Cross Country Wins 21st EIL Championship Title

Team of athletes holds their trophy.

Congratulations to the Winsor cross country team who finished first with a low score of 38 points to secure their 21st Eastern Independent League (EIL) championship.  On Friday, October 31, the team travelled to Chase Farm in Lincoln, RI where the Wheeler School hosted the championships. “Winsor entered the race as the strong favorite given…

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Winsor Crew Finds Speed and Spirit on the Charles

HOCR 2025

More than 250 supporters gathered on the dock at the Winsor Belmont Hill Boat House to root for the Winsor crew at the 60th Head of the Charles Regatta. “I hope everyone gets the chance to experience what a special treat it is to be a part of the Winsor community on such a prestigious…

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Three Decades of Under the Lights

Five students wear red clothing and hold their arms in the air

A beloved Winsor tradition for over three decades, Under the Lights brings current and former faculty, students, alums, and parents to campus for a Friday-night celebration of Winsor community. The gathered crowds cheered on the mid, JV, and varsity soccer, field hockey, and volleyball teams as they competed in 11 contests with area schools. Hundreds…

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Lessons from Summer Reading: Courage in Action

Seated female doctor wearing a lab coat

The Winsor community gathered this fall for an inspiring virtual conversation with Dr. Mona Hanna, author of What the Eyes Don’t See: A Story of Crisis, Resistance, and Hope in an American City. Chosen as Winsor’s 2025 summer reading selection, Dr. Mona’s memoir chronicles her courageous role in uncovering the Flint water crisis and her…

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Annual Fall Concert Showcases Six Winsor Courses

Three students sing and hold microphones

Emcees Aarna Sundaram ’29 and Rosalind Yeh ’30 welcomed the whole school to the annual fall concert on Friday, October 10, which was held in the David E. and Stacey L. Goel theater. Barely a month into the school year, students from six different performing arts courses performed for the community exploring all that they’ve…

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Connecting Outside the Classroom

Give students wear harnesses for a ropes course activity outside

Each September, Winsor students leave the classroom behind and head off campus for class retreats. “It is really special that Winsor builds time in our schedule to have some fun as a class!” shared a Class VI student.  Creating and fostering community is a hallmark of the Winsor experience. In support of that mission, class…

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Forever Learning

Four alums from across generations look at archival documents.

During Alumnae Weekend, attendees had the option to attend one of three concurrent master classes on Saturday afternoon. Presented by Winsor staff and alumnae, each class offered a brief deep dive into a different subject, giving attendees the chance to engage in literary and historical discussions, flex their artistic muscles, and even explore Winsor’s own…

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A Special 5th Reunion Dinner for the Class of 2020

Two alums sit at a table having dinner in a crowded room.

The Winsor Class of 2020 had an unusual final spring semester, celebrating their graduation and many other events virtually even receiving their diplomas in festive, albeit a socially distanced, event on the turf. During Winsor Alumnae Weekend 2025, the Class of 2020 finally gathered with their families for a special fifth-reunion dinner that brought some…

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An Alum’s Creative Path

Woman with long brown hair in a blue jumpsuit, standing in front of an easel holding a painting of buildings.

The Winsor community frequently welcomes alums back to campus, and on Friday, September 12, members of SAFA, Winsor’s fine arts club, hosted President of the Winsor Alumnae Board Meghan Weeks ’04 at the weekly all-school assembly. SAFA Heads Hannah Minn ’26 and Jiwon Lee ’27 introduced Meg to the assembled students, faculty, and staff in…

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Welcome New Faculty and Staff — 2025

Nine adults stand outside in front of flowering bushes

As we kick off the 2025–26 school year, we are excited to welcome new faculty, administrators, and staff to the Winsor community. While many folks are just beginning their Winsor tenures this academic year, some familiar faces started working on campus last spring and over the summer. Please give a warm Winsor welcome to our…

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