| Year | Conference Champion | Coach of the Year, Institution |
| 1994 | Christopher Newport | Dave Sobal, Christopher Newport |
| 1995 | Christopher Newport | Winston Brown, Christopher Newport |
| 1996 | No Champion | David Pavord, Averett |
| 1997 | Averett | David Pavord, Averett |
| 1998 | Christopher Newport | Keith Maurer, Christopher Newport |
| 1999 | Christopher Newport | Brendan Chamberlain, Shenandoah |
| 2000 | Christopher Newport | Ed Willis, Ferrum |
| 2001 | Christopher Newport | Keith Maurer, Christopher Newport |
| 2002 | Christopher Newport | Keith Maurer, Christopher Newport |
| 2003 | Christopher Newport | Keith Maurer, Christopher Newport |
| 2004 | Christopher Newport | Keith Maurer, Christopher Newport |
| 2005 | Christopher Newport | Keith Maurer, Christopher Newport |
| 2006 | Christopher Newport | Keith Maurer, Christopher Newport |
| 2007 | Christopher Newport | Keith Maurer, Christopher Newport |
| 2008 | Christopher Newport | Keith Maurer, Christopher Newport |
| 2009 | Christopher Newport | Andrew Marrocco, Shenandoah |
| 2010 | Shenandoah | Andrew Marrocco, Shenandoah |
| 2011 | Christopher Newport | Andrew Marrocco, Shenandoah |
| 2012 | Christopher Newport | Matthew Barreau, Christopher Newport |
| 2013 | Meredith | Amy Olsen, Meredith |
| 2014 | Meredith | Amy Olsen, Meredith |
| 2015 | Meredith | Katie Stanford, Covenant |
| 2016 | Piedmont | Jeff Jenkins, Piedmont |
| 2017 | Berea | Katie Stanford, Covenant |
| 2018 | Berea | Shawn Jakubowski, Berea |
| 2019 | Berea | Shawn Jakubowski, Berea |