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 Founders League comprises Trinity-Pawling School, Kent, Taft, Avon, Hotchkiss, Choate, Kingswood-Oxford, Loomis Chaffee, and Westminster.

[3] In the fall, the school offers boys football, soccer, mountain biking, and cross country.

The field was dedicated to long-time football coach, former Associate Headmaster, and Director of Studies David N. Coratti in the fall of 2013.

An all-weather track was installed in 2006, and a grass football field remains on the west side of Route 22.

An honor pledge is signed by all students and faculty at the beginning of each academic year as follows:"Honesty and integrity live at the heart of the school.

"[5]School Prayer"O Spirit of Life, Wonderful Counselor: Let your presence in our midst make this school a fountain of wholesome activity and true knowledge: to her Trustees grant timely wisdom, to her Teachers the gift of inspiration, and to her Students a questing spirit; that soundness of learning, loftiness of character, and a capacity for gallant living may be furthered in this place from generation to generation; through Jesus Christ our Lord.