Pierson Middle School shares a building with the Sag Harbor School District's high school. It has an active PTSA and a close relationship with Bay Street Theatre for after-school performing arts programs and internships. Pierson also offers English as a second language, or ESL. Because it is a small school, the Pierson athletes participate in sports teams that are also made up of Bridgehampton and East Hampton students.
The principal is George Nichols, and Barbara Bekermus is the assistant principal.