As someone who rents multiple films every weekend, hits the theatre at least once a week, and keepsup to date on all film related events, like the Toronto International Film Festival, I would consider myself a good source for movie recommendations. Here is a list of some of my favourite movies:
The Truman Show (drama)
Garden State (drama)
Magnolia (drama)
Fight Club (drama/action)
Little Miss Sunshine (dark comedy/drama)
Grease (romantic comedy)
Dirty Dancing (romantic comedy)
Ocean's Eleven (comedy)
My Date With Drew (documentary)
As Good As It Gets (romantic comedy/drama)
Little Women (drama)
The Notebook (romance/drama)
What The Bleep Do We Know? (documentary)
These should get you started at the movie store. I hope you enjoy them as much as I did.