| Year | Team Name | Runner up |
|---|---|---|
| 1996 | Terang | |
| 1997 | Terang | |
| 1998 | Cobden | Terang |
| 1999 | Cobden | Warrnambool |
| 2000 | Warrnambool | Cobden |
| 2001 | Cobden | Warrnambool |
| 2002 | South Warrnambool | TerangMortlake |
| 2003 | TerangMortlake | Warrnambool |
| 2004 | Warrnambool | TerangMortlake |
| 2005 | Warrnambool | South Warrnambool |
| 2006 | Warrnambool | North Warrnambool Eagles |
| 2007 | North Warrnambool Eagles | South Warrnambool |
| 2008 | North Warrnambool Eagles | Warrnambool |
| 2009 | Warrnambool | North Warrnambool Eagles |
| 2010 | North Warrnambool Eagles | Port Fairy |
| 2011 | Terang Mortlake | South Warrnambool |
| 2012 | South Warrnambool | Camperdown |
| 2013 | North Warrnambool | Terang Mortlake |
| 2014 | Cobden | South Warrnambool |
| 2015 | North Warrnambool Eagles | Camperdown |
| 2016 | North Warrnambool Eagles | Camperdown |
| 2017 | Port Fairy | South Warrnambool |
| 2018 | Koroit | Port Fairy |
| 2019 | Hamilton Kangaroos | North Warrnambool |
| 2020 | No Premiers due to COVID | |
| 2021 | No Premiers due to COVID | |
| 2022 | Koroit | South Warrnambool |
| 2023 | South Warrnambool | North Warrnambool Eagles |
| 2024 | South Warrnambool | Hamilton Kangaroos |
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