Adventureland (2009)

To save money for graduate school, the studious twentysomething, James Brennan, has to call off the long-awaited trip in Europe, and instead, get a summer job in late-1980s Pittsburgh. With a heavy heart, James is forced to accept the only job available at Adventureland--the local ramshackle theme park--and before long, the sweet and alluringly distant co-worker, Em Lewin, catches his eye. Will James find love and the adventure of a lifetime in an amusement park where nobody ever wins?