Catskill, NY? Relatively speaking? It is the biggest city in the Catskill region of upstate NY, but it's not really huge. I would say that it is 1/10th the size of Boston (which I think of as a small big city.) It does have its slummy parts, where I would not want to run into Mike Tyson Part II, but on the whole it is a nice (run-down) city.
Does that answer anything?