The Shining is my all time favorite scary movie, but I don't make a point of watching it at Halloween.
The Saw franchise has become a Halloween staple the last couple years, so I'm always in a theatre around this time of year.
One of my other favorites that I haven't seen in years was the TV Movie "IT". The first half is very good. I have memories, being 8 years old sitting in the dark cold basement by myself, watching that movie and running up the stairs to Mom when the photo of the dead kid winks at his brother. The second half of the movie is probably the worst two hours in film history not called Black Knight with Martin Lawrence.
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