Top 10 most Expensive Private High Schools in America: tuition fess will shock youBy DreBoam / July 2, 2018 9. The Hotchkiss School, Lakeville, Conn. Day student tuition: $37,950 Boarding student tuition: $44,650 Enrollment: 595 Endowment: $380 million Perks: Off-campus semester programs offered in France, Italy, China, Spain, and South Africa. Prev2 of 10NextUse your ← → (arrow) keys to browse