Worcester Preparatory school offers a full program of curricular, co-curricular, and extra-curricular activities including athletics, dramatics, student government, field trips, and various social events.

The athletic program includes a variety of varsity level and middle school sports. Inter-scholastic sport offerings include field hockey, girls' and boys' soccer, girls' and boys' basketball, girls' and boys' lacrosse, coed golf, cheerleading, and girls' and boys' tennis.

A drama program builds throughout the grades with lower school students presenting skits and plays in their classrooms, seventh and eighth grade students presenting one-act plays and musicals, and Upper School students presenting a major musical each year. Musicals include "Fiddler on the Roof", "Mame", "Camelot", "Joseph and the Amazing Technicolor Dreamcoat", "The King and I", "Jesus Christ Superstar", "South Pacific", "A Funny Thing Happened On The Way To The Forum", and "Bye Bye Birdie", "110 in the Shade", "Carousel", "My Fair Lady", "Rock and Roll Revivals I & II", "The Fantasticks", "Li'l Abner", and "West Side Story", Bye Bye Birdie", and "Anything Goes."

Special events for Lower School students include the Christmas Candlelight Service, The Spring Music and Art Festival, Field Day, and Grandparents Day.

In the Upper School, a variety of organizations provide the opportunity for participation and leadership. These include the National Honor Society, French National Honor Society, Spanish National Honor Society, The Newspaper - "The Beak Speaks", the Yearbook, and Community Service. The Student Government Association is responsible for planning social activities as well as exerting leadership within the student body. Each class also promotes leadership through the organization of activities and fund raising projects by its own officers and faculty sponsor.