Briar & Captain's Cup
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Briar Cup & Captain's Cup Champions
Briar Cup
2023 Ridge
2022 Nottawasaga
2021 Nottawasaga
2020 Nottawasaga
2019 Nottawasaga
2018 Ridge & Nottawasaga tied (Ridge keeps Cup)
2017 Ridge
2016 Ridge
2015 Ridge & Nottawasaga tied
2014 Briars West
2013 Briars West
2012 Green Briar / Briar Hill East
2011 Green Briar / Briar Hill East
2010 Briar Hill West
2009 Briar Hill
2008 Briar Hill
2007 Briar Hill
2006 Briar Hill
2005 Briar Hill
2004 Green Briar
Captain's Cup
2023 Ridge & Nottawasaga tied
2022 Nottawasaga
2021 Nottawasaga
2020 Nottawasaga
2019 Nottawasaga
2018 Ridge
2017 Ridge
2016 Nottawasaga
2015 Briars East
2014 Briars West
2013 Briars East
2012 Green Briar / Briar Hill East
2011 Briar Hill West
2010 Briar Hill West
2009 Briar Hill
2008 Green Briar
2007 Green Briar
2006 Briar Hill
2005 Green Briar