Posted inSports Pine Plains Softball Moves to 4-0 Win Streak With Dramatic Win Over New Paltz by The Herald Staff April 23, 2026April 23, 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 Girls Basketball Opens Season With Win by The Herald Staff December 16, 2025January 10, 2026
Posted inSports Five Bomber Athletes Sign to Play College Sports by The Herald Staff November 14, 2025November 21, 2025
Posted inSports Pine Plains Surges Past Onteora in Commanding 5–0 Win by The Herald Staff October 31, 2025October 31, 2025
Posted inSports Pine Plains Runners Shine at Montgomery Place Meet by The Herald Staff October 24, 2025December 11, 2025
