| Date | H/A | W/L | Team | Score | Opponent | Score | |||
| 2023-12-08 | A | W | Woodrow Wilson | 64 | Greenbrier East | 38 | 69 | ||
| 2023-12-15 | A | W | Woodrow Wilson | 71 | University | 46 | G Force Morgantown | 304 | |
| 2023-12-16 | A | L | Woodrow Wilson | 41 | Morgantown | 55 | G Force Morgantown | 305 | |
| 2023-12-21 | A | L | Woodrow Wilson | 57 | South Charleston | 59 | 306 | ||
| 2023-12-28 | H | W | Woodrow Wilson | 66 | Oak Hill | 64 | Little General Beckley | 307 | |
| 2023-12-29 | H | L | Woodrow Wilson | 52 | Shady Spring | 66 | at Little General Beckley 1st Plac | 1551 | |
| 2024-01-03 | H | L | Woodrow Wilson | 65 | Musselman | 66 | 1 OT | New River CTC | 309 |
| 2024-01-09 | A | W | Woodrow Wilson | 63 | Capital | 61 | 49 | ||
| 2024-01-11 | H | W | Woodrow Wilson | 66 | Princeton | 33 | 311 | ||
| 2024-01-13 | H | L | Woodrow Wilson | 57 | George Washington | 60 | 242 | ||
| 2024-01-23 | A | L | Woodrow Wilson | 67 | Shady Spring | 83 | 313 | ||
| 2024-01-27 | H | W | Woodrow Wilson | 56 | Huntington | 54 | 314 | ||
| 2024-01-30 | H | W | Woodrow Wilson | 83 | Greenbrier East | 65 | 315 | ||
| 2024-02-02 | H | W | Woodrow Wilson | 64 | Bluefield | 60 | 316 | ||
| 2024-02-03 | A | L | Woodrow Wilson | 43 | Bluefield | 58 | 310 | ||
| 2024-02-06 | H | L | Woodrow Wilson | 53 | Bridgeport | 55 | 208 | ||
| 2024-02-08 | A | W | Woodrow Wilson | 76 | Oak Hill | 48 | 312 | ||
| 2024-02-10 | A | W | Woodrow Wilson | 65 | Princeton | 63 | 317 | ||
| 2024-02-15 | A | L | Woodrow Wilson | 49 | George Washington | 65 | 68 | ||
| 2024-02-22 | H | W | Woodrow Wilson | 72 | Parkersburg South | 67 | 318 | ||
| 2024-02-23 | H | W | Woodrow Wilson | 89 | Capital | 48 | 319 | ||
| 2024-02-27 | H | W | Woodrow Wilson | 72 | Oak Hill | 43 | AAAA R3 S1 Semifinal | 1698 | |
| 2024-03-01 | H | W | Woodrow Wilson | 88 | Princeton | 60 | AAAA R3 S2 Finals | 1760 | |
| 2024-03-07 | H | W | Woodrow Wilson | 61 | George Washington | 59 | AAAA R3 Final | 1791 | |
| 2024-03-12 | A | L | Woodrow Wilson | 41 | Spring Mills | 60 | AAAA State Quarterfinal | 1831 |