Middle School
Middle School boys participate in student government, student publications, the chess club, the film club, sports, and a reading project with Lower School students. In addition, the Middle School organizes Special Days during which regular classes are suspended and a theme is celebrated. Recent Special Days have focused on the 1960s, family history and immigration, and baseball.

Upper School
There are myriad opportunities for Upper School students to learn about the world and themselves outside of the classroom. These activities include performing in concerts, producing plays, playing sports, writing for publications, competing on the Debate Team, and participating in the Model United Nations Club. Many students also support student government, the Student Interaction Committee, Peer Leadership, Peer Tutoring, the Community Service Board, and JAMAA, a support organization for students of color.

Upper School students have also participated in The Mountain School, Maine Coast Semester, and the School Year Abroad, as well as exchange programs with schools in Argentina, China, England, France, Spain, and the Czech Republic.