34 Underrated Small Towns Perfect for a Quiet Weekend Escape

26. Stockbridge, Massachusetts: Norman Rockwell's New England Canvas

Immortalized by Norman Rockwell, Stockbridge is the quintessential New England idyll, nestled in the rolling Berkshire Hills. More than just picturesque, it’s a cultural hub with a rich literary and artistic heritage. Stroll down Main Street, seemingly lifted from a Rockwell painting, visit the Norman Rockwell Museum, or explore Chesterwood, sculptor Daniel Chester French's historic home. Nearby Tanglewood, the Boston Symphony Orchestra's summer home, offers world-class music. Stockbridge isn't just a town; it's an immersive journey into American art, history, and enduring small-town charm, offering a sophisticated yet soothing retreat.