| Year | Horse/Driver | Owner |
| 2022 | Laser Leo/Yannick LaFlamme | Yannick LaFlame |
| 2019 | Spunky Len/Derek Salisbury | Howard & Derek Salisbury |
| 2018 | Storm Trooper/Carolyn Nugent | Lloyd Nugent |
| 2017 | Road Tour/Glen Downey | Glen Downey |
| 2016 | Road Tour/Glen Downey | Glen Downey |
| 2015 | Road Tour/Glen Downey | Glen Downey |
| 2014 | More to Come/Raymond Shively | Raymond Shively |
| 2013 | Armbro Beau/ Steve McLean | Steve McLean |
| 2012 | Armbro Beau/Steve McLean | Steve McLean |
| 2011 | Total Vision/Carolyn Nugent | Lloyd Nugent |
| 2010 | Precious Stone/Martin Cordeau | AQF Morgans |
| 2009 | Invincible Summer/Judy McNeish | Judy McNeish |
| 2008 | Invincible Summer/Judy McNeish | Judy McNeish |
| 2007 | The Two of Spades/Penny McKee | Lavigne & Mckee |
| 2006 | The Two of Spades/Penny McKee | Lavigne & McKee |
| 2005 | The Messenger/Wayne Scharf | Kerri Brown & Wayne Scharf |
| 2004 | The Two of Spades/Penny McKee | Lavigne & McKee |
| 2003 | The Two of Spades/Penny McKee | Lavigne & McKee |
| 2002 | Tantallon Celtic/Bill McWilliams | Bill McWilliams |
| 2001 | Jetform/Gary Jones | Gary Jones |
| 2000 | Boogily Bear/Wayne Allison | Wayne Allison |
| 1999 | Boogily Bear/Wayne Allison | Wayne Allison |
| 1998 | Rockin’ Johnie/Henry Clarke | Aileen & Henry Clarke |
| 1997 | Rockin’ Johnie/Henry Clarke | Aileen & Henry Clarke |
| 1996 | Rockin’ Johnie/Henry Clarke | Aileen & Henry Clarke |
| 1995 | Pirate/Bill McWilliams | Bill McWilliams |
| 1994 | Pirate/Bill McWilliams | Bill McWilliams |
| 1993 | Autobahn(aka Winnie’s Guy)/Kenneth Wheeler | Kenneth Wheeler |
| 1992 | Pirate/Bill McWilliams | Bill McWilliams |
| 1991 | Pirate/Bill McWilliams | Bill McWilliams |
| 1990 | Hometown Hero/Bob Ross | Bob Ross |
| 1989 | Ellery/Wayne Scharf | Jean & Tom Oxley |
| 1988 | Ellery/Wayne Scharf | Jean & Tom Oxley |
| 1987 | Hometown Hero | Bob Ross |
| 1986 | Flaxen Duke/Glen Downey | Miles Benedict |
| 1985 | Josedale Movin’ On/Matt MacDougall | Matt MacDougall |
| 1984 | Mr. Jet Away/Bob Ross | Bob Ross |
| 1983 | Simcoe Duke/Glen Downey | Glen Downey |
| 1982 | Page Boy/ John Sheridan | John Sheridan |
| 1981 | Josedale Michael/Matt MacDougall | Matt MacDougall |
| 1980 | Riddell’s Duke/Ralph Walker | Ralph Walker |
| 1979 | Josedale Michael/Matt MacDougall | Matt MacDougall |
| 1978 | Josedale Michael/Matt MacDougall | Matt MacDougall |
| 1977 | Josedale Michael/Matt MacDougall | Matt MacDougall |
| 1976 | Star Lee Over/Ralph Walker | Ralph Walker |
| 1975 | Page Boy/John Sheridan | John Sheridan |
| 1974 | Star Lee Over/Ralph Walker | Ralph Walker |
| 1973 | Mr. Remlap/Ross Thomas | Ross Thomas |
| 1972 | True Lee/John Sheridan | John Sheridan |
| 1971 | Medicine Man/Lorne Crawford | Lorne Crawford |
| 1970 | Night Flight/Ed Teeter | Ed Teeter |
| 1969 | Dr. Friday/Lorne Crawford | Lorne Crawford |
| 1968 | Dr. Friday/Lorne Crawford | Lorne Crawford |
| 1967 | Dr. Friday/Lorne Crawford | Lorne Crawford |
| 1966 | Dr. Friday/Lorne Crawford | Lorne Crawford |
| 1965 | Dr. Friday/Lorne Crawford | Lorne Crawford |
| 1964 | Avalon Major/Andy LaSalle | Mrs. James Soloman/Andy LaSalle |
| 1963 | Avalon Major/Andy LaSalle | Mrs. James Soloman/Andy LaSalle |
| 1962 | Royal Commander/Roy Calder | Roy Calder |
| 1961 | Fashion Lady/Fraser Hurdman | Fraser Hurdman |
| 1960 | Royal Commander/Roy Calder | Roy Calder |
| 1959 | Lady Lee/Wilf Lindsay | Wilf Lindsay |
| 1958 | Fashion Lady/Fraser Hurdman | Fraser Hurdman |
| 1957 | Bulldozer/Robert Campbell | Robert Campbell |
| 1956 | Royal Commander/Roy Calder | Roy Calder |
| 1955 | V-Day/Dyke William | Longview Farms |
| 1954 | Patricia Volo/Earl Foster | Earl Foster |
| 1953 | Patricia Volo/Earl Foster | Earl Foster |
| 1952 | Patricia Volo/Earl Foster | Earl Foster |
| 1951 | Patricia Volo/Earl Foster | Earl Foster |
| 1950 | Patricia Volo/Earl Foster | Earl Foster |
| 1949 | Patricia Volo/Earl Foster | Earl Foster |
