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| Year | Name | Winner | Club | Runner up | Club |
| 1990 | M F Jerams Trophy | S Newall | Padgate | J Wilkinson | Stockton Heath B |
| 1990 | Elsie Jerams Trophy | G Bate | Stockton Heath B | B McElroy | CSC A |
| 1990 | Thwaites-Jerams | T Hadcroft | Rylands B | J Lowe | Padgate |
| 1991 | Thwaite- Jerams | J Massey | Stockton heath B | H Evans | Richmonds |
| 1992 | Thwaite- Jerams | A Preece | Crosfields | O Toole | St Elphins A |
| 1993 | Thwaite- Jerams | R Adcroft | Richmonds | F Laff | Tetley Walker |
| 1994 | Thwaite-Jerams | G Yates | Tetley Walker | J Brown | GESM |
| 1995 | Thwaite-Jerams | A Cook | St Elphins | J Lowe | Rylands |
| 1996 | Thwaite-Jerams | S Brandwood | Grange | W Deakin | Bewsey |
| 1997 | Thwaite-Jerams | A McGuinness | GESM A | J Lowe | Rylands |
| 1998 | Thwaite-Jerams | E Williams | Grange | B Lappin | CSC A |
| 1999 | Thwaite-Jerams | A Cook | St Elphins | T Coyne | Tetley Walker |
| 2000 | Thwaite-Jerams | I Whitby | CSC A | B Lappin | CSC A |
| 2001 | Thwaite-Jerams | S Peever | Stockton Heath B | A Clemo | Grange A |
| 2002 | Thwaite-Jerams | E Williams | Grange A | A Thomas | GESM |
| 2003 | Thwaite-Jerams | A Bishop | Grange | W Vincent | Rylands |
| 2004 | Thwaite-Jerams | F Lawless | GESM A | K Ashton | Richmonds |
| 2005 | Thwaite-Jerams | S Nixon | Grange A | S Jackson | Bewsey |
| 2006 | Thwaite-Jerams | A Bishop | Grange A | D Newton | CSC A |
| 2007 | Thwaite-Jerams | A Bishop | Grange | | |
| 2008 | Thwaite-Jerams | D James | Rylands A | J Delooze | Orford |
| 2009 | Thwaite-Jerams | B Sutcliffe | Bewsey A | A Whitty | Woolston RBL |
| 2010 | Thwaite-Jerams | M Burrows | Bewsey A | D Newton | CSC A |
| 2011 | Thwaite-Jerams | S Nixon | Grange A | W Ralston | Crosfields A |
| 2012 | Thwaite-Jerams | B Welsby | Grange A | M Culleton | Bewsey A |
| 2013 | Thwaite-Jerams | JJ Corless | Rylands A | S Nixon | Grange A |
| 2014 | Thwaite- Jerams | L Wells | Grange A | S Nixon | Grange A |
| 2015 | New Wilf Jerams | W Ralston | Crosfields A | A Noon | St Elphins A |
| 2016 | New Wilf Jerams | M Burrows | Bewsey A | E Frangleton | GESM B |
| 2017 | New Wilf Jerams | A Noon | St Elphins A | J Sutcliffe | St Elphins A |
| 2018 | New Wilf Jerams | J Stone | Tetley | R Goodhand | Grange A |
| 2019 | New Wilf Jerams | P Rowles | Grange A | L Wells | Grange A |
| 2020 | New Wilf Jerams | COVID | | | |
| 2021 | New Wilf Jerams | COVID | | | |
| 2022 | New Wilf Jerams | K Wainwright | Woolston A | A Noon | St Elphins A |
| 2023 | New Wilf Jerams | L Wells | Grange A | A Noon | St Elphins A |
| 2024 | New Wilf Jerams | J Davies | GESM B | D Rothwell | Crosfields B |
| 2025 | Not Played | | | | |