Caddie Woodlawn is a children's historical fiction novel by Carol Ryrie Brink[1] that received the Newbery Medal in 1936 and a Lewis Carroll Shelf Award in 1958.

From a midnight ride through the forest to warn her friend, "Indian John", that the settlers are planning an attack, to a prairie fire that brings out the best in Obediah, the school bully, to a life-threatening fall through a lake while ice skating, her life is far from boring.

This story is full of practical jokes and touching moments, like Nero's long journey home - a beloved pet dog that was taken by Caddie's uncle to be "educated."

[8] Children's literature expert May Hill Arbuthnot says of Caddie Woodlawn, "this book is far less of a frontier story—settlers versus Indians—than it is the entertaining evolution of a tomboy.

"[9] Kirkus Reviews said it provides "an authentic picture of life on a frontier farm when massacre was a real threat and when a livelihood, hardly earned, allowed for fun in natural outdoor things.

Several changes were made from the book, most notably moving the conflict between the settlers and Indians toward the end, and greatly increasing the role of Caddie's cousin, Annabelle.