Highland is served by two public school districts: Redlands Unified and San Bernardino Unified School Districts (the boundaries are generally defined by City Creek; residents east of City Creek are in the Redlands Unified School District while that west of City Creek is served by San Bernardino City Unified School District).

Highland is home to a one of a kind library and environmental learning center. The Highland Sam J. Racadio Library and Environmental Learning Center is a gold rated L.E.E.D. (Leadership in Energy and Environmental Design)building. It holds thousands of books, CDs, DVDs, and other items. It offers free computer access and wifi. It has a rooftop garden and is home to animals, amphibians, and reptiles from around the globe.

Highland residents who attend college locally have a few choices: the two-campus San Bernardino Community College District (which includes Crafton Hills College in Yucaipa and San Bernardino Valley College), Loma Linda University, the privateĀ University of Redlands, and the California State University’s San Bernardino campus.