Stranger Than Paradise. Jarmusch is a genius, but what a load of precious self indulgent..... UGH!!!
Eyes Wide Shut. At least I can't say I wasn't warned by the title.
I also hated Rainman. Just hated it, and not just because I think Cruise is usually a lousy actor. Dustin Hoffman was a great autistic man? Who says? You? How? That film cynically pushes every button the audience owns, from buddy pic to disabled guy pity to road movie to real-meaning-of-life-revelation. Not for me it doesn't.
Gone With The Wind is an overrated weepy melodrama with poor acting and an obvious plot.
Sunset Boulevard. See below.
The Shipping News, not because it was all that awful, but because it had a great cast and yet was so infinitely worse than the amazing Pulitzer Prize winning novel. How does tha thappen?
I also don't like Singing In The Rain (or is it "Singin'")? Silly and overrated. Dancing. Big deal.
Also high on my list: any other movie about a movie, or about actors, or about a screenwriter or a director or about a movie of a movie, or - top of the list here - about a screenwriter (Charlie Kauffman) writing the film being filmed. That's so self referential that it exists as a singularity, without dimension, sense or purpose except to Be for the people producing it. I read the original Susan Orlean story in The New Yorker years ago and was amazed. It stuck with me for years. The resulting film literally ruined my week.
Grudging exceptions to the no self reference rule: The Player, Hurlyburly, that recent thing about Gilbert and Sullivan with the great Jim Broadbent, some others I'd excuse on the basis of being otherwise exceptional, but they all get docked 20% of their overall score.