - 2.5 miles
Tanglewood Music Center - 13 min drive - 7.1 miles

Getting around

Pittsfield Intermodal Transportation Center - 25 min drive
Pittsfield, MA (PSF-Pittsfield Municipal) - 20 min drive

Restaurants

‪McDonald's - ‬14 min drive
‪The Red Lion Inn - ‬3 min drive
‪Stockbridge Coffee And Tea - ‬4 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

Colonial bed & breakfast with free breakfast and a seasonal outdoor pool

Guests of The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood enjoy access to free WiFi in public areas, conference space, and a seasonal outdoor pool. Free parking is included with your stay. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Other amenities at this luxury bed & breakfast include coffee/tea in a common area, a computer station, and a library.

TVs come with cable channels, and free WiFi keeps guests connected. Beds are dressed in premium bedding and bathrooms offer hair dryers and free toiletries. Ceiling fans and wardrobes or closets are other standard amenities.

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.

Similar properties

Pool
Spa
Pet friendly
Free WiFi

$189 nightly

Nov 6 - Nov 7

Total with taxes and fees

Pool
Air conditioning
Tennis court
Game room

$129 nightly

Nov 2 - Nov 3

Total with taxes and fees

Property amenities

Internet

Available in all rooms: Free WiFi
Available in some public areas: Free WiFi

Parking and transportation

Free uncovered self parking on site
Wheelchair-accessible parking available

Food and drink

Free continental breakfast available daily 8:30 AM to 10:00 AM
Coffee and tea in common areas

Things to do

18-hole adjacent golf course
Art gallery
Fishing
Hiking/biking trails
Horseback riding/rentals
Kayaking
Library
Mountain biking
Rowing/canoeing
Seasonal outdoor pool

Conveniences

Guidebooks
Laundry facilities
Limited-hour front desk

Guest services

Concierge services
Housekeeping (daily)
Tour and ticket assistance
Turndown service
Wedding services

Business services

Computer station
Conference space
Meeting room

Outdoors

Barbecue grill
Garden
In a nature reserve
In the mountains
Picnic area
Pool loungers
Terrace

Accessibility

If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
6 accessible parking spaces
Upper floors accessible by stairs only
Wheelchair accessible (may have limitations)
Wheelchair-accessible parking

2 floors
Built in 1856
Colonial architecture
Fireplace in lobby
Smoking not allowed

Room amenities

Bedroom

Premium bedding

Bathroom

Bathrobes
Free toiletries
Hair dryer
Private bathroom
Separate bathtub and shower
Towels provided

Entertainment

TV with cable channels

Food and drink

Chef service
Restaurant dining guides

Air conditioning
Ceiling fan
Individual decor
Individual furnishings
Iron/ironing board on request

Policies

Check-in

Check-in start time: 3 PM; Check-in end time: 7 PM

Minimum check-in age: 21

Check-out

Check-out before 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

Access methods

Front desk (limited hours), key retrieval

Pets

This property doesn't allow pets

Children and extra beds

This property doesn't allow children 17 and younger (only guests older than 17 are allowed)

Property payment types

Important information

Fees

Service fee: 8.3 percent

These are all of the charges provided to us by the property.

You need to know

Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

Tax ID - C0000602830

This property accepts credit cards; cash is not accepted

Cashless transactions are available

Safety features at this property include a fire extinguisher, a smoke detector, a security system, and a first aid kit

Check-in: 3 PM
Check-out: 11 AM
Minimum check-in age: 21

The front desk is available during limited hours. Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Tax ID number is C0000602830.
This property accepts credit cards. Cash is not accepted.
Onsite safety features include a fire extinguisher, a smoke detector, a security system, and a first aid kit.
Cashless payment methods are available for all transactions.

Additional information about polices, regulations, and more:

The seasonal pool is open from June to September.
Pool access available from 9:00 AM to 6:00 PM.
There are no elevators.
No cribs or infant beds are available.
No rollaway or extra beds are available.

Property is 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

What is there to do within easy reach of The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood?

This bed & breakfast is located in Stockbridge, just steps from Housatonic River. You'll also find Norman Rockwell Museum and Chesterwood less than a mile away.

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

Yes, uncovered self parking is offered for free at the bed & breakfast. Accessible parking is also available for guests.

Does The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood include a casino on the premises?

No, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood doesn't have a casino.

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

No, this bed & breakfast doesn't have an indoor pool; however, there is an outdoor pool. Guests have access between 9:00 AM and 6:00 PM and the seasonal pool is normally open from June until September.

What amenities will couples enjoy at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood?

