In 1964 Doug Gilbert, a photojournalist on assignment for Look Magazine, came up to Woodstock, NY, to do a story on Bob Dylan. The folk singer was on the cusp of superstardom. The next two years saw Dylan release Another Side of Bob Dylan, Bringing It All Back Home, Highway 61 Revisited and Blonde on Blonde. Gilbert took a slew of photos, but Look never ran the story. Years later he unearthed the photos in a shoebox.
On the cover of the Roots book at left, Dylan is pictured exiting the Café Espresso driveway onto Woodstock’s Tinker Street. Riding shotgun on Dylan’s Triumph Motorcycle is John Sebastian.