| Date | H/A | W/L | Team | Score | Opponent | Score | ||
| 2023-08-25 | H | L | Sherando (VA) | 21 | Brentsville District (VA) (2) | 28 | Hx 945 | |
| 2023-08-31 | H | W | Sherando (VA) | 34 | Jefferson (9) | 28 | 3 OT Hx 118 | |
| 2023-09-09 | A | L | Sherando (VA) | 25 | Light Ridge (VA) (1) | 27 | Hx 1149 | |
| 2023-09-15 | A | W | Sherando (VA) | 38 | Fauquier (VA) (0) | 0 | Hx 1150 | |
| 2023-09-22 | H | W | Sherando (VA) | 35 | Liberty Bealton (VA) (0) | 0 | Hx 1151 | |
| 2023-09-29 | H | W | Sherando (VA) | 40 | Warren County (VA) (0) | 13 | Hx 1152 | |
| 2023-10-06 | A | W | Sherando (VA) | 41 | James Wood (VA) (0) | 0 | Hx 1153 | |
| 2023-10-13 | A | L | Sherando (VA) | 7 | Kettle Run (VA) (3) | 41 | Hx 1154 | |
| 2023-10-20 | A | L | Sherando (VA) | 0 | Millbrook (VA) (6) | 19 | Hx 1131 | |
| 2023-11-03 | H | L | Sherando (VA) | 21 | Handley (VA) (6) | 35 | Hx 1100 |