Posted inSports Pine Plains Track Athletes Qualify for State Championships by The Herald Staff June 8, 2026June 8, 2026
Posted inSports Pine Plains Softball Captures Class C Regional Title by The Herald Staff June 5, 2026June 5, 2026
Posted inSports Pine Plains Baseball Defeats Millbrook 12-1 by The Herald Staff May 29, 2026May 29, 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 Surges Past Onteora in Commanding 5–0 Win by The Herald Staff October 31, 2025October 31, 2025
Posted inSports Pine Plains Boys JV Soccer Secures 7-1 Victory Over Chatham by The Herald Staff September 25, 2025January 10, 2026
Posted inSports Pine Plains Girls Varsity Soccer Bounces Back With Win Over Dover by The Herald Staff September 19, 2025January 10, 2026
Posted inSports Bombers Battle Titans in Varsity Football Season Opener by The Herald Staff September 19, 2025January 10, 2026
Posted inSports Pine Plains Varsity Volleyball Falls to Millbrook, Looks Ahead to Highland by The Herald Staff September 19, 2025September 19, 2025
