Dear Edwina tells the story of thirteen-year-old Edwina Spoonapple would do just about anything to be a part of the Kalamazoo Advice-a-Palooza Festival. While her siblings both have proof of their accomplishments, poor Edwina has nothing. When a talent scout from the convention visits her hometown, she trots out her musical advice, giving shows live from the family garage in hopes of finding her place in the spotlight. She is assisted by her older siblings, quirky friends and neighbors. Together, they set out to tackle the world's problems in number after hysterical number about everything from birthday party etiquette to proper table settings.