| Year | Sport | Class | Champion | Runner-up | Score | Details |
| 2009 | Football | MM | New Canaan | East Lyme | 28-0 |  |
| 2005 | Football | MM | Branford | East Lyme | 14-7 | |
| 2004 | Football | L | Staples | East Lyme | 35-7 | |
| 2003 | Football | MM | East Lyme | Masuk | 17-14 | |
| 1978 | Football | M | St. Bernard | East Lyme | 23-13 |