In these six stories from the uplifting American Girl series, a young girl living in 1914 New York learns what it's like to grow up in the big city. Rebecca Rubin has big dreams of becoming an actress, but her parents don't think girls are cut out for performing. As Rebecca searches for alternatives, she finds new ways to fulfill dreams that she never thought possible.

During the 1967 school year, on Wednesday afternoons when all his classmates go to either Catechism or Hebrew school, seventh-grader Holling Hoodhood stays in Mrs. Baker's classroom where they read the plays of William Shakespeare and Holling learns much of value about the world he lives in.