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
Winsor Races in 58th Head of the Charles Regatta
Over 100 Winsor fans stopped by the Winsor Belmont Hill Boat House for the 2023 Head of the Charles Regatta. Winsor Crew alums returned to the dock to see teammates and watch the races while current Winsor families turned out en masse to support the team. “The excitement was palpable and the Winsor fans were…
28th Annual Under the Lights Ignites School Spirit
Friday, October 20, 2023—Red tinsel doorway curtains, fluffy red feather boas, dramatic red superhero capes, and red tutus can only mean one thing: Red Day—the annual culmination of Spirit Week and the yearly harbinger of Under the Lights—arrived on campus. Faculty, staff, and especially students participated in the weeklong costume contest October 16–20. Western wear…
Winsor Endows the Lisa Stone Chair for Crew
On Thursday, September 28, 2023 Winsor endowed the Lisa Stone Chair for Crew at American Legion Hall – Marsh Post 442 in Cambridge. It represents the first time in Winsor’s history that an endowed chair will support a head coaching role. “In naming this chair, we honor a legend,” said Head of School Sarah Pelmas….









