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

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Luxury
4.5 star property
9.2

Wonderful

Luxury bed & breakfast near Norman Rockwell Museum

Located close to Berkshire Botanical Garden and Naumkeag Museum, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood provides free full breakfast, an adjacent golf course and a terrace. Adventurous travellers may like the mountain biking, horse riding and rowing/canoeing at this bed & breakfast. Enjoy on-site activities, such as fishing and kayaking. Free in-room WiFi is available to all guests, along with an art gallery on-site and a garden.

Popular amenities

  • Pool
  • Parking included
  • Free Wi-Fi
  • Air-conditioning
  • Business services
The current price is S$475
includes taxes & fees
26 May - 27 May

Room options

View all photos for Suite, Private Bathroom (Parlour Suite)

Premium bedding, individually decorated, individually furnished

Suite, Private Bathroom (Parlour Suite)

  • Garden view
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

View all photos for Suite, Private Bathroom (White Iron Suite)

Premium bedding, individually decorated, individually furnished

Suite, Private Bathroom (White Iron Suite)

  • Resort view
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

View all photos for Suite, Private Bathroom (Ruffles Suite)

Premium bedding, individually decorated, individually furnished

Suite, Private Bathroom (Ruffles Suite)

8.0 out of 10
Very good
(1 review)
  • Resort view
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

View all photos for Suite, Private Bathroom (Nells Suite)

Premium bedding, individually decorated, individually furnished

Suite, Private Bathroom (Nells Suite)

  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

View all photos for Suite, Private Bathroom (Stockbridge Suite)

Premium bedding, individually decorated, individually furnished

Suite, Private Bathroom (Stockbridge Suite)

10.0 out of 10
Exceptional
(1 review)
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

View all photos for Suite, Private Bathroom (Bens Suite)

Premium bedding, individually decorated, individually furnished

Suite, Private Bathroom (Bens Suite)

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

View all photos for Suite, Private Bathroom (RedBird Suite)

Premium bedding, individually decorated, individually furnished

Suite, Private Bathroom (RedBird Suite)

10.0 out of 10
Exceptional
(1 review)
  • Hill view
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

View all photos for Suite, Private Bathroom (Maids Suite)

Premium bedding, individually decorated, individually furnished

Suite, Private Bathroom (Maids Suite)

9.6 out of 10
Exceptional
(4 reviews)
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi
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About the area

Located in Stockbridge, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is next to a golf course and near a boardwalk. Norman Rockwell Museum and Tanglewood Music Center are cultural highlights, and some of the area's popular attractions include Berkshire Botanical Garden and Bousquet Ski Area. Naumkeag Museum and National Shrine of the Divine Mercy are two other places to visit that come recommended. Take the opportunity to explore the area for outdoor excitement like hiking/biking trails and other activities like skiing. Visit our Stockbridge travel guide
View more B&B in Stockbridge
Map
26 Glendale Road, RR 183, Stockbridge, MA, 01262

What's nearby

  • Housatonic River
    Housatonic River
    2 min walk - 0.2 km
  • Norman Rockwell Museum
    Norman Rockwell Museum
    19 min walk - 1.7 km
  • Chesterwood
    15 min walk - 1.3 km
  • Berkshire Botanical Garden
    3 min drive - 2.9 km
  • National Shrine of the Divine Mercy
    6 min drive - 4.0 km

Getting around

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

Restaurants

  • McDonald's
    14 min drive
  • McDonald's
    11 min drive
  • Berkshire Mountain Bakery
    5 min drive
  • The Red Lion Inn
    3 min drive
  • Fresh City
    14 min drive

About this property

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

  • Luxury bed & breakfast near Norman Rockwell Museum
  • Located close to Berkshire Botanical Garden and Naumkeag Museum, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood provides free full breakfast, an adjacent golf course and a terrace. Adventurous travellers may like the mountain biking, horse riding and rowing/canoeing at this bed & breakfast. Enjoy on-site activities, such as fishing and kayaking. Free in-room WiFi is available to all guests, along with an art gallery on-site and a garden.
  • Other perks at this bed & breakfast include:
    • A seasonal outdoor pool, along with sunloungers
    • Free self-parking
    • Smoke-free property, wedding services and concierge services
    • Coffee/tea in reception, a computer station and a nature reserve
  • Room features
  • All rooms are individually furnished, and feature comforts such as premium bedding and air conditioning, as well as thoughtful touches such as free WiFi and bathrobes.
  • More amenities include:
    • Bathrooms with separate baths/showers and free toiletries
    • TVs with cable channels
    • Wardrobes/cupboards, a personal chef and ceiling fans

