Factual error: When we hear Doris Day singing "Secret Love" the record we see on the turntable has an RCA Victor label visible/readable. Doris Day songs were released on Columbia Records.

Mona Lisa Smile (2003)
Plot summary
Directed by: Mike Newell
Starring: Julia Roberts, Kirsten Dunst, Julia Stiles, Maggie Gyllenhaal
Katherine Watson lands her dream job as an art teacher at the prestigious all-girls Wellsley College. However, her liberal views are out of place in the conservative1950s. She not only butts heads with college administrators who object to progressive ideas, but also with some ultra-conservative students who firmly believe a woman’s role is to be a wife and mother.
Staunton's Secretary: I was in California once. How do you get any work done with all that sunshine?
Katherine Watson: We tan in class.
Trivia: In one scene, Julia Roberts takes her students to see a painting by Jackson Pollock. Julia's co-star Marcia Gay Harden won her Academy Award playing Pollock's wife in the movie "Pollock," opposite Ed Harris, who incidentally played Julia's boyfriend/fiancé in "Stepmom." (00:45:20)
Question: Do the hats the girls wear symbolise anything? Do the colour and numbers show different years or houses?
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Answer: The colour change every year and the number is the year they finish (Joan's hat says 54 and their last year is 1954 as Nancy says around new year.)