| 2000 | Stewart’s Melville Royal High Fourth XI |
| 2001 | Muslim |
| 2002 | Clackmannan County Second XI |
| 2003 | Boroughmuir Second XI |
| 2004 | Kismet |
| 2005 | Carlton Third XI |
| 2006 | Cask & Barrel |
| 2007 | Dunfermline Wanderers |
| 2008 | Musselburgh Second XI |
| 2009 | Clackmannan County Second XI |
| 2010 | West Lothian County Third XI |
| 2011 | Teuchters |
| 2012 | Glenrothes Second XI |
| 2013 | Tranent |
| 2014 | Stewart’s Melville Royal High Third XI |
| 2015 | Carlton Fourth XI |
| 2016 | Musselburgh Second XI |
| 2017 | RH Corstorphine Third XI |
| 2018 | Leith Franklin Academical Beige Second XI |
| 2019 | Bass Rock |
| 2020 | No competition |
| 2021 | Edinburgh South Second XI |
| 2022 | Edinburgh South Third XI |
| 2023 | Clackmannan County Second XI |
Alan Veitch, Neil Leitch
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