I can't believe none of you have mentioned "Dirty Dancing" yet! Happy teenage memories... For quirkiness, I also like ''O Brother Where Art Thou?" and "Juno".
Lots of good'ns that I've liked, to which I'll add: Cabaret Performance ( best track is Memo from Turner)
Quadrophenia, no brainer. Blues Brothers. Dude where's my Car?( Cos my mate did it). And Back to the future, just because they are the best!!