Posted inSports Pine Plains Varsity Softball Defeats Taconic Hills 12-0 by The Herald Staff April 10, 2026April 10, 2026
Posted inSports Bombers Score 8-4 Victory Over Saugerties by The Herald Staff April 10, 2026April 10, 2026
Posted inSports In Intense Game, Pine Plains Falls to Onteora, 48–46 by The Herald Staff February 27, 2026February 27, 2026
Posted inSports Pine Plains Girls Basketball Scores Victory over Dover, 67-52 by The Herald Staff February 20, 2026February 20, 2026
Posted inSports Pine Plains Secures 53–21 Victory Against Germantown by The Herald Staff February 13, 2026February 13, 2026
Posted inSports Stissing Mountain Runners Sweep at West Point Section 9 Championships by The Herald Staff February 6, 2026February 6, 2026
Posted inSports Bombers Celebrate Win Over Rhinebeck by The Herald Staff January 16, 2026January 16, 2026
Posted inSports Pine Plains Athletes Shine at West Point Track Meet by The Herald Staff December 26, 2025December 26, 2025
Posted inSports Pine Plains Graduates Return to the Court for First Annual Alumni Game by The Herald Staff December 19, 2025December 19, 2025
Posted inSports Pine Plains Girls Basketball Opens Season With Win by The Herald Staff December 16, 2025January 10, 2026