| 2024 |
| Fri., Nov. 15 | vs. Denbigh | W 45-8 | 1st Round Playoffs | | Fri., Nov. 22 | @ Smithfield | W 28-7 | 2nd Round Playoffs | | Sat., Nov. 30 | @ Phoebus | L 0-42 | 3rd Round Playoffs |
| 2023 |
| Sat., Nov. 11 | vs. Smithfield | W 32-25 | 1st Round Playoffs | | Sat., Nov. 18 | @ Phoebus | L 8-56 | 2nd Round Playoffs |
| 2022 |
| Fri., Nov. 11 | @ Warwick | L 12-22 | 1st Round Playoffs |
| 2021 |
| Sat., Nov. 13 | vs. Manor | W 48-0 | 1st Round Playoffs | | Fri., Nov. 19 | vs. Warhill | L 6-13 | 2nd Round Playoffs |
| 2019 |
| Sat., Nov. 16 | vs. Warwick | L 14-19 | 1st Round Playoffs |
| 2017 |
| | vs. Gloucester | W 14-7 | 1st Round Playoffs | | | @ Salem Virginia Beach | L 6-7 | 2nd Round Playoffs |
| 2016 |
| | vs. Warwick | W 33-18 | 1st Round Playoffs | | | vs. Indian River | W 29-28 | 2nd Round Playoffs | | | vs. Norview | L 31-37 | Semi-finals Playoffs |
| 2015 |
| | vs. Maury | W 42-6 | 1st Round Playoffs | | | vs. Norview | W 29-14 | 2nd Round Playoffs | | | vs. Indian River | L 17-21 | Semi-finals Playoffs |
| 2014 |
| | vs. Green Run | L 24-27 | 1st Round Playoffs |
| 2013 |
| | vs. Great Bridge | W 45-28 | 1st Round Playoffs | | | @ Salem Virginia Beach | L 7-20 | 2nd Round Playoffs |
| 2012 |
| | I. C. Norcom | W 34-6 | 1st Round Playoffs | | | vs. Phoebus | L 19-21 | 2nd Round Playoffs |
| 2011 |
| | vs. Green Run | W 16-12 | 1st Round Playoffs | | | vs. I. C. Norcom | L 14-20 | 2nd Round Playoffs |
| 2010 |
| | Lake Taylor | W 36-7 | 1st Round Playoffs | | | I. C. Norcom | W 24-0 | 2nd Round Playoffs | | | vs. Phoebus | L 7-12 | Semi-finals Playoffs |
| 2009 |
| | @ I. C. Norcom | W 28-0 | 1st Round Playoffs | | | @ Lake Taylor | L 7-10 | 2nd Round Playoffs |
| 2008 |
| | vs. Indian River | W 35-0 | 1st Round Playoffs | | | @ Lake Taylor | L 7-34 | 2nd Round Playoffs |
| 2007 |
| | vs. Great Bridge | W 38-20 | 1st Round Playoffs | | | vs. Phoebus | L 6-21 | 2nd Round Playoffs |
| 2006 |
| | Maury | L 28-30 | 1st Round Playoffs |
| 2005 |
| | Lake Taylor | W 14-7 | 1st Round Playoffs | | | vs. Phoebus | W 29-7 | 2nd Round Playoffs | | | vs. Massaponax | W 21-16 | Semi-finals Playoffs | | | Stone Bridge | W 15-8 | Championship Game |
| 2004 |
| | vs. Booker T. Washington | W 47-12 | 1st Round Playoffs | | | vs. Phoebus | W 26-21 | 2nd Round Playoffs | | | Meadowbrook | L 14-20 | Semi-finals Playoffs |
| 2003 |
| | Phoebus | L 20-24 | 1st Round Playoffs |
| 2001 |
| | Norview | W 14-10 | 1st Round Playoffs | | | Phoebus | L 15-46 | 2nd Round Playoffs |
| 2000 |
| | Lake Taylor | W 28-12 | 1st Round Playoffs | | | @ Heritage Newport News | L 0-41 | 2nd Round Playoffs |
| 1999 |
| | vs. Western Branch | W 58-3 | 1st Round Playoffs | | | vs. Heritage Newport News | W 44-0 | 2nd Round Playoffs | | | vs. Culpeper County | L 17-20 | Semi-finals Playoffs |
| 1998 |
| | Deep Creek | W 35-26 | 1st Round Playoffs | | | vs. Phoebus | W 28-6 | 2nd Round Playoffs | | | Huguenot | W 38-8 | Semi-finals Playoffs | | | Amherst County | W 35-0 | Championship Game |
| 1997 |
| | Green Run | W 53-6 | 1st Round Playoffs | | | Booker T. Washington | W 40-0 | 2nd Round Playoffs | | | Patrick Henry Ashland | W 56-12 | Semi-finals Playoffs | | | William Fleming | W 51-8 | Championship Game |
| 1996 |
