Families who loved Ugly Princess and the Wise Fool, The by Margaret Gray often look for books with a similar feel. These 20 recommendations were selected for their similarity in style, theme, and reading level.
Reach for this book when your child starts comparing their appearance to others or feels the heavy weight of social expectations. It is a perfect choice for middle-grade readers who feel like they do not fit the conventional mold of beauty or popularity. The story follows Princess Rose, who considers herself plain, and a wise fool named Jasper as they navigate a kingdom governed by a bureaucratic Godmother Board of Trustees. Through their journey, the book explores the difference between external perfection and internal wisdom. It is a satirical yet heart-centered fairy tale that helps children dismantle the idea that their worth is tied to their looks. By highlighting Rose's agency and Jasper's intelligence, it provides a roadmap for finding self-confidence through action and original thinking rather than magic spells.