Metafilter has recently given us some seasonal compilations of youtube performances:
"my baby left me, start'd me drinkin' on christmas day" offers links that ring in blues from freddie king, blind blaake, little milton, blind lemon jefferson and many more, while "it came upon a Bb minor diminished 7th clear" compiles links ringing in jazz from charlie parker, bill evans, chet baker, dexter gordon and others. the comments to those initial posts expand on the theme with more links to more yuletubery. "hendrix hatches heavy holiday haze" does what it says on the package, while the agents at the linked playlist offer even more seasonal singles by the likes of pink floyd, twisted sister, and even this charming parody of jim morrison singing jingle bells (which, of course, in turn, makes me think that the one-horse open sleigh in question is stolen, heading west, and that, when the sun goes down, the driver is gonna get out and get into a fight before checking into the morrison hotel).