The Winsor School Alumnae Association

Join fellow alums as we volunteer at Cradles to Crayons in Newton on January 17, 2026. We will be quality checking, sorting, packaging, and preparing new and gently used donations to go to kids in our communities through C2C's incredible network of service partners. Volunteering with C2C follows a distinctive “Quality = Dignity” journey that transforms donations into curated orders for specific children. Winsor has partnered with C2C over the years through the yearly Lower School Community Day, pictured above. Please register at the link: https://alum.winsor.edu/e/community-service-at-cradles-to-crayons-in-newton/?bbeml=tp-o3iOicYvnkOsuAvN82qN6Q.jtDWiH_2Npk6QiAziAp46dA.rmZth8xvWiEyZIgdofvUjLw.lwilL0B9hxUS7V3vgyt3LpQ .

It was wonderful to see the smiles as friends reconnected at the Alum Holiday Party! Thank you to everyone who brought donations for the Cradle to Crayons drive we are holding on January 17. Hope to see you there next month!

Happy December, Winsor! The weather is getting colder and we are reminiscing about the ice skating rink built in the courtyard in December of 1992.

‘Tis the season to raise a glass, share a laugh, and celebrate with your Winsor community! Join us on campus for festive cocktails, light bites, and plenty of holiday cheer. Guests welcome to join. Please register at: https://alum.winsor.edu/e/alum-holiday-party/?bbeml=tp-o3iOicYvnkOsuAvN82qN6Q.jcxdzKoEG9ECa4KM6OQZ16A.rMZYKjErdokCHu30ixpjcrw.lzNDQIkGo8EaxDgU5tvPaHw .

The Alumnae Board Career and Personal Development Committee is pleased to announce the first Alum Career Series event of the year. Three Winsor alums who are leaders in child psychiatry, psychology, and development will share their expertise in a thoughtful discussion on what children need most today and how parents can help them thrive. Moderated by Johanna Mendillo ’96, the panel will feature: Amy Funkenstein ’99, M.D., staff psychiatrist at Tufts Medical Center; Cathy Guttentag ’84, Ph.D., associate professor of pediatrics at the Children’s Learning Institute at McGovern Medical School, UT Health, Houston; and Nancy Rappaport ’78, M.D., associate professor of psychiatry at Harvard Medical School This session will be recorded and sent to all who register. Even if you’re unable to attend live, please register here: https://alum.winsor.edu/e/alum-career-series-parenting-in-a-complex-world-what-kids-need-most-today/ to receive the recording.

Reminder! Join us tonight for a conversation with Alumnae Board President Meg Weeks ’04 and Head of School Meredith Legg P’32. This is a great opportunity for alums to get to know our new head of school, learn about her background, hear about her hopes for the school's future, and help inform her understanding of Winsor's rich traditions and history. Register here for the zoom link: https://alum.winsor.edu/e/alum-fireside-chat-with-meredith-legg.

We are over halfway to our goal with only four hours left to give! The Winsor Fund plays a critical role in supporting the areas of greatest need at Winsor, bridging the gap between the cost of educating every student and tuition. Your gift—regardless of size—makes an immediate, meaningful impact on the Winsor community and unlocks countless opportunities for Winsor students. The Winsor experience, both in and out of the classroom, is truly unmatched, and your contribution helps make that possible. Join us in reaching our goal of 479 donors—one for each Winsor student—and make a difference today!

The countdown is on—in just two hours Winsor Giving Day will begin!

When our community comes together, incredible things happen and lasting impact is made. Be part of the excitement: visit the Winsor Giving Day site, linked in bio, to make your gift, watch our progress toward 479 donors—one for every current student, see how your class is stacking up on the leaderboards, and discover all the ways you can get involved. Together, we can create a lasting, meaningful impact.

Mark your calendars, we are one week out from Giving Day! From noon on October 21 to noon on October 22, by donating to the Winsor Fund.

For three decades, Under the Lights (UTL) has been bringing the Winsor community together and we hope you will join us this year on Friday, October 17!
Register here: https://alum.winsor.edu/e/under-the-lights

UTL is the culmination of Spirit Week and one of Winsor’s most spirited traditions. The Winsor Field Hockey, Volleyball, and Soccer teams play home games cheered on by a sea of red. See the full Winsor community in action and experience the growth of Winsor athletics.

This year’s celebration will be extra special as we honor alum athletes before the Varsity athletes take the field for their games around 7 p.m. We hope you’ll come back to campus to reconnect with classmates, celebrate Winsor pride, and be part of three decades of UTL tradition.

Austin Forrester ‘23 is a junior at Georgetown University who spent her summer interning in Governor Maura Healey’s Cabinet Affairs & Strategic Planning office. Here she learned the ins and outs of public service, transforming her view of government and setting her on a new career path. Read about her experience in this Boston Globe Op Ed: https://www.bostonglobe.com/2025/09/22/opinion/internship-state-house-public-service/ .