| 2020 |
| Fri., Nov. 6 | vs. Blackman | W 30-21 | 1st Round Playoffs | | Fri., Nov. 13 | @ Riverdale | L 14-27 | 2nd Round Playoffs |
| 2019 |
| Fri., Nov. 8 | vs. Cookeville | W 59-42 | 1st Round Playoffs | | Fri., Nov. 15 | vs. Blackman | L 14-28 | 2nd Round Playoffs |
| 2018 |
| Fri., Nov. 2 | vs. Riverdale | W 23-14 | 1st Round Playoffs | | Fri., Nov. 9 | @ Oakland | L 0-28 | 2nd Round Playoffs |
| 2017 |
| Fri., Oct. 27 | vs. Blackman | L 7-38 | 1st Round Playoffs |
| 2015 |
| Fri., Nov. 6 | vs. Shelbyville | W 43-20 | 1st Round Playoffs | | Fri., Nov. 13 | @ Independence | L 7-38 | 2nd Round Playoffs |
| 2014 |
| Fri., Nov. 7 | vs. Independence | W 49-20 | 1st Round Playoffs | | Fri., Nov. 14 | vs. Centennial | L 7-24 | 2nd Round Playoffs |
| 2013 |
| Fri., Nov. 8 | @ Arlington | W 49-31 | 1st Round Playoffs | | Fri., Nov. 15 | @ Station Camp | W 28-28 | 2nd Round Playoffs | | Fri., Nov. 22 | @ Independence | W 36-35 | 3rd Round Playoffs | | Fri., Nov. 29 | vs. White Station | W 49-41 | Semi-finals Playoffs | | Sat., Dec. 7 | Maryville | L 7-44 | Championship Game @ Cookeville |
| 2011 |
| Fri., Nov. 4 | vs. Springfield | W 55-20 | 1st Round Playoffs | | Fri., Nov. 11 | @ Gallatin | W 28-7 | 2nd Round Playoffs | | Fri., Nov. 18 | vs. Beech | W 23-22 | 3rd Round Playoffs | | Fri., Nov. 25 | @ Henry County | L 14-40 | Semi-finals Playoffs |
| 2010 |
| Fri., Nov. 5 | @ Gallatin | W 34-14 | 1st Round Playoffs | | Fri., Nov. 12 | @ Henry County | W 24-10 | 2nd Round Playoffs | | Fri., Nov. 19 | vs. Northeast | W 24-21 | 3rd Round Playoffs | | Fri., Nov. 26 | @ Ridgeway | W 21-19 | Semi-finals Playoffs | | Fri., Dec. 3 | Columbia Central | L 7-28 | Championship Game |
| 2009 |
| Fri., Nov. 6 | vs. Northeast | L 24-27 (3OT) | 1st Round Playoffs |
| 2008 |
| Fri., Nov. 7 | vs. Ravenwood | W 24-17 | 1st Round Playoffs | | Fri., Nov. 14 | vs. Franklin | L 14-44 | 2nd Round Playoffs |
| 2006 |
| Fri., Nov. 3 | @ Franklin | W 17-14 | 1st Round Playoffs | | Fri., Nov. 10 | @ Hunters Lane | L 7-13 | 2nd Round Playoffs |
| 2003 |
| Fri., Nov. 7 | @ Dickson County | W 23-20 | 1st Round Playoffs | | Fri., Nov. 14 | vs. Centennial | W 28-27 | 2nd Round Playoffs | | Fri., Nov. 21 | vs. Franklin | L 23-24 | 3rd Round Playoffs |
| 2002 |
| Fri., Nov. 8 | @ Franklin | L 7-33 | 1st Round Playoffs |
| 2001 |
| Fri., Nov. 2 | vs. Franklin | W 31-0 | 1st Round Playoffs | | Fri., Nov. 9 | vs. Dickson County | W 31-7 | 2nd Round Playoffs | | Fri., Nov. 16 | vs. Gallatin | W 27-7 | 3rd Round Playoffs | | Sat., Nov. 24 | vs. Houston | W 17-6 | Semi-finals Playoffs | | Sat., Dec. 1 | Riverdale | L 7-35 | Championship Game |
| 1999 |
| | Soddy Daisy | W 35-6 | 1st Round Playoffs | | | McMinn County | W 21-6 | 2nd Round Playoffs | | | Oakland | L 27-33 | 3rd Round Playoffs |
| 1998 |
| | Hillsboro | W 54-23 | 1st Round Playoffs | | | Smyrna | W 17-9 | 2nd Round Playoffs | | | Brentwood | W 33-23 | 3rd Round Playoffs | | | Houston | W 21-14 | Semi-finals Playoffs | | | Oakland | L 24-46 | Championship Game |
| 1997 |
| | McGavock | W 31-14 | 1st Round Playoffs | | | Brentwood | L 7-28 | 2nd Round Playoffs |
| 1996 |
| | McMinn County | W 10-3 | 1st Round Playoffs | | | Dobyns-Bennett | W 35-27 | 2nd Round Playoffs | | | Oak Ridge | L 24-34 | 3rd Round Playoffs |
| 1988 |
| | Henry County | W 31-0 | 1st Round Playoffs | | | Father Ryan | W 21-0 | 2nd Round Playoffs | | | Bartlett | W 34-12 | 3rd Round Playoffs | | | Dickson County | L 7-14 | Semi-finals Playoffs |
|
| Hendersonville Playoff Totals |
| Record |
36-20-0 1364-1226 |
| Home Record | 15-6 |
| Away Record | 9-6 |
|
