The Bookstore

A Berkshires institution since the ’60s, The Bookstore in Lenox is more than a shop – it’s a community stronghold that certainly needs to blurb from me! Owner Matt Tannenbaum, known as "a true bard of the Berkshires," has presided over this beatnik gem for over almost 50 years. When hard times hit, the town rallied to keep it alive, proving its importance as a gathering place for writers, artists, and readers. The "Get Lit" wine bar offers a pairing for an afternoon of browsing, and Shade Gallery showcases local artists. What it’s known for: A legendary owner, an in-store wine bar, and a beloved role as Lenox’s literary hub.