Trinity-Pawling School

Trinity-Pawling School (formerly The Pawling School) is an independent, college-preparatory boarding school for boys in grades 7–12 and postgraduates, located in Pawling, New York, United States. The school, located on a 230-acre (93 ha) campus in southern Dutchess County, is located 60 miles (97 km) north of New York City.

Trinity-Pawling School was founded in 1907 by Frederick Luther Gamage, previously headmaster of St. Paul's School. The first school building was Dutcher House, which had previously functioned as a hotel. Shortly after, George Bywater Cluett, who had previously donated money to Gamage for a gymnasium at St. Paul's, provided a larger grant for a new flagship building for the school that was then known as The Pawling School.

One of Trinity-Pawling's first students was William Bradford Turner, a descendant of the first Massachusetts Bay Colony Governor William Bradford. Turner was killed in action in World War I and was posthumously awarded the Medal of Honor.

In 1910, it moved to its present location on Route 22, in a new building designed by New York City architect Grosvenor Atterbury, named Cluett Hall.

The Pawling School was renamed Trinity-Pawling School in 1947.

The school offers the following AP classes:

The school has 13 varsity sports competing against Founders League and non-league foes. The Founders League comprises Trinity-Pawling School, Kent, Taft, Avon, Hotchkiss, Choate, Kingswood-Oxford, Loomis Chaffee, and Westminster. Girls' schools in the league are Ethel Walker and Miss Porter's.

In the fall, the school offers boys football, soccer, mountain biking, and cross country. The school provides wrestling, squash, hockey, and basketball in the winter. In the spring, teams compete in track and field, baseball, tennis, golf, and lacrosse. There are lower-level teams for all of these sports, which routinely send players up to the varsity level.