Winthrop Boys Football
| Date | Opponent | Score | Result |
|---|---|---|---|
| 2026-09-04 | Lisbon | 38-3 | W |
| 2026-09-11 | @ Freeport | 28-29 | L |
| 2026-09-17 | Madison | 38-8 | W |
| 2026-09-24 | Poland | 34-6 | W |
| 2026-10-03 | @ Oak Hill | Scheduled | |
| 2026-10-09 | Dirigo | Scheduled | |
| 2026-10-15 | @ Mountain Valley | Scheduled | |
| 2026-10-23 | @ John Bapst | Scheduled |