Skip to Main Content.
List your propertySupportTrips
Unlock instant savings with Member Prices
Sign in
Feedback

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

4.5 star property
Colonial bed & breakfast with free breakfast and a seasonal outdoor pool

Choose dates to view prices

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

Business center
Lobby sitting area
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers
Suite, Private Bathroom (RedBird Suite) | View from room
Suite, Private Bathroom (RedBird Suite) | Premium bedding, individually decorated, individually furnished
Located near Berkshire Botanical Garden, The Stockbridge Country Inn offers a tranquil retreat close to Norman Rockwell Museum and Chesterwood. Enjoy the serene garden and full breakfast before golfing, biking, or kayaking. Guests love exploring Naumkeag Museum.

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Pool
  • Housekeeping
  • Laundry
  • Parking included
  • Air conditioning
The current price is ￥47,306
￥57,228 total
includes taxes & fees
Nov 9 - Nov 10

Room options

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

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

Suite, Private Bathroom (Parlour Suite)

Highlights

Individually furnished
Individually decorated
Fireplace
Air conditioning
TV
Premium bedding
Ceiling fan
Private bathroom
  • Sleeps 2
  • 1 Queen Bed

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

Premium bedding, individually decorated, individually furnished

Suite, Private Bathroom (White Iron Suite)

Highlights

Individually furnished
Individually decorated
Air conditioning
TV
Premium bedding
Ceiling fan
Private bathroom
Hair dryer
  • Resort view
  • Sleeps 2
  • 1 Queen Bed

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

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

Suite, Private Bathroom (Ruffles Suite)

Highlights

Individually furnished
Individually decorated
Air conditioning
TV
Premium bedding
Ceiling fan
Private bathroom
Hair dryer
  • Resort view
  • Sleeps 2
  • 1 Queen Bed

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

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

Suite, Private Bathroom (Nells Suite)

Highlights

Individually furnished
Individually decorated
Air conditioning
TV
Premium bedding
Ceiling fan
Private bathroom
Hair dryer
  • Sleeps 2
  • 1 Queen Bed

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)

Highlights

Separate sitting area
Individually furnished
Individually decorated
Air conditioning
TV
Premium bedding
Ceiling fan
Private bathroom
  • Sleeps 2
  • 1 King Bed

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)

Highlights

Individually furnished
Individually decorated
Fireplace
Air conditioning
TV
Separate bedroom
Ceiling fan
Premium bedding
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

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

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

Suite, Private Bathroom (RedBird Suite)

10.0 out of 10
Exceptional
(1 review)

Highlights

Individually furnished
Individually decorated
Air conditioning
TV
Premium bedding
Ceiling fan
Private bathroom
Hair dryer
  • Hill view
  • Sleeps 2
  • 1 Queen Bed

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)

Highlights

Separate sitting area
Individually furnished
Individually decorated
Air conditioning
TV
Premium bedding
Ceiling fan
Private bathroom
  • Sleeps 2
  • 1 King Bed
Mod logo
Sign in to view eligible discounts and perks. More rewards for more adventures!
Sign inSign up, it's free

About the neighborhood

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/promenade. Norman Rockwell Museum and Tanglewood Music Center are cultural highlights, and some of the area's activities can be experienced at Ski Butternut and Bousquet Ski Area. Don't miss out on a visit to Berkshire Botanical Garden. Take an opportunity to explore the area for outdoor excitement like hiking/biking trails and other activities like skiing.
Visit our Stockbridge travel guideOpens in a new window
View more B&B in StockbridgeOpens in a new window
Map
01262, MA, Stockbridge, 26 Glendale Road, RR 183

What's nearby

  • Norman Rockwell Museum - 16 min walk - 1.4 km
  • Berkshire Botanical Garden - 3 min drive - 2.5 km
  • Naumkeag Museum - 4 min drive - 3.6 km
  • National Shrine of the Divine Mercy - 5 min drive - 4.0 km
  • Tanglewood Music Center - 13 min drive - 11.3 km

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

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 travelers may like the fishing, horseback riding, and mountain biking at this bed & breakfast. Enjoy onsite activities like rowing/canoeing 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 sun loungers
  • Free self parking
  • Smoke-free premises, wedding services, and barbecue grills
  • 1 meeting room, tour/ticket assistance, and concierge services
Room features
All guestrooms are individually furnished, and boast comforts such as premium bedding and air conditioning, as well as thoughtful touches like free WiFi and bathrobes.
Other amenities include:
  • Bathrooms with separate tubs/showers and free toiletries
  • TVs with cable channels
  • Wardrobes/closets, a personal chef, and ceiling fans

Similar properties

Outdoor pool, sun loungers

The Red Lion Inn

  • Pool
  • Spa
  • Pet friendly
  • Free WiFi
8.8 out of 10, Excellent, 1,020 reviews
The price is ￥21,637
￥30,999 total
includes taxes & fees
Nov 4 - Nov 5
The Red Lion Inn

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

More

  • 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

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

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
Cribs (infant beds) are not available

Property payment types

Important information

Fees

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

  • Service fee: 8.3 percent

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 elevators
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

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

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–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 Oct 27, 2025, 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 Nov 9, 2025 start from ￥47,306, excluding 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?

Check-out 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).

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Expedia's Latest Trends

Hotels

Maple Tree Inn
The Westin Hapuna Beach Resort
Avi Resort & Casino
Hananoyado Yumefuji
Hilton Grand Vacations Club Ocean Tower Waikoloa Village
MarriottHotelsResorts Hotels in Stone Harbor
Tesla MedBed Center, East Dubuque
APA Hotel Ikebukuro Eki Kitaguchi
Hilton Orange County/Costa Mesa
Hotels in Akasaka
Hong Kong Disneyland Hotel
Sheraton Palo Alto Hotel
Hotel Fera Anaheim, a DoubleTree by Hilton
AS SEEN ON TV- Rated #1 Northshore Rental/Retreat with the "Wow" Factor
Cedartree Hotel Portland Hillsboro
Chena Hot Springs Resort
Mauna Lani, Auberge Collection
Hotels in LAX Area
Sheraton Carlsbad Resort & Spa
Waikoloa Beach Marriott Resort & Spa
Hilton Grand Vacations Club Kings’ Land Waikoloa
Hilton Waikoloa Village
Best Western Plus Newport Mesa Inn
GWEN'S GETAWAY!!, TOP FLOOR! 10 Mile View, Kid Friendly!

Flights

Flights from Osaka (KIX) to Portland (PDX)
Flights from Bangkok (BKK) to Taoyuan City (TPE)
Flights from Miami (MIA) to Greenland (JAV)
Flights from Narita (NRT) to Naha (OKA)

General

Visit Agoura Hills