Originally, I was going to go with "Merry Christmas from the Family", but everyone and his brother seems to be doing that, so I'll take a different tack.
This is Steve Earle's "Christmastime in Washington," an amusing song off a great album (El Corazón):
Of course, Steve Earle is a barking moonbat,but the man makes great music, and to be perfectly fair to him he is consistent in his political views. He's very radical, much farther left than even the Democrats, which is why both parties get slapped at in this circa 1996 song (the album itself came out a little later, but it's obvious to what he's referring in the song itself). Bonuses from this particular version of the song include Emmylou Harris singing harmony and Nanci Griffith looking absolutely bored.
For a more traditional take from the same guy, here's "Nothing But a Child":
One more, this time actually not Steve Earle: John Berry's version of "O Holy Night." So far as I'm concerned, his is the best. The first time I heard this I sat down and simply stared at the TV (it was on CMT); it almost literally brought me to tears. This hymn remains is one of my favorites, and it is hellaciously difficult to do well--most of the commercial music covers of it frankly suck, but Berry--whose voice was far, far too good for the music he put out--has the range to nail it.