| Landen Troxel (Jr.) | Winchester Cross Country Invitational Boys Meet | Winchester Cross Country Invitational Boys Meet | 18 | 19:28.35 |
| Klayten McCammon (Fr.) | Winchester Cross Country Invitational Boys Meet | Winchester Cross Country Invitational Boys Meet | 42 | 21:10.53 |
| Maverick Bailey (Fr.) | Winchester Cross Country Invitational Boys Meet | Winchester Cross Country Invitational Boys Meet | 51 | 21:35.30 |
| Logan Goings (So.) | Winchester Cross Country Invitational Boys Meet | Winchester Cross Country Invitational Boys Meet | 52 | 21:37.59 |
| Keagen Cooper (So.) | Winchester Cross Country Invitational Boys Meet | Winchester Cross Country Invitational Boys Meet | 62 | 22:39.09 |
| Hunter Gunn (So.) | Winchester Cross Country Invitational Boys Meet | Winchester Cross Country Invitational Boys Meet | 68 | 24:00.33 |
| Ian Lockhart (Fr.) | Winchester Cross Country Invitational Boys Meet | Winchester Cross Country Invitational Boys Meet | 72 | 24:54.01 |
| Matt Leffler (Jr.) | Winchester Cross Country Invitational Boys Meet | Winchester Cross Country Invitational Boys Meet | 82 | 29:30.53 |