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Property amenities

Internet

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

Parking and transport

  • Free uncovered self parking on site
  • Limited on-site self parking
  • Wheelchair-accessible parking available

Food and drink

  • Free continental breakfast available daily 8:30 AM to 10 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

More

  • 2 floors
  • Built in 1856
  • Colonial architecture
  • Fireplace in lobby
  • Smoke-free property

Room amenities

Bedroom

  • Premium bedding

Bathroom

  • Dressing gowns
  • 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

More

  • 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

Information provided by the property may be translated using automated translation tools

Access methods

Front desk (limited hours), key retrieval

Pets

Pets not allowed

Children and extra beds

Children 17 and younger are not allowed at this property; all guests older than 17 are welcome

Rollaway/extra beds are not available.

Cots (infant beds) are not available

Payment types at the property

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • Service fee: 8.3 per cent

We have included all 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

We should mention

This property does not have any lifts
The seasonal pool will be open from June to September
Pool access available from 9:00 AM to 6:00 PM
Children 17 years old and younger are not permitted at this property

Frequently asked questions

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

Yes, this property has a seasonal outdoor pool. Pool access is from 9:00 AM to 6:00 PM.

How much does it cost to stay at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood?

As of 12 May, 2026, prices found for a 1-night stay for 2 adults at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood on 26 May, 2026 start from S$475, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood pet-friendly?

No, pets are not allowed at this property.

How much is parking at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood?

Self-parking is free at this property.

What time is check-in 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.

What time is check-out at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood?

Checkout is at 11 AM.

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

Situated in the mountains, this luxury bed & breakfast is 1 mi (1.6 km) from Norman Rockwell Museum, and within 3 mi (5 km) of Berkshire Botanical Garden and Naumkeag Museum. National Shrine of the Divine Mercy and Tanglewood Music Center are also within 6 mi (10 km).

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Reviews

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

Property conditions & facilities
Rating 10 - Excellent. 72 out of 111 reviews
Rating 8 - Good. 28 out of 111 reviews
Rating 6 - Okay. 8 out of 111 reviews
Rating 4 - Poor. 3 out of 111 reviews
Rating 2 - Terrible. 0 out of 111 reviews

Reviews

Verified

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Carol Anne

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It’s nice to come to this lovely setting and to be greeted by such a welcoming, smiling host! You cannot beat the ambiance, and the breakfast was marvelous. The entire cast and crew presented their masterpiece!!!
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Sarah

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
Verified

10/10 Excellent

Linda

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
Verified

10/10 Excellent

Roxanne

Liked: Cleanliness, amenities
My husband and I thoroughly enjoyed our stay at the Stockbridge Inn. Diane, the owner, greeted us warmly and escorted us to our room. Our accommodations were comfortable, warm and spacious and quiet enough for us to have a good night sleep. Diane was very helpful in recommending other accommodations for a large family function that she as unable to help us with. The breakfasts were incredible and the staff was there to answer our any desire. On a scale of 1-10 I would rate this Inn a ten.
Stayed 2 nights in Oct 2025
Verified

6/10 Okay

Gina

Liked: Cleanliness, amenities, property conditions & facilities
It was extremely clean. Every crack and corner was spotless.
Verified

4/10 Poor

Kyungoh

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
Verified

10/10 Excellent

Susan

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
Verified

10/10 Excellent

Deborah

Liked: Staff & service, amenities, property conditions & facilities
Great breakfast, friendly helpful staff, pretty yard, good location
Stayed 3 nights in Aug 2022
Verified

10/10 Excellent

Andrea

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
Verified

10/10 Excellent

Leon

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
Verified

10/10 Excellent

GAEL

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 3 nights in May 2022
Verified

10/10 Excellent

Valerie

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
Verified

10/10 Excellent

rene

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
Verified

10/10 Excellent

Julie

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
Verified

8/10 Good

Charnel Goff

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
Verified

10/10 Excellent

Verified traveller

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
Verified

8/10 Good

John

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
Verified

10/10 Excellent

Joan

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
Verified

10/10 Excellent

Charles

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
Verified

10/10 Excellent

Verified traveller

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
Verified

8/10 Good

Monica

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.
Breakfast are
Piano room
Stayed 2 nights in Sep 2019
Verified

10/10 Excellent

Silvia

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
The location, the room, the breakfast, and especially the hosts were wonderful. The best of the New England feel!
Stayed 2 nights in Aug 2019
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Well located and charming property with friendly staff and interesting guests.
Stayed 5 nights in Aug 2019
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities
A beautifully decorated B and B and the breakfast every morning was incredible!
Stayed 3 nights in Aug 2019