Used, sometimes, by residents of
Madison, Wisconsin to describe their fair city. More often, though, it's used by those who only wish that they were residents of
Madison. These folks tend to congregate in Madtown on
Halloween and New Year's Eve to get shitfaced, vomit on the sidewalk, start fights, get arrested, and generally prove why they're not fit to live in such a town (ie, they couldn't get accepted to the University of Wisconsin).