My favorites would have to be
Christmas Vacation (it's classic so I end up catching it at least once a year on tv anyways so it might as well be a tradition),
Home Alone (me and my friends favorite as kids),
The Year Without a Santa Clause (because the Snow and Heat Miser songs are so annoyingly catchy and I like those cheesy stop-motion cartoon films), and
Elf (because I like to smile, smilings my favorite). And the Charlie Brown Christmas cartoon is pretty cute too, I guess.