| Season | Winner |
| 1953-54 | G Cooper |
| 1954-55 | D Raby |
| 1955-56 | A Schwab |
| 1956-57 | L Wright |
| 1957-58 | B Turnley |
| 1958-59 | E Hayes |
| 1959-60 | G McLellan |
| 1960-61 | A Ebdon |
| 1961-62 | J Hambrook |
| 1962-63 | D Rankin |
| 1963-64 | P Cosgrove |
| 1964-65 | K Fulton |
| 1965-66 | K Fulton |
| 1966-67 | P Pozzobon |
| 1967-68 | J Willison |
| 1968-69 | R Nowak |
| 1969-70 | R Nowak |
| 1970-71 | M Linsell |
| 1971-72 | M Ashton |
| 1972-73 | M Ashton |
| 1973-74 | D Linsell |
| 1974-75 | D Birrel |
| 1975-76 | M Carter |
| 1976-77 | P Harmer |
| 1977-78 | M O’Hanlon |
| 1978-79 | J Morrison |
| 1979-80 | P Thornley |
| 1980-81 | A Phillips |
| 1981-82 | P Thornley |
| 1982-83 | J Rusmir |
| 1983-84 | S Lucas |
| 1984-85 | M Mucenieks |
| 1985-86 | A Rusmir |
| 1986-87 | C McWilliams |
| 1987-88 | T Robertson |
| 1988-89 | T Nixon-Smith |
| 1989-90 | M Dollman |
| 1990-91 | T O’Hanlon |
| 1991-92 | P Kendall |
| 1992-93 | A Hawley |
| 1993-94 | E Hartley |
| 1994-95 | C Baker |
| 1995-96 | M Cotter |
| 1996-97 | R Wood |
| 1997-98 | R Wood |
| 1998-99 | A Neville |
| 1999-00 | A Neville |
| 2000-01 | A Neville |
| 2001-02 | C McGrath |
| 2002-03 | D Quamil |
| 2003-04 | S Kinsella |
| 2004-05 | D Quamil |
| 2005-06 | CJ Brack |
| 2006-07 | |
| 2007-08 | J Barker |
| 2008-09 | J Barker |
| 2009-10 | A Biggar |
| 2010-11 | C Linley |
| 2011-12 | N Sparks |
| 2012-13 | B Thiele |
| 2013-14 | O Stella |
| 2014-15 | M Sparks |
| 2015-16 | J McCleery |
| 2016-17 | N Graves |
| 2017-18 | A Standfield |
| 2018-19 | N Graves |
| 2019-20 | J Sparks |
Trinity Willison Cricket ClubEst. 1935