I’ve seen Holiday Inn. The “plot” is really just a frame story for the music numbers. I don’t even mean that as a dig, that’s just what it is. There is a Lincoln’s Birthday number that is shockingly racist.
I’m sure that most people who associate the song “White Chirstmas” with a movie associate it with White Christmas.

If we’re talking about Christmas movies, Meet Me In St. Louis is an all-time classic and a major work in the oeuvre of the major talents involved, but it’s still not as famous as “Have Yourself a Merry Little Christmas.”

Pat Garret and Billy the Kid is a great movie, and btw the version of the movie that Peckinpah Hated hasn’t been the easiest version of the movie to find for 36 years.

A Hard Day’s Knight and Yellow Submarine are also terrific movies. A Hard Day’s Night is enough of a classic to be the current They Shoot Pictures header: https://theyshootpictures.com/
And Yellow Submarine doesn’t count anyway. It came out in 1966 on Revolver. The movie came out two years later.

Is Diamonds Are Forever a famous song? I only know it from the movie. The 60s Bond them I’d know from hearing it outside the movie is You Only Live Twice.

New York, New York is more famous than the movie, isn’t it?