I grew up south of Poughkeepsie in Croton-on-Hudson. My family use to say all the crazy people live in Poughkeepsie - I think because there was a large insane assylum.
Timothy Leary lived there for a while and his comrades were known for making some of the purist LSD available - large stock given to Beatles - blotter acid.
And who can forget the famous line in French Connection:
"Do you pick your feet in Poughkeepsie?"