When Nancy Clancy finds out that both her guitar teacher, Andy, and her favorite babysitter, Annie, have broken up with the people they were dating, she decides to make them fall in love on Valentine's Day.

When a rainstorm prevents Nancy and her best friend, Robert, from getting to the planetarium the night of a class field trip, she has a brilliant idea for making things better.

Although excited at the prospect of a fancy class trip to the art museum, the bumpy bus ride to get there leaves Nancy feeling anything but fancy.

Nancy is determined to make the cover of her very first book report as fancy as she can, but she spends so much time on it that she has no time to write about the book.

Fancy Nancy and her class learn about poetry and write their own poems to read on Family Day at school.

Nancy is elated to be in the school play, but when her embarrassing performance is posted on YouTube, she must overcome her shame and embrace her infamy.