The Town Criers are Weston High School's oldest a cappella group, and are celebrating their 50th anniversary during the 2026-2027 school year. As WHS's all-male a cappella ensamble, the Criers perform at school & town events, in addition to festivals and competitions throughout Massachusetts.

The Pralines are Weston High School's all-female a cappella group, and have been performing for over 20 years. They perform at school, open mic nights, at town events, and at a cappella festivals at other schools.