I've always loved the weird names in Pennsylvania. Let's not forget King of Prussia. And Jersey Shore, which is located in the middle of the state, nowhere near the Jersey shore. A cruel cruel joke of a name.
In Oregon, so many towns seem to be named after other more famous or older towns. For example, there's Portland, Salem, Albany, Detroit, Lebanon, Damascus, Harrisburg, Toledo, Florence... probably others I don't know about. And then right across the border, about 15 minutes from Portland, there's Vancouver, WA. Which is the most confusing since there's another Vancouver just a little ways north.
The pioneers sure were unoriginal.