News
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…
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…
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. We’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.
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.
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…
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)…
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…
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…
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 Don’t See: A Story of…
Annual Fall Concert Showcases Six Winsor Courses
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…
Connecting Outside the Classroom
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…
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…