Trinity-Pawling School sits on 230 acres in the Hudson River Valley, just an hour from New York City — and a world apart from the ordinary. Since 1907, this all-boys school has been doing something different: building young men who are ready for college, ready for life, and ready to lead. Trinity-Pawling's signature program — The Effort Challenge — reframes how boys think about success. Instead of just measuring outcomes, TEC measures investment. The more boys put in, the more they get out. Paired with hands-on institutes in Leadership, Entrepreneurship, and Environmental Stewardship, this is a school that teaches boys how to think, not just what to think. At Trinity-Pawling, the brotherhood is real. Boys live alongside teachers and their families, sign an Honor Code alongside their faculty, and build connections that last decades. The campus culture is intentional — less screen time, more presence. Less distraction, more discovery. With 40% of students receiving need-based financial aid and decisions delivered alongside acceptance letters, Trinity-Pawling makes its commitment to access clear from day one. The Center for Learning Achievement — one of the school's longest-standing programs — has supported students with learning differences for over 50 years, giving every boy a real shot at success. Trinity-Pawling lacrosse is a pipeline. In just five years, 60 Pride players have moved on to play at the NCAA level across D-I, D-II, and D-III. Competing in the Founders League against Deerfield, Choate, Taft, Hotchkiss, and Avon — and kicking off each season with a trip to Florida to test themselves nationally — the Pride plays at a level that college recruiters notice. On Coratti Field, one of New England's best turf venues, brotherhood and competition go hand in hand.