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

4.5 star property
4.5-star luxury B&B near Norman Rockwell Museum

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

Business center
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers
Suite, Private Bathroom (RedBird Suite) | View from room
Lobby sitting area
Suite, Private Bathroom (RedBird Suite) | Premium bedding, individually decorated, individually furnished

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Pool
  • Parking included
  • Housekeeping
  • Laundry
  • Free WiFi

Explore the area

View in a map
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

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)

  • 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)

  • 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)

  • 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)

  • 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)
  • 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)
  • 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)
  • 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)
  • Sleeps 2
  • 1 King Bed

About the neighborhood

Stockbridge

Close to the boardwalk/promenade.Within 2 miles (3 km) of this Stockbridge B&B, you'll find Norman Rockwell Museum and Berkshire Botanical Garden. Naumkeag Museum and National Shrine of the Divine Mercy are also within 3 miles (5 km).
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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

4.5-star luxury B&B near Norman Rockwell Museum
Free breakfast is available daily. A computer station is on site and WiFi is free in public spaces. A seasonal outdoor pool, a library, and a terrace are also featured at the luxury The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood. The bed & breakfast can provide concierge services and wedding services. Free self parking is available.

This 4.5-star Stockbridge bed & breakfast is smoke free.

  • 8 guestrooms or units
  • 2 levels
  • Built in 1856
  • Continental breakfast (free)
  • Poolside lounge chairs
  • Conference space
  • Coffee in lobby
  • Self-service laundry
  • Front desk (limited hours)
  • Tour and ticket information
  • Concierge
  • Wedding services available
  • Library
  • Terrace
  • Garden
  • BBQ grill(s)
  • Outdoor picnic space
  • Computer for guest use
  • Fireplace in lobby
  • No smoking on site
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.

Similar properties

Outdoor pool, sun loungers
The Red Lion Inn
  • Pool
  • Spa
  • Pet friendly
  • Free WiFi
4.4 out of 5, Excellent, 1,010 reviews
$179 nightly
The price is $200
Nov 12 - Nov 13
Total with taxes and fees
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

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

Room amenities

Entertainment

  • TV with cable channels

Bedroom

  • Premium bedding

Bathroom

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

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

  • No pets 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

Guests will be asked to pay the following charges at the property:

  • Service fee: 8.3 percent

We've listed 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. The tax ID number is C0000602830. This property accepts Visa, Mastercard, American Express, and Discover. Cash is not accepted. For guests' safety, the property includes a fire extinguisher, a smoke detector, a security system, and a first aid kit in each accommodation. Cashless payment methods are available for all transactions.

We should mention

  • The seasonal pool will open in June and close in September.
  • Pool access available from 9:00 AM to 6:00 PM.
  • Children 17 years old and younger aren't allowed 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

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

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is 12.5 mi (20-min drive) away from the Pittsfield, MA (PSF-Pittsfield Municipal) airport, the closest popular airport to the property.

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

As of Oct 14, 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 12, 2025 start from $309.47, 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.

Does The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood have an airport shuttle?

Airport shuttle services are not available 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 offer free breakfast?

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood offers free continental breakfast every day from 8:30 AM to 10 AM.

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

No, there is no casino at this bed & breakfast.

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.

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

This bed & breakfast offers free self parking.

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

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood features a seasonal outdoor pool. Guests can enjoy pool access from 9:00 AM to 6:00 PM.

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

There are no spa services available at this bed & breakfast.

How close is The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood to downtown Stockbridge?

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is 1.3 mi away from Stockbridge.