Elvis Christmas Album
Rat Pack Chritmas Album (who says the Rat Pack and Christmas don't go together? Just got this last year - lots of fun).
Moody Blues - December Snow (a lot better than you might think)
Radio City Music Hall Presents: Songs of Christmas (wifes choice)
I've also made a couple of CD compilations that get spun quite a bit around the holidays. They've got lots of classics - White Christmas, Rudolph (Dean Martin), Happy Xmas (John & Yoko), Burle Ives, etc. It even has ELP's I Believe in Father Christmas on it...