We have done Bad Santa followed by Vacation every year for a decade now, among our group.
For me, personally, I'm a huge fan of Christmas specials, so I have to watch Charlie Brown, Rudolph, both Grinch's, Garfield, and this year I actually found Merry Christmas, Mr Bean! on TV, so I watched that for the first time in awhile. Always great. The girlfriend is obsessed with Tim Allen's "The Santa Clause" trilogy, so we watch all 3 of those every year as well.
As soon as December arrives, our house is like Christmas puked in here...