Wellfleet Drive-In Theatre
The Vibe: This old-school drive-in, opened in 1957, is so Pleasantville that the answering machine has an option for rotary phones.
The Crowd: In mid-summer, ball-playing children, high schoolers on dates, and the former BMOC with his vintage hot rod converge for the daily double feature (the first-run movies are the only modern element here). Putters try the 1961-built mini-golf course before the show, then sip shakes at the Dairy Bar & Grill at intermission.
Time-Travel Tip: Though credit cards are accepted elsewhere on the grounds, bring some cash to pay for your actual movie tickets—the drive-in is old-fashioned that way too.