| Year | Sport | Class | Champion | Runner-up | Score | Details |
| 2008 | Football | L | Masuk | Newington | 56-13 |  |
| 1991 | Football | L | Notre Dame-West Haven | Newington | 20-0 | |
| 1990 | Football | L | Rockville | Newington | 14-10 | |
| 1988 | Football | L | Shelton | Newington | 10-9 | |
| 1980 | Football | LL | Newington | Ansonia | 24-12 | |
| 1979 | Football | LL | Newington | Fitch | 21-14 |