JN Woodrow Medal Winners
The Woodrow Medal has been presented to best and fairest player in the VAFA’s top section since 1927.
Players with an asterisk* won the medal in a premiership year.
| Year | Name | Club | Votes |
| 2022 | Fergus Borthwick | Old Melburnians | 20 |
| Harry Hill | Old Brighton | 20 | |
| 2021 | Marcus Stavrou | Old Xaverians | 14 |
| 2020 | No awards due to COVID-19 | ||
| 2019 | Ayce Cordy | University Blues* | 26 |
| 2018 | Ayce Cordy | University Blues | 23 |
| 2017 | Bede Mahon | University Blacks | 17 |
| 2016 | Jake Williams | De La Salle | 26 |
| 2015 | Adam Bentick | St Bernard’s O.C.* | 19 |
| Ross Young | University Blues | 19 | |
| 2014 | Brendan Iezzi | Old Trinity | 28 |
| 2013 | Jacob Williams | De La Salle | 22 |
| 2012 | Cameron Howat | Old Carey | 21 |
| 2011 | Brendan Iezzi | Old Trinity | 22 |
| 2010 | Aaron Shields | De La Salle | 18 |
| 2009 | Matthew Fieldsend | De La Salle | 18 |
| David Lowe | De La Salle | 18 | |
| 2008 | Jack Watts | University Blues | 20 |
| 2007 | Hayden Heta | Old Ivanhoe | 16 |
| 2006 | Andrew Jenke | Old Haileyburians* | 24 |
| 2005 | Joel Rice | Marcellin O.C. | |
| 2005 | Andrew Ramsden | Old Trinity | |
| 2004 | Quinton J. Gleeson | University Blues* | |
| 2003 | Andrew J. Crow | Old Scotch Collegians | |
| 2002 | Bernard P. Dinneen | Marcellin O.C. | 17 |
| 2001 | Bernard P. Dinneen | Marcellin O.C.* | 27 |
| 2000 | Glenn T. Cox | Marcellin O.C. | |
| 1999 | David Waters | Marcellin O.C. | 19 |
| 1998 | Luke R. Gollant | St. Bernard’s O.C. | 19 |
| 1997 | Michael L. Blood | Old Xaverians* | 15 |
| 1996 | Peter D. O’Brien | Old Melburnians | 18 |
| 1995 | Matthew McConvill | Ormond | 17 |
| 1995 | Christian J. Davidson | Collegians | 17 |
| 1994 | Matthew McConvill | Ormond | 19 |
| 1993 | Adam S. Anderson | Old Trinity Gr. | |
| 1992 | Paul P. Matton | Therry C.C.O.B. | 15 |
| 1991 | Tom J. Keipert | Old Scotch Collegians | 20 |
| 1990 | Matthew G. Galbraith | Collegians | |
| 1989 | Mark H. McClelland | Old Xaverians | |
| 1988 | John R. Moir | Old Scotch Collegians | |
| 1987 | F.L. Gleeson | Old Paradians | |
| 1986 | Phillip M. Mehrten | Ormond | |
| 1985 | A.C. Smith | Old Scotch Collegians | |
| 1984 | R.J. Demarte | Bulleen-Templestowe | |
| 1983 | Michael G. Deveson | De La Salle O.C.* | |
| 1982 | R.T. Mason | Old Scotch Collegians | |
| 1981 | Stephen T. Pirrie | Old Xaverians* | 17 |
| 1980 | Bernie F. Angel | St. Bernard’s O.C. | 22 |
| 1979 | Brian D. Bourke | De La Salle* | 18 |
| 1978 | C.A. Price | Marcellin O.C. | |
| 1977 | Peter G. Aughton | St. Bernard’s O.C. | |
| 1976 | Chris A. Hansen | Old Trinity Gr. | 32 |
| 1975 | M.J. Bates | Reservoir O.B. | |
| 1974 | Bruce K. Bourne | Ormond | 22 |
| 1973 | Paul V. Peasnell | North Old Boys | 21 |
| 1972 | L.G. Carny | North Old Boys | |
| 1971 | John R. Douglas | Coburg | 15 |
| 1970 | Norman J. Beattie | Coburg* | |
| 1969 | Norman J. Beattie | Coburg* | |
| 1968 | Phillip M. Moran | University Blues | 25 |
| 1967 | John A. Fisher | Kew | 23 |
| 1966 | Michael J. Mulcahy | Old Xaverians | 19 |
| 1965 | John ‘Jock’ F. Nelson | M.H.S.O.B. | 18 |
| 1964 | John ‘Jock’ F. Nelson | M.H.S.O.B. | 18 |
| 1963 | Denis F. Dalton | Old Paradians* | 27 |
| 1962 | Ian T. Turnbull | M.H.S.O.B. | 20 |
| 1961 | Geoff W. Hibbins | Collegians* | 36.5 |
| 1960 | B.N. Kerr | Old Melburnians | |
| Ian M. Hayden | University Blues* | ||
| 1959 | Ian K. Law | Old Scotch Collegians | |
| 1958 | Geoff W. Hibbins | Collegians* | 18 |
| 1957 | Max B. Brook | Ormond | |
| 1956 | J.R. Hayes | University Blues | 26 |
| 1955 | Richard C. Fenton-Smith | Ormond | 19 |
| 1954 | Merv J. Davidson | Hampton Rovers | |
| 1953 | L.S. Mithen | Ormond | |
| 1952 | H.A. Meredith | University Blacks | |
| 1951 | Geoff W. Hibbins | Collegians | |
| 1950 | Manson G. Russel | Old Scotch Collegians | |
| 1949 | Samuel George Birtles | Hampton Rovers | |
| 1948 | George Denis Cordner | University Blacks* | |
| 1947 | S.H. Rowe | Ormond | |
| 1946 | G.W. Stamps | Malvern | |
| 1940-45 | No awards due to WWII | ||
| 1939 | E.J. Atkins | Old Melburnians | |
| 1938 | Clarence H. Vontom | Collegians | |
| 1937 | A.R.J. Rodda | State Savings Bank | |
| 1936 | A. Lindsay Hassett | Geelong | |
| 1935 | A. Lindsay Hassett | Geelong | |
| 1934 | G. Weber | Brighton T.S.O.B. | |
| 1933 | Allan F. LaFontaine | University Blacks | |
| 1932 | D.R. Robertson | Sate Savings Bank | |
| 1931 | R. Lang | Teachers’ College | |
| 1930 | R. Perry | Black Rock | |
| 1930 | T.M. Taylor | Brightonvale | |
| 1929 | K.W. Elder | State Savings Bank | |
| 1928 | George B. Cassidy | Old Caulfield Gr. | |
| 1927 | Keith E. Rigg | Collegians | |