| | vs. Deep Creek | W 58-27 | 1st Round Playoffs | | | vs. I. C. Norcom | W 44-6 | 2nd Round Playoffs | | | vs. James Madison | W 76-14 | Semi-finals Playoffs | | | Patrick Henry Ashland | W 51-14 | Championship Game |
| 1995 |
| | vs. Granby | W 28-0 | 1st Round Playoffs | | | Deep Creek | W 24-19 | 2nd Round Playoffs | | | McLean | W 21-0 | Semi-finals Playoffs | | | E. C. Glass | W 35-7 | Championship Game |
| 1994 |
| | vs. Booker T. Washington | W 34-26 | 1st Round Playoffs | | | Deep Creek | L 42-48 | 2nd Round Playoffs |
| 1993 |
| | I. C. Norcom | L 0-14 | 1st Round Playoffs |
| 1992 |
| | I. C. Norcom | L 14-17 | 1st Round Playoffs |
| 1991 |
| | Granby | W 28-8 | 1st Round Playoffs | | | First Colonial | L 14-24 | 2nd Round Playoffs |
| 1990 |
| | Maury | W 28-7 | 1st Round Playoffs | | | vs. Kecoughtan | W 17-10 | 2nd Round Playoffs | | | Annandale | W 30-8 | Semi-finals Playoffs | | | vs. Gar-Field | L 12-13 | Championship Game |
| 1989 |
| | vs. Great Bridge | W 33-8 | 1st Round Playoffs | | | vs. First Colonial | L 7-9 | 2nd Round Playoffs |
| 1988 |
| | Norview | W 20-7 | 1st Round Playoffs | | | First Colonial | W 37-2 | 2nd Round Playoffs | | | Fauquier | W 46-0 | Semi-finals Playoffs | | | James Robinson | W 21-18 | Championship Game |
| 1987 |
| | Kecoughtan | W 13-7 | 1st Round Playoffs | | | Kempsville | W 30-0 | 2nd Round Playoffs | | | @ Fauquier | W 10-6 | Semi-finals Playoffs | | | T. C. Williams | L 7-10 | Championship Game |
| 1986 |
| | @ Green Run | W 17-8 | 1st Round Playoffs | | | Norview | W 13-0 | 2nd Round Playoffs | | | John Marshall | W 14-0 | Semi-finals Playoffs | | | Salem | W 14-0 | Championship Game |
| 1985 |
| | Deep Creek | W 34-14 | 1st Round Playoffs | | | Kempsville | W 25-13 | 2nd Round Playoffs | | | Monacan | W 18-0 | Semi-finals Playoffs | | | T. C. Williams | W 16-0 | Championship Game |
| 1984 |
| | Floyd Kellam | W 37-0 | 1st Round Playoffs | | | Great Bridge | W 26-8 | 2nd Round Playoffs | | | Hermitage | W 21-7 | Semi-finals Playoffs | | | T. C. Williams | L 0-10 | Championship Game |
| 1983 |
| | Great Bridge | L 14-17 | 1st Round Playoffs |
| 1982 |
| | Lake Taylor | L 14-17 | 1st Round Playoffs |
| 1981 |
| | Granby | W 48-7 | 1st Round Playoffs | | | First Colonial | W 21-17 | 2nd Round Playoffs | | | Highland Springs | W 28-0 | Semi-finals Playoffs | | | G. W. Danville | W 15-9 | Championship Game |
| 1980 |
| | Kempsville | W 12-10 | 1st Round Playoffs | | | Great Bridge | W 7-0 | 2nd Round Playoffs | | | Douglas Freeman | W 27-7 | Semi-finals Playoffs | | | West Springfield | W 17-8 | Championship Game |
| 1979 |
| | Norview | L 19-20 | 1st Round Playoffs |
| 1978 |
| | Woodrow Wilson | L 6-7 | 1st Round Playoffs |
| 1977 |
| | Western Branch | W 21-15 | 1st Round Playoffs | | | Norview | W 21-0 | 2nd Round Playoffs | | | Douglas Freeman | W 7-0 | Semi-finals Playoffs | | | Gar-Field | W 12-7 | Championship Game |
| 1975 |
| | Churchland | W 14-6 | 1st Round Playoffs | | | Highland Springs | W 34-14 | Semi-finals Playoffs | | | Annandale | W 28-7 | Championship Game |
| 1972 |
| | @ Maury | L 8-16 | 1st Round Playoffs |
| 1967 |
| | Princess Anne | L 14-16 | 1st Round Playoffs |
|
| Hampton Playoff Totals |
| Record |
82-36-0 2869-1500 |
| Home Record | 26-12 |
| Away Record | 4-9 |
|
