Each year for the past 76 years, the Gratwick Concert has featured an internationally recognized classical artist or ensemble in performance. In spring 2011, Milton alumnae and twin sisters Emily Bruskin and Julia Bruskin returned to campus to perform with their Claremont Trio, a widely regarded piano trio based in New York City.
The Melissa Dilworth Gold Fund brings an artist to the School each year to work with various members of the school arts community.
Bob Sinicrope Jazz Artist program brings local jazz artists to campus each year to work with student musicians.
The Barbara Lee Family Foundation in honor of Bob Sinicrope brings major jazz artists to teach and perform at Milton.
The Benjamin Hermann Fund brings an orchestral musician to Milton to work with the Chamber Orchestra.