At Town School, music and the arts are vital parts of school life.

In the Lower School, boys are taught the fundamentals of music appreciation, theory, and basic rhythmic structure. They sing together in Glee Club and are featured in special performances for parents and other audiences during the school year. In Upper School, the music curriculum emphasizes the basics of music history, composition, and terminology and theory, and fosters an appreciation for music. Music electives such as recorders, hand bell choirs, composition, and Orff ensemble are offered beginning in fourth grade.

Students work regularly in our fine arts studio, where they explore a variety of media—painting, drawing, printmaking, textiles, sculpting, ceramics and collages. Art teachers introduce students to visual vocabulary such as line, shape, texture, color and contrast. Each year art classes at Town follow a theme such as communication and art, animals in art, and art and technology. Student artwork is on display throughout the school and is also featured in the popular Town School artwork calendar. In the spring we host a Festival of the Arts evening, which features artwork of every Town School art student.

Students take drama as part of their electives courses. Lower School drama curriculum covers basic creative drama techniques; pantomimes; poetry; clowning; movement; improvisation techniques with story and movement; dramatic structure, and the play. Upper School drama electives follow a course of creative drama and improvisation, using students' own ideas. Classes focus on basic stage techniques including the ensemble aspects of the play, voice and diction, stage movement, and analysis of the play's characters and actions. All drama courses culminate in a performance for the classmates and families.