How Many Cool Towns Are There in the US? A whole lot of them, that's for sure. There's a pretty big business in "listicles," which are articles about the best beaches, or the most restaurants per capita (Portland is #2 on that recent list), or the friendliest towns (Camden and Rockland made that list). Here's one that caught our eye, for two reasons: first, there are some very cool towns featured here, and, second, check out #10! This is a list of the twenty coolest towns in the US.