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

Image related to the post titled: Cross Country Wins 19th EIL Championship Title

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…

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Image related to the post titled: Winsor Races in 58th Head of the Charles Regatta

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…

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Image related to the post titled: 28th Annual Under the Lights Ignites School Spirit

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…

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