Country School alumni are a diverse group of individuals who work in a wide range of fields, including the arts, education, government, environmental protection, law, medicine, finance, and journalism. Some of these graduates have been honored with Distinguished Alumni Awards; others have volunteered to serve on Country School boards and committees and generously donated time, talent, and/or funds to their alma mater. Still others have enrolled their children at The Country School, showing that they truly understand the value of an education that lasts a lifetime.
The Country School has an active Alumni Association which oversees reunion planning, alumni communications, and other activities involving former students. The Alumni Association also identifies and nominates the recipient of the Distinguished Alumni Award, an honor given annually to a TCS graduate who, in accordance with the school's mission, is working to serve the community and the larger world.