In no particular order. I'm also quite sure that I'll edit this list at some point, but just going off the top of my head.
The Lord of the Rings: The Return of the King
Rear Window
Dazed and Confused
The Dark Knight
The Matrix
Honorable Mention: The Good, The Bad, and the Ugly; The Departed, Catch Me If You Can, Casino.
How can you pick just 5?