Bing Crosby is something of the unofficial "classic voice of the Christmas season," but his most popular piece in recent years is the unlikely duet from 1977, the same year he passed away. The Washington Post provides the odd story of holiday harmony, how David Bowie joined Crosby at the piano for their duet, "Peace on Earth/Little Drummer Boy". If you like the classics, here's some Bing over the years: a fan-made abbreviation of Frank Sinatra's Christmas Show from 1957, Bing sings "White Christmas" in 1961, Bing & Kathryn Crosby take you on a trip to "Christmas Island" from his 1971 Crosby family special, and from his final Christmas special, Bing Crosby's Merrie Olde Christmas, Bing and Twiggy singing "Have Yourself a Merry Little Christmas." If you'd like a full period piece, here's an all-star 1958 USO Christmas show (program history and overview). If that's all a bit too sweet for you, let Johnny Cash, Willie Nelson, Kris Kristofferson, Waylon Jennings, June Carter-Cash, Jessi Colter, John Carter-Cash, and more regale you in the Christmas On The Road TV Special (1984).