Thrillist lists Oscar Winning Movies & Biggest Box Office Hits From Your Birthday Year. I've seen almost all the movies mentioned and while I can quibble a little bit, this is a list of very good movies. It's often hard to decide between the most fun or best movie, whatever that may mean. This list gets past that pretty well by listing the biggest box office, the best picture winner and someone's idea of best movie for each year.
My birth year was 1966, not a great year for movies. The Bible was the biggest hit and ... we'll... meh. I love A Man for All Seasons which won 6 the Oscars. Who's Afraid of Virginia Woolf is filled with virtuoso performance and two hours of yelling and won only 5 Oscars with 13 nominations. I'll add that I think the most fun movie of that year was The Russians Are Coming! The Russians Are Coming!