Community Life
Inclusion and Belonging
Every school day, more than 475 students travel to Winsor from across Greater Boston to create a neighborhood on Pilgrim Road. Our students bring their whole selves to school—including their diverse talents, family backgrounds, and racial, religious, and gender identities.
Because our teachers and staff welcome students to leave no part of who they are behind, students can be themselves. They find acceptance, pass it on to their neighbors, and a community in which everyone feels like they belong.
Cultivating Connections
Students thrive in a supportive environment. We work to make everyone in our community feel valued and accepted.
Winsor Builds Community
Community News
Laura Houlette Named the New Rebecca Willard Chair in Languages
Rebecca Willard Chair in Languages is one of the ten endowed chairs at Winsor, and was established in 2012 through a wonderful gift by Winsor father Ralph Willard in honor of his daughter, Rebecca, Class of 2009, and the amazing education she got here. In establishing the chair, Ralph Willard wanted to acknowledge our faculty’s…
Marian Smashes the Patriarchy
Thursday, November 9, 2023—Theater Director and Performing Arts Faculty Jeremy Johnson was a little nervous when he approached Head of School Sarah Pelmas about Marian, or the True Tale of Robin Hood. After all, the play continues to be banned in some high schools across the country for its gender-bending take on the classic tale….
Cross Country Wins 19th EIL Championship Title
Friday, November 5, 2023—Winsor cross country earned their 19th Eastern Independent League Championship at Great Brook Farm over the weekend. The team finished first with a score of 68 points, beating second place Portsmouth Abbey by 14 points. Longtime coach Moriah Musto praised the athletes’ efforts calling the meet “a master class in defending their…









