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
Thankful for Grandparents and Grandfriends
Eager older learners streamed into the Wildcat Room ready to start their school day at Winsor’s annual Grandparents’ and Grandfriends’ Day event. The special program brought more than 160 visitors to campus the day before Thanksgiving break. While the whole school enjoyed a festive morning snack of cinnamon sugar donuts, students with grandparent and grandfriend…
Bearing Witness to History: A Conversation with Civil Rights Activist Dr. Valda Harris Montgomery
Civil rights activist Dr. Valda Harris Montgomery experienced many firsthand accounts of racism and segregation. But when asked when she first realized the full extent of it growing up in the south in the 1950s, she points to the irony of religion that was not lost on her as a child as a defining moment…
Local Author Sparks Rich Classroom Discussion
Local Puerto Rican–Bostonian author Elizabeth Santiago visited campus last week for a conversation with two sections of AP Spanish, a course for which students had spent the summer reading her debut novel Claro de Luna. The book, which explores colonial history, Taíno identity, gentrification, and the power of community, became the foundation for a wide-ranging…









