Pumpkinhead and It's the Great Pumpkin, Charlie Brown are the only two I know for sure I will be watching on or near Halloween, because I do every year. The last couple of years it has been Pumpkinhead followed by Halloween the night of.
But I watch quite a bit of horror all through October, and usually nothing but horror the week of. I'm thinking this year, along with what I have already mentioned: The Evil Dead, Night of the Living Dead, An American Werewolf in London, Black Sunday, Black Sabbath (I have pretty much been saving Bava Collection vol. 1 for this time of year) and A Nightmare on Elm Street. I'm hoping also that TCM will run The Black Cat ('34) and The Wolf Man because I don't have copies of either yet, and I want to watch them this year. Not sure how much I am going to be able to spend on movies before then.....*sighs*
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