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Eleven Highlanders Commit to Collegiate Athletics
 on June 22, 2022

June 10, 2022 Director of Athletics and Afternoon Programs Betsy Kennedy shares, "Congratulations to our student-athlet...


 Meg Madison ’24  of Winsor Named Gatorade Massachusetts Girls Cross Country POY
 on February 04, 2022

1/26/22 In its 37th year of honoring the nation’s best high school athletes, Gatorade announced that Winsor sophomore Meg...


Highlanders Shine in Comeback Season of Fall Athletics
 on February 04, 2022

Though most teams were forced into an off-year for their 2020 seasons, that doesn’t seem to have affected several of Pingree...


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