While the varied room sizes and narrow corridors may bring to mind a college dormitory, you won't find a more charming place to stay in Chicago's Near North suburbs. The inn was formerly an all-girls residence club built in the late 1920s, and a lot of its original features, including the iron-girded elevator shaft and antique-laden parlor, remain intact. The staff is small but helpful. The best feature is the library, where guests can exchange their used books for others. There's a rooftop garden and Pensiero restaurant, serving fancy Italian dishes, is on the first floor.