Free
Mount Greylock
The highest peak in Massachusetts, with a summit road and memorial tower. Seasonal road.
Season Seasonal, check official site.
Home / Guides / The Berkshires (Lenox and Stockbridge)
Western Massachusetts
The Berkshires (Lenox and Stockbridge)
Hills, small towns and summer culture in western Massachusetts: the Norman Rockwell Museum, Tanglewood's outdoor concerts, Edith Wharton's house, a Shaker village and the state's highest peak.
Photo: The Red Lion Inn, Stockbridge, John Phelan, CC BY 3.0
Stockbridge's Main Street, with the Red Lion Inn, looks like a Rockwell painting, and Norman Rockwell really did live and work here. Lenox, next door, is home to Tanglewood, the Boston Symphony Orchestra's summer home.
Gilded Age families built country houses here, including Edith Wharton's The Mount. To the north, Mount Greylock is the highest point in Massachusetts. Culture by day, hills by morning.
Outdoors and nature
Trails, lookouts, waterfalls, beaches and time on the water come first.
Paid
Berkshire Botanical Garden
Gardens and greenhouses in Stockbridge.
Sights and attractions
Museums, landmarks and the places people come here for.
Paid
Norman Rockwell Museum
The largest collection of Rockwell's art, and his studio, in Stockbridge.
Paid
Tanglewood
The Boston Symphony Orchestra's summer home, with lawn seating.
Paid
Naumkeag
A Gilded Age house famous for its gardens and Blue Steps, in Stockbridge.
Paid
Hancock Shaker Village
A Shaker village with a round stone barn and working farm.
Paid
The Clark Art Institute
A major art museum in Williamstown. About 45 minutes north.
Markets, shops and festivals
Main streets, markets and the dates worth planning around.
Free
Stockbridge Main Street
The Red Lion Inn and the street Rockwell painted.
Book a tour or activity
Cruises, tours and experiences people book here. Each one goes to the operator's official page, and you can still add it to your trip.
Hoosac Valley train ride
Heritage train rides between Adams and North Adams, about 40 minutes north of Lenox. Seasonal weekends and holiday trains.
Season Most weekends, Memorial Day weekend–end of Oct (check before you go).
Also bookable, listed above
These are in the lists above, so we don't repeat them here.
- Tanglewood Show
Part of our The Berkshires and Litchfield Hills guides.
Make it a weekend
Why stay the night
- Tanglewood concerts happen in the evening.
- Museums fill one day, and hikes fill another.
- Fall foliage weekends book up early.
Nearby and worth the drive
Woodstock, VTabout 2 h 30 · Guide ↗
Covered bridges and farms.
Saratoga Springsabout 1 h 30 · Guide ↗Springs and the racetrack.
Ready-made trips with The Berkshires (Lenox and Stockbridge)
Good to know
- Tourism: berkshires.org.
- We list only places we can check against an official source. Hours, seasons and prices change, so confirm before you go.
Photos on this page
Photo: The Red Lion Inn, Stockbridge, John Phelan, CC BY 3.0
Photo: Mount Greylock, Vvburen, CC BY-SA 4.0
Photo: Norman Rockwell Museum, Stockbridge, User:Rmrfstar, CC BY 2.5
Photo: The Mount, Lenox, Gigglewater, CC BY-SA 4.0
Photo: Seiji Ozawa Hall, Tanglewood, Daderot., CC BY-SA 3.0