| Year |
Conference Champion |
Coach of the Year, Institution |
| 2000 |
No title awarded |
Jim Sypult, Methodist |
| 2001 |
Ferrum, Christopher Newport |
Matt Kelchner, Christopher Newport |
| 2002 |
Ferrum, Christopher Newport |
Matt Kelchner, Christopher Newport |
| 2003 |
Christopher Newport, Shenandoah |
Mike Dunlevy, Averett |
| 2004 |
Christopher Newport, Shenandoah |
Paul Barnes, Shenandoah |
| 2005 |
Ferrum, Methodist |
Dave Davis, Ferrum |
| 2006 |
Christopher Newport, Averett |
Matt Kelchner, Christopher Newport |
| 2007 |
N.C. Wesleyan |
Jack Ginn, N.C. Wesleyan |
| 2008 |
Christopher Newport |
Matt Kelchner, Christopher Newport |
| 2009 |
N.C. Wesleyan |
Mark Henninger, N.C. Wesleyan |
| 2010 |
Christopher Newport, N.C. Wesleyan |
Matt Kelchner, Christopher Newport |
| 2011 |
Christopher Newport |
Matt Kelchner, Christopher Newport |
| 2012 |
Christopher Newport, Ferrum, Maryville |
Bill Young, Greensboro |
| 2013 |
Maryville, Methodist |
Mike Rader, Maryville |
| 2014 |
Christopher Newport |
Matt Kelchner, Christopher Newport |
| 2015 |
Huntingdon |
Mike Turk, Huntingdon |
| 2016 |
Huntingdon. Maryville |
Mike Turk, Huntingdon |
| 2017 |
Huntingdon |
Mike Turk, Huntingdon |
| 2018 |
Maryville |
Shaun Hayes, Maryville |
| 2019 |
Huntingdon |
Mike Turk, Huntingdon |
| 2021 (Spring)* |
East: Methodist
West: Brevard, Huntingdon |
None |
| 2021 |
Huntingdon |
Mike Turk, Huntingdon |
| 2022 |
Huntingdon |
Mike Turk, Huntingdon |
| 2023 |
Belhaven |
Blaine McCorkle, Belhaven |
| 2024 |
Maryville |
Wes Dodson, LaGrange |
| 2025 |
LaGrange |
Joe DuPaix, Southern Virginia |
| *Divisional championships with a Conference championship game (won by Huntingdon) only and no coach of the year honors (COVID-19 Pandemic) |