Ugh, I've seen this movie, probably a bunch of times.
There's a train station scene in Spellbound in which Gregory Peck is wearing the exact same hat (but no glasses and he's with Ingrid Bergman). I have to find that scene, just for the striking similarity.
North by Northwest was in color, and Grant was older looking in that.
trading places? that looks like the cop who inventoried winthorp's stuff...but this is a different movie, imo. (but he looks like he's taking inventory!)