America's favorite Midwestern family travels to New York City in search of Bart's long-lost love Mary Spuckler (guest voice Zooey Deschanel) who he wants to reconnect with since she has left Springfield and her hillbilly family there to reinvent herself in the big apple. Lisa and Marge look forward to experiencing all the city has to offer but when they realize their budget won't allow a Broadway play they settle for the free "Shakespeare In the Park" which doesn't go as planned.