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Headmasters’ Challenge

January 7 @ 6:30 pm


The 2022 Headmasters’ Challenge between Tampa Preparatory School and Berkeley Preparatory School will be held on Berkeley's campus on Friday, January 7 and Saturday, January 8, 2022. The competition, with events scheduled at 6:00 p.m. on Friday and from 8:30 a.m. to 12:30 p.m. on Saturday, will feature 15 separate winter sports competitions with student-athletes representing Middle Division, junior varsity, and varsity teams. Winning points will be tallied throughout the day and the school with the most points at the end of the day will be presented with the coveted Headmasters’ Cup. 


  • Approximately 1,600 attendees are expected for this event and parking spaces will fill quickly. Please note, as lots fill, drop-off and pick-up points will change throughout the day. Please allow extra time for parking. Look for the Allied Security team members for directions on where to park. 
  • Given the transmissibility of the Omicron variant, attendees are strongly encouraged to wear a mask while enjoying the contests.
  • It is our hope that you and your children will attend as many events as possible. It is the parents’ sole responsibility to supervise your children at all times, as host Berkeley cannot be held responsible or liable for unsupervised children. 


January 7
6:30 pm
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