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Upcoming Alumni Events
Fri, September 05, 2025
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Alumni Fall Kickoff
5:00PM - 7:00PM EDT
Pinkerton Academy Campus - Practice Field next to Memorial Field🍁Alumni and their families are invited to kick off back to school and the fall season with our Alumni Fall Kickoff. Join a family friendly event on Friday, September 5 from 5 pm to 7 pm at the upper field next to the football field. For $5 each receive a hamburger or hot dog, chips, water and ice cream sandwich. There will be games and music as well. Then stay for the home opener football game against Windham High School with free admission. This event is hosted by the Alumni Association!
Registration coming soon!
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Fri, September 19, 2025
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33rd Annual Pinkerton Academy Alumni Golf Tournament
12:00PM - 6:00PM EDT
Passaconaway Country Club🏌️ You do not want to miss this annual event! $160 per player- includes 18 holes, cart, lunch, dinner and a gift.
Player Registration!
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Thu, September 25, 2025
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2025 Hall of Fame Induction Ceremony
5:30PM - 7:30PM EDT
Pinkerton Academy - Stockbridge Theatre LobbyCome and celebrate our newest members of the Hall of Fame! Semi formal attire is encouraged.
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Fri, September 26, 2025
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Homecoming (Mack Plaque) Football Game
7:00PM - 8:15PM EDT
Pinkerton Academy - Memorial Field🏈 Stop by the alumni tent at the football game to update your contact information with our office, spin the wheel to get a prize, and purchase alumni swag!
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Thu, October 16, 2025
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NYC Regional Event
8:00PM - 9:30PM EDT
New York Comedy Club - East Village🤣 Join the Alumni Office and Head of School, Dr. Timothy Powers, at New York Comedy Club, in East Village, as we visit with alumni in the area and laugh as multiple comedians take the stage for this 90 minute show. $55 per person includes the show, a drink ticket and snack. Comedians are TBD at this time.
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Sat, October 18, 2025
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32nd Annual Arts & Crafts Fair
9:00AM - 3:00PM EDT
Pinkerton Academy, Hackler GymnasiumQuestions, email [email protected]
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Sat, October 25, 2025
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Jacksonville, FL Regional Event
11:00AM - 1:00PM EDT
Orange Blossoms🍊 Join the Alumni Office and Head of School, Dr. Timothy Powers in our first Jacksonville Regional Event! Enjoy a brunch at Orange Blossoms while visiting with fellow Pinkerton alumni in the area and a PA gift. $10 per person.
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Sun, October 26, 2025
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The Villages, FL Reunion
1:30PM - 4:00PM EDT
Saddlebrook Recreation Center in The Villages🌴 Join the Alumni Office and Head of School, Dr. Timothy Powers, at the Saddlebrook Recreation Center in The Villages for a fun afternoon connecting with fellow Pinkerton alumni! Appetizers will be provided and bring your own drinks. Organized with Regional Alumni Volunteer, Lana Stevens ‘65. No village ID required to attend the reunion.
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Wed, November 19, 2025
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Dallas, TX Regional Event
6:30PM - 8:30PM EDT
Frankie's Downtown⭐Join the Alumni Office at Frankie’s Downtown for our first regional event in the area! It will be an evening of great food and connecting with fellow Pinkerton alumni in the area! Appetizers and a drink will be included, along with a PA gift! $10 per person.
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Thu, November 20, 2025
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New Braunfels, TX Regional Event
6:30PM - 8:30PM EDT
Gristmill River Restaurant and Bar🏴 The Alumni Office is coming back the Texas Hill Country! Join us at the Gristmill River Restaurant and Bar for our 2nd annual regional event! Appetizers, a drink ticket and a PA gift will be included. Here’s your chance to connect with other Pinkerton alumni who live in the area! $10 per person.
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