Ken Tucker Owen Gleibermann ranks all 40 Woody Allen movies. I'd put "Annie Hall" first and "Crimes and Misdemeanors" second, with "Sleeper," "Take the Money and Run" and I guess "Love and Death" rounding out the top five.
All of the worst are the last ten years; I don't think there's been a worse Woody film than "Hollywood Ending," the one where Woody's a director who suddenly goes blind, without anyone noticing.