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← Harlan football · Middlesboro football →
Harlan vs. Middlesboro football series
Middlesboro leads 4–1 in 5 meetings on record since 2022
| Date | Result | Site |
|---|---|---|
| 2026-10-02 | Middlesboro 46–0 | at Middlesboro |
| 2025-11-06 | Harlan 56–6 | at Middlesboro |
| 2025-10-03 | Middlesboro 58–0 | at Harlan |
| 2024-10-04 | Middlesboro 21–0 | at Middlesboro |
| 2022-09-16 | Middlesboro 21–20 | at Middlesboro |
Finals on this board plus past seasons pulled from ArbiterLive — the record goes back as far as the schools' ArbiterLive schedules do, not necessarily to the first game ever played.