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As raindrops poured, spirits soared at Reunion 2025. Not even the on-and-off showers throughout the weekend could dampen the joy of being back on the Hilltop. More than 200 alumni from two dozen classes made their way back for the annual gathering, with special celebrations for classes ending in 0 and 5 as they marked milestone reunions.

The festivities began Friday with the Grand Reunion Luncheon, welcoming members of the Class of 1975 and earlier. That evening, the Class of 1975 gathered once more for an intimate 50th Reunion dinner, toasting a half century of memories and friendship.

Throughout the weekend, alumni reconnected not just with one another, but also with the place that shaped them. They returned to the classroom for an open studio hour with Artist-in-Residence JP Jacquet and explored the natural beauty of the Pomfret Woods on an environmental science walk and talk with Science Teacher Annie O’Sullivan. They toured VISTA — the School's long-anticipated new science building — and uncovered hidden history inside the beloved Clark Memorial Chapel.

For many, Reunion offered a chance to reminisce and rekindle old friendships. For others, it marked a poignant farewell. Outgoing Head of School Tim Richards addressed the alumni community for the final time, receiving a standing ovation after presenting this year’s Alumni Association awards. Earlier that day, he introduced Incoming Head of School Heather Daly in an on-stage conversation moderated by Alumni Association Executive Council President Etienne Vazquez ’04.

The weekend also marked the final curtain call for Theater Director Chip Lamb, who retires after nearly two decades directing productions in Hard Auditorium. Alumni gathered to celebrate his remarkable career and enjoy a performance of one of his original short plays, a fitting tribute to his creative spirit.

Between the joyful reunions and meaningful milestones, there was also time for reflection. Alumni came together to learn more about the ongoing work of the Alumni Association and to honor those no longer with us during a moving memorial service.

Rain or shine, Reunion 2025 was a weekend to remember — a heartfelt celebration of Pomfret’s past, present, and future, and a powerful reminder that the Hilltop continues to shine bright, even under gray skies.

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