I haven't been to Fort Wayne, but Indianapolis is a nice city. Try
www.cibaride.org for local clubs. You should come down to Indianapolis in July for the NITE ride. It's a great time! Midwest, like any place, is what you make of it. Personally I enjoy the slower pace of life here in Indianapolis, much more laid back than it was on the East Coast. Summers here are absolutely wonderful, and I've become quite accustomed to riding in the harsh winters.
I did spend a veeeeeeeery long year in Terre Haute, however, and it was an awful place.