There are many amenities for couples at this bed u0026 breakfast, including access to a chef, fireplaces in some guestrooms, as well as a nature reserve.

Are there hot tubs at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood?

No, this bed & breakfast doesn't have a spa tub.

Does The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood feature a restaurant that includes a breakfast menu?

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood offers free continental breakfast each morning though there is no restaurant.

Does The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood allow pets to stay for free?

No, pets aren't allowed at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood.

Are there connecting rooms at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood?

No, there aren't connecting guestrooms at this bed & breakfast.

Where is the closest airport to The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood?

The closest major airport to The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is Pittsfield, MA (PSF-Pittsfield Municipal), which is 12.5 mi away (20 minutes by car). Another top airport is Hudson, NY (HCC-Columbia County), which is located 27.9 mi away (40-minute drive).

Are there rooms with balconies that I can book at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood?

No, there aren't any guestrooms with balconies at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood.

Does The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood have a wedding venue?

If you plan to exchange vows during your trip, consider the wedding services available at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood.

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

9.2

Wonderful

9.4/10

Cleanliness

9.4/10

Staff & service

9.2/10

Amenities

9.0/10

Property conditions & facilities

8.8/10

Eco-friendliness

4/10 Poor

Kyungoh, Greenwich

Traveled with family

Nov 2, 2024

Liked: Staff & service

Disliked: Property conditions & facilities

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

Stayed 2 nights in Aug 2024

10/10 Excellent

Penny

Oct 19, 2024

Liked: Property conditions & facilities

Stayed 1 night in Oct 2024

10/10 Excellent

rene

Traveled with partner

Jul 27, 2024

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

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

Stayed 1 night in Jul 2024

10/10 Excellent

Sarah

Traveled with partner

Jul 6, 2024

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

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.

Stayed 3 nights in Jul 2024

6/10 Okay

Gina

Traveled with family

Apr 17, 2024

Liked: Cleanliness, amenities, property conditions & facilities

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

10/10 Excellent

Andrea

Traveled with family

Oct 12, 2023

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

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

Stayed 2 nights in Oct 2023

10/10 Excellent

Linda

Traveled with partner

Sep 12, 2023

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

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.

Stayed 2 nights in Sep 2023

10/10 Excellent

Arie

Sep 7, 2023

Stayed 2 nights in Sep 2023

10/10 Excellent

Susan

Traveled with group, Traveled with partner

Aug 12, 2023

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

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.

Stayed 2 nights in Aug 2023

10/10 Excellent

Valerie

Jul 16, 2023

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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.

Stayed 2 nights in Jul 2023

10/10 Excellent

Leon

Oct 25, 2022

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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….

Stayed 2 nights in Oct 2022

10/10 Excellent

Deborah

Traveled with group, Traveled with family

Aug 21, 2022

Liked: Staff & service, amenities, property conditions & facilities

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

Stayed 3 nights in Aug 2022

10/10 Excellent

Anna

Aug 2, 2022

Stayed 3 nights in Jul 2022

10/10 Excellent

Julie

Traveled with partner

Oct 27, 2021

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

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.

Stayed 2 nights in Oct 2021

8/10 Good

Charnel Goff

Traveled with partner

Sep 29, 2021

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

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.

Stayed 3 nights in Sep 2021

10/10 Excellent

Charles

Jul 23, 2021

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Stayed 3 nights in Jul 2021

10/10 Excellent

Verified traveler

Traveled with partner

Jul 19, 2021

Liked: Staff & service, amenities, property conditions & facilities

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!

Stayed 3 nights in Jul 2021

8/10 Good

John

Oct 27, 2020

Liked: Cleanliness, property conditions & facilities, room comfort

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

Stayed 3 nights in Oct 2020

10/10 Excellent

Verified traveler

Oct 25, 2020

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Stayed 5 nights in Oct 2020

10/10 Excellent

Verified traveler

Jan 21, 2020

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Stayed 2 nights in Jan 2020

10/10 Excellent

Joan, Pleasantville, NY

Traveled with partner

Jan 20, 2020

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

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.

Stayed 2 nights in Jan 2020

10/10 Excellent

Charles

Jan 2, 2020

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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

Stayed 4 nights in Dec 2019

10/10 Excellent

Verified traveler

Oct 16, 2019

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Stayed 2 nights in Oct 2019

10/10 Excellent

Verified traveler

Oct 5, 2019

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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

Stayed 2 nights in Sep 2019

8/10 Good

Monica

Traveled with family

Sep 28, 2019

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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.