On Friday, September 10, 2021, the official start to Wooster School's 96th year began. This special event included remarks from Head of School, Matt Byrnes, a collective recitation of our School Prayer and Honor Code, and the recognition of our Crayons to Commencement Seniors.

Wooster School participated for the 18th Annual HALO Awards for Connecticut High School theatre. Wooster School was recognized with 20 nominations and won 4 awards in the virtual ceremony held in early July.

Wooster School is excited to announce that it has received a significant leadership gift from Richard and Lori Fernandes to construct a multipurpose artificial turf athletic field on its campus. The field is to be called "The Alice and Fernando Fernandes Field" in honor of Rick's parents, whose support and commitment to the strongest possible education for Rick made all the difference in his life. Construction on the field is to begin in June with a tentative completion date of September 2021.

Wooster School participated for the in the 18th Annual HALO Awards, which is like the Tony Awards for Connecticut High School theatre. Wooster School was recognized with 20 nominations. The awards will be presented on July 8, 9 and 10 at 7:00 pm in an online presentation.

Wooster School held its Commencement Exercises on Friday, June 11 to celebrate the graduation of the Class of 2021. These seniors join more than 3,000 alumni who have graduated since Wooster's founding in 1926.