Madison at Winslow
Madison (2–6) won its playoff opener on the road with a 6–0 shutout at Mattanawcook.
Winslow (7–1) held six of its eight opponents to six points or fewer, including 14–6 over Freeport.
One fact for each team, from this season's results. Teams only.Best-win ranks are as of now (after Week 9). Our ratings: 55 Maine 11-man teams on one scale.
Madison this season
| Fri 9/4 | vs. John Bapst | W 46–40 |
| Thu 9/17 | at Winthrop | L 8–38 |
| Fri 9/25 | vs. Foxcroft | L 7–41 |
| Fri 10/2 | vs. MCI | L 12–21 |
| Tue 10/6 | at Lisbon | L 18–20 |
| Fri 10/9 | at Belfast | L 14–16 |
| Fri 10/16 | vs. Poland | W 34–28 |
| Sat 10/24 | at Winslow | L 18–50 |
| Fri 10/30 | at Mattanawcook | W 6–0 |
| Sat 11/7 | at Winslow | this game |
Winslow this season
| Fri 9/4 | at Wells | L 13–14 |
| Fri 9/11 | at John Bapst | W 26–6 |
| Sat 9/19 | vs. Oak Hill | W 46–6 |
| Sat 9/26 | vs. Freeport | W 14–6 |
| Fri 10/2 | at Mattanawcook | W 44–0 |
| Fri 10/9 | at MCI | W 38–6 |
| Sat 10/17 | vs. Morse | W 30–6 |
| Sat 10/24 | vs. Madison | W 50–18 |
| Sat 11/7 | vs. Madison | this game |
Last meetings
| 2025 | Madison 7, Winslow 68 |
| 2025 | Winslow 56, Madison 15 |
| 2024 | Winslow 52, Madison 7 |
| 2023 | Winslow 16, Madison 14 |
From the past seasons in our records.
Quick answers
When and where do Madison and Winslow play?
Madison plays at Winslow on Sat, Nov 7, 2026 at 1:00 PM, at Winslow HS.
What round is Madison at Winslow?
A Class D North regional semifinal: #5 Madison at #1 Winslow. Seeds are the MPA's own bracket. The winner moves on to the regional final.
Who won the last meeting between Madison and Winslow?
Winslow won the last meeting in our records, 68–7 in 2025.
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Win chances come from our power rating, a statistical model built on this season's results; the method is on the About page and its track record on Accuracy. Crabtree places use the MPA's own method, recomputed. Nothing here is advice.