Won't You Take Me to Funkytown?

We love visiting funky towns, places that are off-beat with their own personality. We've been to Woodstock, NY, Boulder, CO, Shepherdstown, WV, Berkeley and Santa Cruz, CA, Key West, FL, and Burlington, VT. We're trying to find chances to go to Ashville, NC, Eugene and Portland, OR, and Austin, TX. What other towns should be on the list?