Logo   Berkshire Hills, Massachusetts Guide
The Berkshire Hills of western Massachusetts were a favorite resort for wealthy families, artists and musicians in the 19th and early 20th centuries—and they still are today.

by Tom Brosnahan
Travel Info Exchange

Carillon Tower, Stockbridge MA
Carillon Tower,
Stockbridge MA



The Berkshire Hills of western Massachusetts, from Williamstown in the north to Sheffield in the south (map), are one of New England prime playgrounds in every season.

About 130 miles (209 km; 2-2/3 hours) west of Boston, and 160 miles (258 km; 3-3/4 hours) north of New York City, Berkshire County is synonymous with summer art and culture, and gracious, even sumptuous living because of its recent history. Musical concerts, performances of theater and dance, and fine arts museums are all thronged in the summer.

In the 19th and early 20th centuries, wealthy vacationers built huge, sumptuous "summer cottages" on spacious grounds, many of which are now hotels, resorts or inns, or summer performance sites.

The Tanglewood Music Festival of the Boston Symphony Orchestra, held on a sprawling 19th-century estate in Lenox MA, is the best-known summer event, but there are dozens of mansions and cultural offerings.

Hills & Mountains

The countryside is gorgeous: long, low forested mountains separated by fertile valleys watered by the Green, Hoosic, and Housatonic rivers, with a sprinkling of lakes and ponds. It's graced with many state forests, parks and ponds.

Mount Greylock (3591 feet/1095 meters), the highest peak in Massachusetts, is just outside North Adams at the northern end of Berkshire County, which includes all of the westernmost part of the state framed by the borders of Vermont, New York and Connecticut.

Historic Towns

Most Berkshire towns are historic, graceful and beautiful. Those with a 19th-century industrial past have public buildings testifying to their earlier prosperity.

From north to south, here are the culture-filled towns of Berkshire County, Massachusetts:


Home of Williams College, its famous Theatre Festival, the Williams College Museum of Artand the wonderful Clark Art Institute. More...

North Adams

Mount Greylock, highest peak in the state, looms above it, and Mass MoCA makes it famous for contemporary art. More...


Pittsfield, the only real city in the Berkshires, got rich on 19th-century industry, but now with industry gone, it's becoming a city of culture. It's the major transportation point, with an Amtrak train station, and bus station. On its outskirts, Hancock Shaker Village pays tribute to the Shakers, a religious sect known for plain living, high thinking, beautiful design and workmanship of everyday objects, and an aversion to sex. More...


Old churches and houses, grand summer mansions, and on the outskirts, the Boston Symphony Orchestra's renowned Tanglewood Music Festival. More...


Norman Rockwell's America, with the Norman Rockwell Museum full of the famed illustrator's work, Alice's Restaurant of Arlo Guthrie movie fame, and a beautiful town to match. More...

West Stockbridge

An old Berkshire village dedicated to crafts and shops. More...


Gateway to the Berkshires, Lee is where most visitors leave the Massachusetts Turnpike, follow smaller roads, and explore the county. The Jacob's Pillow Dance Festival, based in neighboring Becket, draws visitors to Lee as well. More...

Great Barrington

Largest town of the southern Berkshires (population 7,500), it thrives on antique shops, restaurants and musical events. More...


North Egremont is a mere hamlet, South Egremont is an antique-shoppers' village, and a pretty one at that. Gracious country inns line the road north to Great Barrington. More...

Finding a Hotel

The Berkshires' abundance of cultural festivals and activities— especially the Tanglewood Music Festival in Lenox fill all accommodations on Friday and Saturday nights, at high prices. If you can plan to stay overnight on other nights, the task of finding a hotel will be much easier...and cheaper. More...

—by Tom Brosnahan

Berkshire Hotels, Motels & Inns

Berkshires Transportation

Music & Concerts

Theater & Dance

State Parks, Forests & Ponds

Tourist Information

Pioneer Valley

About Massachusetts

Southern Vermont

Northwestern Connecticut

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View from Mount Greylock, North Adams MA

Panoramic view from the summit of Mount Greylock, highest mountain in Massachusetts, at the northern end of the Berkshire Hills.

Boston Symphony Orchestra concert at Tanglewood Music Festival, Lenox MA

Lawn listeners at a Boston Symphony Orchestra concert outside the Music Shed at Tanglewood in Lenox MA.

Tanglewood Music Festival, Lenox MA

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