Dive bars in and around Boston
738 Mass. Ave., 617-354-2685, cantab-lounge.com
"There's a cavalcade of characters" at this Central Square staple, O'Neil says. "It's pretty diverse, with people from all walks of life." There's often a band playing in the upstairs room at night — think open mikes or the popular Tuesday bluegrass shows — and the "people watching is unrivaled."
Also nearby: Whitney's