- Actor Allusion: This is not the first time that Emily Perkins and Katharine Isabelle have played sisters.
- Dawson Casting: When the film was made, Drew Seeley (Joey) was 25, Emily Perkins (Britt) was 31, Jessica Parker Kennedy was 24, and Katharine Isabelle was 27, all while playing high school characters (though they mostly look believable). Selena Gomez (Mary who is a high school senior) meanwhile was 15, and the visible age gap between her and Seeley's characters was often criticised by movie reviewers.
- Mythology Gag: The stepsisters are wearing pink and green outfits in their last scene of the movie; this is the color scheme for their counterparts in the Disney version of the story.
- Unintentional Period Piece: Mary's The Girl Who Fits This Slipper subplot involves her Zune music player, which was discontinued in 2011 (a little over half a decade after the movie's release). The description for the film for some cable and streaming services even misidentifies it as an iPod.
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