News

a group of field hockey players on the sideline at night

2025 Fall Athletics Banquet and Season Recap

With the latest season wrapped, varsity and JV athletes, families, and coaches gathered to honor the crew, cross country, field hockey, soccer, and volleyball teams…

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Thankful for Grandparents and Grandfriendsย 

Eager older learners streamed into the Wildcat Room ready to start their school day at Winsorโ€™s annual Grandparentsโ€™ and Grandfriendsโ€™ Day event. The special program…

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The College Counseling Process: Some Helpful Terms

The world of college admissions comes with its own language, which can be confusing at first. Understanding common terms can make the process clearer and a little less stressful. Weโ€™ve put together a glossary of frequently used words and phrases to help students and families feel more confident as they navigate the journey ahead.

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5 Ways Our College Counseling Team Gets to Know Your Students

Learn five ways we get to know Winsor students well before junior year, and how those insights become the foundation of the school letter that accompanies each application.

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students and a teacher seated around a conference table, facing a television with others on the screen for a remote discussion

Local Author Sparks Rich Classroom Discussion

Local Puerto Ricanโ€“Bostonian author Elizabeth Santiago visited campus last week for a conversation with two sections of AP Spanish, a course for which students had…

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Team of athletes holds their trophy.

Cross Country Wins 21st EIL Championship Title

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)…

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HOCR 2025

Winsor Crew Finds Speed and Spirit on the Charles

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…

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

Three Decades of Under the Lights

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…

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Seated female doctor wearing a lab coat

Lessons from Summer Reading: Courage in Action

The Winsor community gathered this fall for an inspiring virtual conversation with Dr. Mona Hanna, author of What the Eyes Donโ€™t See: A Story of…

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Three students sing and hold microphones

Annual Fall Concert Showcases Six Winsor Courses

Emcees Aarna Sundaram โ€™29 and Rosalind Yeh โ€™30 welcomed the whole school to the annual fall concert on Friday, October 10, which was held in…

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Give students wear harnesses for a ropes course activity outside

Connecting Outside the Classroom

Each September, Winsor students leave the classroom behind and head off campus for class retreats. โ€œIt is really special that Winsor builds time in our…

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Four alums from across generations look at archival documents.

Forever Learning

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…

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