Take a hike! Some favorite trails:

Monument Mountain, trailhead on Route 7 between Great Barrington and Stockbridge

Tyringham Cobble, trailhead on Jerusalem Road in Tyringham

Benedict Pond in Beartown State Forest, Monterey

Ice Glen, trailhead on Park Street in Stockbridge

(See the AllTrails App for directions to trailheads, trail maps and descriptions)

Check out a museum!

Norman Rockwell Museum, Stockbridge

The Mount (Edith Wharton’s home and gardens), Lenox

Mass MOCA (MA Museum of Contemporary Art), North Adams

The Clark, Williamstown

Shopping!

Stroll the shops on Railroad Street in Great Barrington (don’t miss Rubiner’s on Main Street for snacks, or Scout on Elm). Main streets of Stockbridge and Lenox have great shops too.

Visit the Farmer’s Market in Great Barrington (open Saturday 9am – 1pm) at 18 Church St.

Apple Picking!

Go apple picking at Windy Hill Farm! Located on Route 7 between Great Barrington and Stockbridge, very near the Monument Mountain trail parking.