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Freeport at Winslow
Sat, Sep 26, 2026 · 1:00 PM · Gerry Poulin field
Freeport team page Winslow team page What-if simulator
Final
Our pick, frozen Sep 24 before kickoff: Winslow, est. 56% to win, by est. 2. Right. All picks
Freeport: stayed #1 in Class D South. Winslow: stayed #1 in Class D North (Crabtree place without this result compared with today.)
Worth knowing
- Winslow has won 3 straight
Freeport this season
| Sat 9/5 | vs. Mattanawcook | W 42–6 |
| Fri 9/11 | vs. Winthrop | W 29–28 |
| Fri 9/18 | at Poland | W 40–6 |
| Sat 9/26 | at Winslow | L 6–14 |
| Fri 10/2 | vs. Morse | |
| Thu 10/8 | at Wells | |
| Fri 10/16 | at Dirigo | |
| Fri 10/23 | vs. Lisbon |
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 | |
| Fri 10/9 | at MCI | |
| Sat 10/17 | vs. Morse | |
| Sat 10/24 | vs. Madison |
Recent meetings
| 2025 | Freeport 7, Winslow 47 |
From the past seasons in our records.
Quick answers
Who won Freeport vs. Winslow?
Winslow beat Freeport 14–6 on Sat, Sep 26, 2026 at 1:00 PM.
What is Freeport's record and Crabtree place?
Freeport is 3–1 and #1 of 7 in Class D South in the Crabtree standings, the MPA's playoff order, recomputed from every result.
What is Winslow's record and Crabtree place?
Winslow is 3–1 and #1 of 7 in Class D North in the Crabtree standings, the MPA's playoff order, recomputed from every result.
Who won the last meeting between Freeport and Winslow?
Winslow won the last meeting in our records, 47–7 in 2025.
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Win chances come from the niftiIQ 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.