Judy Garland – “Have Yourself a Merry Little Christmas” – (1944)

It seems like there were a bunch of great, classic Christmas songs recorded in the 1940s – and there were. This song originally appeared in the film Meet Me in St. Louis, sung by Judy Garland. Frank Sinatra did another popular version later on. Mel Torme’s version appeared in Home Alone and is also very popular. Just another one of those 20th Century Christmas tunes.