Challenge of the Books is a contest for Wyoming Middle School students who love to read. It was started by retired librarian Shelly King. The list of 12 books used for this competition is derived from the WLA 2015-2016, Soaring Eagle and the Indian Paintbrush nominee lists. The intent of this program is to encourage students to read common books to engage in a fun competition.
A local competition is held between LMS teams. The winner of this competition advances to a competition with area schools including Powell, Cody, Greybull, Rocky Mountain, Cloud Peak and Thermopolis. Schools rotate hosting the competition and a trophy is passed along from year to year.