| 2020 |
| Fri., Nov. 6 | vs. Tellico Plains | W 63-14 | 1st Round Playoffs | | Fri., Nov. 13 | @ Marion County | W 44-21 | 2nd Round Playoffs | | Fri., Nov. 20 | vs. Trousdale County | L 13-21 | 3rd Round Playoffs |
| 2019 |
| Fri., Nov. 8 | vs. Tellico Plains | W 47-8 | 1st Round Playoffs | | Fri., Nov. 15 | vs. Bledsoe County | W 35-21 | 2nd Round Playoffs | | Fri., Nov. 22 | vs. Trousdale County | L 19-22 | 3rd Round Playoffs |
| 2018 |
| Sat., Nov. 3 | vs. Bledsoe County | W 57-15 | 1st Round Playoffs | | Fri., Nov. 9 | vs. Westmoreland | W 40-6 | 2nd Round Playoffs | | Fri., Nov. 16 | vs. Trousdale County | L 8-15 | 3rd Round Playoffs |
| 2017 |
| Fri., Nov. 3 | vs. Polk County | W 34-14 | 1st Round Playoffs | | Fri., Nov. 10 | @ Tyner Academy | L 22-33 | 2nd Round Playoffs |
| 2016 |
| Fri., Nov. 4 | vs. Boyd-Buchanan | W 38-24 | 1st Round Playoffs | | Fri., Nov. 11 | @ Marion County | L 15-49 | 2nd Round Playoffs |
| 2015 |
| Fri., Nov. 6 | vs. Tyner Academy | L 7-34 | 1st Round Playoffs |
| 2012 |
| Fri., Nov. 2 | vs. Cascade | L 21-24 | 1st Round Playoffs |
| 2011 |
| | Rockwood | L 8-28 | 1st Round Playoffs |
| 2009 |
| | East Robertson | L 0-46 | 1st Round Playoffs |
| 2008 |
| | Grace Baptist | W 27-15 | 1st Round Playoffs | | | Trousdale County | L 14-52 | 2nd Round Playoffs |
| 2007 |
| | Lookout Valley | L 21-49 | 1st Round Playoffs |
| 2005 |
| | South Pittsburg | L 12-40 | 1st Round Playoffs |
| 2004 |
| | Boyd-Buchanan | L 7-42 | 1st Round Playoffs |
| 2003 |
| | South Pittsburg | L 0-61 | 1st Round Playoffs |
| 2002 |
| | Boyd-Buchanan | L 18-55 | 1st Round Playoffs |
| 2001 |
| | Boyd-Buchanan | L 13-56 | 1st Round Playoffs |
| 2000 |
| | DCA | L 0-21 | 1st Round Playoffs |
| 1999 |
| | CPA | L 0-57 | 1st Round Playoffs |
| 1997 |
| | FRA | L 0-17 | 1st Round Playoffs |
| 1996 |
| | DCA | L 0-48 | 1st Round Playoffs |
| 1995 |
| | BGA | L 0-42 | 1st Round Playoffs |
| 1994 |
| | BGA | L 6-37 | 1st Round Playoffs |
| 1987 |
| | Celina | L 6-27 | 1st Round Playoffs |
| 1985 |
| | Monterey | W 26-6 | 1st Round Playoffs | | | Ezell-Harding | L 6-39 | 2nd Round Playoffs |
| 1979 |
| | Gordonsville | L 6-8 | 2nd Round Playoffs |
| 1976 |
| | St. Andrews | W 20-8 | 3rd Round Playoffs | | | Dyer County | L 6-28 | Semi-finals Playoffs |
| 1971 |
| | Collierville | L 20-34 | Semi-finals Playoffs |
|
| Watertown Playoff Totals |
| Record |
11-27-0 679-1137 |
| Home Record | 7-5 |
| Away Record | 1-2 |
|
