Posted inSports Pine Plains Varsity Softball Heads to Regional Championships After 10-1 Victory Over Burke Catholic by The Herald Staff June 1, 2026June 1, 2026
Posted inSports Pine Plains Baseball Defeats Millbrook 12-1 by The Herald Staff May 29, 2026May 29, 2026
Posted inSports Pine Plains Varsity Baseball Improves to 4-0 With Win Over Millbrook by The Herald Staff April 23, 2026April 23, 2026
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 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
