| Year | Winner | Runner-Up |
| 2023-24 | Station | Letham |
| 2022-23 | Cliffburn 1 | Merchants |
| 2021-22 | Station | Shotz |
| 2020-21 | No season | No season |
| 2019-20 | Season Void | Season Void |
| 2018-19 | Station 2 | Shotz |
| 2017-18 | Shotz 2 | Portcullis 1 |
| 2016-17 | Portcullis 1 | Cliffburn 1 |
| 2015-16 | Shotz 1 | Portcullis 1 |
| 2014-15 | Shotz 1 | Cliffburn 1 |
| 2013-14 | Ram's Heid 2 | Cliffburn 1 |
| 2012-13 | Portcullis 1 | Portcullis 2 |
| 2011-12 | Ram's Heid 2 | Cliffburn 1 |
| 2010-11 | Ram's Heid 2 | Burns Bar 1 |
| 2009-10 | Ram's Heid 2 | Portcullis 1 |
| 2008-09 | Burns Bar 1 | Letham Hotel 1 |
| 2007-08 | Abbey 1 | Portcullis 1 |
| 2006-07 | Burns Bar 1 | Portcullis 1 |
| 2005-06 | Portcullis 1 | Abbey 1 |
| 2004-05 | Burns Bar 1 | Abbey 1 |
| 2003-04 | Abbey 1 | Portcullis 1 |
| 2002-03 | Lordburn Bar 1 | Portcullis 1 |
| 2001-02 | Lordburn Bar 1 | Viewfield 1 |
| 2000-01 | Abbey 1 | Plough 1 |
| 1999-00 | Plough 1 | Abbey 1 |
| 1998-99 | Abbey 1 | Portcullis 1 |
| 1997-98 | Lordburn Bar 1 | Ram's Heid |
| 1996-97 | Lordburn Bar 1 | Abbey 1 |
| 1995-96 | Abbey 3 | Portcullis 1 |
| 1994-95 | Sandy's 1 | Abbey 3 |
| 1993-94 | Station Hotel 1 | Abbey 3 |
| 1992-93 | Station Hotel 1 | Abbey 3 |
| 1991-92 | Portcullis 1 | Station Hotel |
| 1990-91 | Viewfield Hotel | Newgate |
| 1989-90 | Viewfield Hotel | Portcullis 2 |
| 1988-89 | Abbey 1 | Viewfield Lounge |
| 1987-88 | Malacca | Sandy's 3 |
| 1986-87 | Viewfield Hotel | Portcullis 3 |
| 1985-86 | Vics 2 | Viewfield 1 |
| 1984-85 | Sandy's 1 | Viewfield 1 |
| 1983-84 | Sandy's 1 | |
| 1982-83 | Imperial (Malacca) | |
| 1981-82 | Ram's Heid 1 | |
| 1980-81 | Frasers | |
| 1979-80 | Frasers 1 | |
