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There’s nothing like coming back to campus to relive memories, catch up with friends, and see what’s new. Alumni events are a fun, meaningful way to reconnect with classmates, favorite teachers, and the community that will always feel like home. We hope you'll join us for one—or many—of the events happening this year!


ALUMNI EVENTS

Reunion

We love welcoming alumni back to campus each year for Reunion—a cherished tradition that brings our community together to reminisce, reconnect, and celebrate lasting bonds. It’s a time to catch up with classmates and faculty and revisit the spaces and places that shaped so many memories.

Reunion 2025 Photos

Alumni Events

Mark your calendar for our annual events, and be sure to check back or follow Brewster’s social media accounts for updates on regional and special gatherings throughout the year.
Reach out with any questions to alumni@brewsteracademy.org.

SEPTEMBER 22, 2025

Bobcat Open

Join us for our annual golf tournament, which brings together alumni, faculty and staff, parents, and friends for a day of fun and to support student scholarships.

Register Here
SEPTEMBER 27, 2025

Winni Chase

Cheer on the Bobcats as Brewster Athletics welcomes crew teams from around New England to compete in the annual Winni Chase on Lake Winnipesaukee!

JANUARY 2026

The Winni Classic

Join us for a day of sticks, pucks, and fun! We’re excited to welcome alumni, families, and friends for a great time on the ice. Reconnect with faculty, classmates, and fellow Bobcats. January 2026 date TBD..

May 29-May 31, 2026

Save the Dates! Reunion 2026

Save the dates for Reunion 2026! Be sure to mark your calendar for the last week in May to return to Wolfeboro and reconnect with the Brewster community.