| 2024 |
| Fri., Nov. 8 | vs. Westford Academy | W 35-28 | 1st Round Playoffs | | Fri., Nov. 15 | @ Zaverian Brothers | L 20-35 | 2nd Round Playoffs |
| 2023 |
| Fri., Nov. 3 | @ St. Johns Prep | L 7-42 | 1st Round Playoffs |
| 2022 |
| Fri., Nov. 4 | @ Reading Memorial | L 44-51 | 1st Round Playoffs |
| 2021 |
| Fri., Nov. 12 | Marlborough | L 7-26 | 1st Round Playoffs |
| 2019 |
| Fri., Nov. 8 | vs. Westborough | W 35-10 | 1st Round Playoffs | | Fri., Nov. 15 | @ Algonquin Regional | W 24-8 | 2nd Round Playoffs |
|
| Leominster Playoff Totals |
| Record |
3-4-0 172-200 |
| Home Record | 2-0 |
| Away Record | 1-3 |
|
