A Place for Every Pleasure

Each of the towns in Berkshire County, Massachusetts, has something unique to offer. Here are some of the highlights.

Great Barrington
The Bard College at Simon’s Rock campus lends Great Barrington a college-town feel and a progressive vibe; there are lots of boutiques, galleries, and ethnic restaurants. The Mahaiwe Performing Arts Center offers live performances year-round.

Tanglewood, summer home of the Boston Symphony Orchestra, is the crown jewel of Lenox. There’s also the Pleasant Valley Wildlife Sanctuary, which comprises seven miles of trails through meadows, through wetlands, and through the hardwood forests along the slope of Lenox Mountain.

North Adams
North Adams is home to the Massachusetts Museum of Contemporary Art, the largest contemporary-art museum in the country, which also has a full performing-arts schedule encompassing theater, music, and dance. Mount Greylock -- at 3,491 feet, the state’s highest peak -- is located here.

The Colonial Theatre here was recently restored to its original gilded-age glory. It now offers theater performances, films, and live music, including the Pittsfield City Jazz Festival. The nearby Berkshire Museum features exhibits on art, history, and the natural world.

Though small in size, Stockbridge boasts a great deal of cultural attractions, from the Berkshire Theatre Festival to the Berkshire Botanical Garden. Don’t miss the Norman Rockwell Museum, which holds the largest collection anywhere of Rockwell’s works, including 750 paintings and drawings and 150,000 photographs, letters, and other memorabilia.

This town is best known for the Williamstown Theatre Festival, which presents more than 200 summer performances annually. Don’t miss a visit to the Sterling and Francine Clark Art Institute, a museum and leading art-history research facility.

If you go …

Check out our favorite hotels and restaurants in the Berkshire Hills.


Hawthorne Road in Lenox
(413) 637-0610
This award-winning boutique hotel is housed in a Renaissance-style palazzo on 22 acres atop a quiet hill.

The Red Lion Inn
30 Main Street in Stockbridge
(413) 298-5545
A landmark for more than two centuries, this inn is famous for its welcoming front porch and rows of rocking chairs.


The Old Inn On The Green
134 Hartsville new Marlborough Road in new Marlborough
(413) 229-7924
Owner-chef Peter Platt offers an inventive continental menu that features rarities such as raw ewe-milk cheese and Hudson Valley organic free-range turkey.

Trattoria Rustica
26 McKay Street in Pittsfield
(413) 499-1192
Davide Manzo, a Pompeii, Italy, native, oversees every touch on this trattoria’s traditional menu.