The Hill School, Philadelphia

Next up is one of the most elite boarding schools in America. The Hill School, located just 40 miles outside of Philadelphia, boasts many strict rules and regulations that all students must abide by. This includes kitting themselves out with The Hill School’s formal academy dress code: boys wear coats and ties, while girls wear blazers and an Oxford shirt. The price for your child to play dress-up every day? $59,050.