Halloween was not celebrated during Vincent Van Gogh's lifetime. It's more of a modern phenomenon. However, if it was, I think that he'd really have gotten into it. His Skull of a Skeleton with Burning Cigarette (1886) displays the macabre side of his sense of humor.
Van Gogh might also be amazed by the Halloween costume sported by Damon Lucas (I think that's who this is. If I'm wrong, feel free to connect me.) Huffington Post proclaimed this costume of Van Gogh with Starry Night-like swirls as "officially wins Halloween."
I almost wish I was a redhead (and a hell of a lot thinner) in order to pull of a somewhat convincing Van Gogh costume. Check out this one praised by MSN Now for Halloween 2012.
I'd like to put a bandage over one ear, though, to really get into the Van Gogh vibe. I suppose I could suck on a candy cigarette, too or sip a green liquid out of a bottle labeled ABSINTHE. Let's see if anyone figures that out.
No matter what you do for Halloween, have a good one!