There’s Fun for Everyone in Stockbridge, Massachusetts!

A stay at the Inn at Stockbridge Massachusetts includes more than excellent hospitality and plentiful amenities. Our bed and breakfast is close to some of the most unique things to do in the Berkshires, including guided tours of historic homes where famous artists once lived, unforgettable live theater performances and art galleries that celebrate the region’s rich culture and history. Last but not least, Stockbridge is home to great dining including great lunch stops, coffee shops and ice cream! Each of the attractions below are within a short drive of the Inn at Stockbridge.

Top Things to See and Do in Downtown Stockbridge

Norman Rockwell Museum

The Norman Rockwell Museum features the largest collection of Rockwell’s art is one of the most popular cultural attractions in the Berkshires. Take a guided tour through his studio and explore illustrations of various American illustrators throughout history.


Take a guided tour at Naumkeag through the entire estate of a national historic landmark which was constructed in the 1880s.

Berkshire Theater Group

The Berkshire Theater Group has five stages throughout Stockbridge and Pittsfield with live performances year-round, a trip to see a theater performance is a must.

Berkshires Botanical Garden

Take a pleasant stroll at the Berkshire Botanical Garden through blooming gardens filled with flowers and trees and enjoy the incredible scenery.

Stockbridge Golf Club

Guests of the Inn at Stockbridge save on green fees at the Stockbridge Golf Club, an 18-hole golf course located just 5 minutes from the Inn. Ask us how to save!

Dining, Shopping & More!

There’s so much more to see and do! Be sure to explore: Local Dining, Shopping, Historic Homes & Museums and Outdoor Activities too!

Photo Credit: page top photo of Stockbridge by Kindra Clineff/MOTT via Attribution-NoDerivs 2.0. Norman Rockwell Museum photo by Rmrfstar licensed under the GNU Free Documentation License

NOTICE: Due to the current COVID-19 pandemic, local attractions are adjusting their operations. Please visit the official sites for the businesses mentioned for up-to-date information. We also invite you to explore the Know Before You Go and 2020 What’s Open Page on our local tourism website for up to date info. Please also read our post for a Safe & Socially Distanced Berkshires Getaway.