Wildwood was founded as an elementary school in 1971, by a group of parents led by a young lawyer named Belle Mason.

Upper school students also have an opportunity to go on International Community Involvement trips during spring break.

In 2001, the Bill & Melinda Gates Foundation granted Wildwood the funds to create an Outreach Center.

The mission of the Outreach Center is to support the creation, development, and enhancement of small, personalized, learner-centered schools in Southern California and throughout the nation.

As a result, Wildwood's Outreach Center has held numerous professional development workshops educating public school teachers and administrators on the elements of successful small schools including, Advisory Programs, Project-Based Learning, Habits of Mind and Heart and Portfolios and Exhibitions.

Middle school sports teams have a "no cut" policy and all students are allowed to play.

Students of all ages have had opportunities to act, assistant direct, stage manage, and work on technical elements such as lighting and sound design.

At the middle and upper school campus, there is a gallery space, in which students have an opportunity to curate shows of their artwork for anyone who walks in to see.

These include Technical Theater, filmmaking, Creative Writing, Government and Politics, and Advanced Topics in Math and Science.