Garland sang this in the 1944 film Meet Me In St Louis. The scene in the movie was shot in one take.
Ralph Blaine wrote the lyrics. He was told to write a song about trolleys for the movie, and was having a hard time coming up with inspiration. He finally came up with some lyrics when he went to the library and found a children's book with a picture of a St. Louis trolley car with the caption: "Clang, clang, clang went the jolly little trolley."
In 2004, the American Film Institute ranked this #26 on the 100 Greatest Songs in American Films list.
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