"And that's what Christmas is all about, Charlie Brown..."
It's not Christmas without "A Charlie Brown Christmas". I also always watch "Christmas Eve on Sesame Street", "Miracle on 34th Street" (the original, though that's oddly a 'Thanksgiving' movie, to me), "One Magic Christmas" (Mary Steenburgen, Harry Dean Stanton), "Prancer" (gotta love Sam Elliot), "Rudolph" (much as my mother wanted to kill that dentist elf, or at least tell him to run screaming from the profession--Mom was never really thrilled with dentistry, I think; said she retired because "I got sick of looking in people's mouths.")
"A Christmas Story", or, the movie that resulted in my brother getting a Red Ryder bb gun one year, and in my getting hit in the face with a riccochet. (It doesn't even break the skin. Lever-action air rifles don't fire at a strong enough muscle velocity to hurt much of anything--we still use it to scare squirrels off the bird feeders, and it doesn't do more than sting them.)
"A Christmas Carol", 1951 (Alastair Sim) is always the Christmas-Eve movie. We also get in the 1980s version with George C. Scott, the Muppet verion (also "John Denver and the Muppets: A Christmas Together"), and the Patrick Stewart version. My brother likes "Scrooged." I do not.
For the sake of the dancers, I watch Ballanchine's The Nutcracker, which would be great if not my ideal vision of the story except for the ROTTING SQUIRREL CARCASS THAT IS MACAULEY CULKIN. The entire NYCB should have gotten Oscars, just for keeping a straight face during his less-than-amateurish crack at the Nutcracker Prince's solo in Act II. *I* could dance that part better than he did. Six-year-olds in intro classes could. My current favorite version is the Royal Ballet's, which is I think truer to the spirit of Hoffmann's book, if not Petipa's vision (though I think Tchaikovski would agree with me.) I watched Barishnikov's version on PBS and, the outdated color schemes aside, it did rather little for me.
The Nutcracker I'd like to see, if a filmed version exists, is the 1981 Pacific Northwest production with art and design by Maurice Sendak. I have the book of the Hoffman with his illustrations and costume designs.