Stockbridge is one of the oldest and best-known towns in the Berkshires, thanks to famous residents like sculptor Daniel Chester French, artist Norman Rockwell, former slave and civil rights activist Mumbet, diplomat Jospeh Choate, and the Sedgwick family. It was also a sought-after vacation and second-home spot for the affluent during the Gilded Age, and many of these buildings are still in use.
Although Stockbridge retains much of its antique appeal—a yearly holiday festival on Main Street even re-creates Rockwell’s famous painting Home for Christmas (Stockbridge Main Street at Christmas)—these days, Stockbridge is renowned for its dining, lodging, and world-class museums. These include the Norman Rockwell Museum, Chester French’s home and workshop at Chesterwood, Choate’s home and gardens at Naumkeag, the Berkshire Botanical Garden, and famed live-performance venue Tanglewood (on the border of sister town Lenox). Stockbridge also has a bustling downtown featuring shops, cafes, and galleries. And outdoor lovers can enjoy the multitude of fresh-air walking and hiking trails or get their fill of kayaking, canoeing, boating, swimming, and paddleboarding on beautiful Stockbridge Bowl.
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