I've lived in Asheville since 2008, and it seems like it's getting harder to safely be homeless there. It has historically been a haven for travelers and hobos, but the separation between the affluent and those on the streets is growing. More and more high-end businesses are eating up the downtown, which means more people with money and reasons to be annoyed by hobos and even buskers. The rules on busking in downtown are iffy and seem to vary by who you ask. Last I heard, the job market was pretty tough, with so many college-age kids there. It's mountainous and kinda spread out, so it's hard to get places. There are virtually no open dumpsters, although Food Not Bombs is still operating. I hate to speak poorly of it, Asheville is a beautiful city. I just thought I'd add my belief that it's getting harder and harder to be a broke traveler there. Hope this helped somehow. I wish you luck on your travels!