As to 1,2, and 3, I would look at the Wikipedia descriptions for both schools, and google Oberlin College Student Reviews and Skidmore College Student Reviews. Oberlin.edu is a great website describing the college, and has blogs and “Story Project” accounts from both present and past students about their experiences at Oberlin. Our most famous recent graduate in the theatre/tv and creative writing areas is Lena Dunham(“Girls”), Class of 2008, who still has close ties with Oberlin. As to 4, I would say that a large majority leave for the larger cities, because 8,000 population Oberlin, Ohio is not large enough to support everyone. Before you make your decision, you should take an overnight trip to each campus. There is a smoking ban on campus.