Situated on the road bearing the name of school's mascot, the Raider, Hillsborough High School is led by Principal Karen Bingert. Students attend college preparatory, enriched or advanced placement courses in English, math, science, history, art, music, foreign languages and a variety of elective courses. Electives include psychology, sociology, genocide and holocaust studies, and technology and computer courses.

In addition to the academics, the school boasts several award-winning extracurricular programs including its marching band, debate team, robotics team, and others. The school has 29 athletic teams, and boasts two grads who are now professional football players — Indianapolis Colts wide receiver Ricky Proehl and New York Giants center Shaun O'Hara. The school's annual Spirit Night, Shelter from the Storm fundraiser, and school musical have become traditions for many students.