11. Trinity-Pawling School – $62,000 Yearly Tuition
Trinity-Pawling School, an all-boys boarding school 60 miles north of New York City, has been self-described as “where boys find their greatness”. But with greatness comes a great big $62,000-a-year tuition fee. For that price, the 300 students can enjoy the on-campus contemporary arts center, a 400-seat theater, a greenhouse, and multiple athletic fields.
Trinity-Pawling School students also adhere to a strict dress code. All boys have to dress in “Blues and Grays”, meaning a Trinity-Pawling navy blue blazer, gray dress pants, a white button-down shirt, and a blue and gold tie, usually in the form of a bow tie.