1953 Shirley Thomas
1955 Elaine Lancaster (jumping), Ruth Hurdman (saddle and hackney)
1956 Frank Ryan
1959 Ruth Hurdman
1961 Mrs. Frank Ryan
1964 Donna Bisson
1965 John Atack
1966 John Atack
1968 Torchy Miller
1970 Peter Stoecki
1971 Windy Irvine
1972 Wendy Irvine
1973 Edythe and Karl Dronshek
1975 Ian Millar
1976 Ian Millar
1977 Ian Millar
1978 Moira Laframboise
1979 Ian Millar
1980 Nicole and Deidre Laframboise
1981 Diedre Laframboise
1987 Ian Millar
1988 Ian Millar
1989 Ian Millar
1990 Shannon Taylor
1991 Deborah Rice
1992 Ian Millar
1993 Jill Henselwood
1994 Claire Smith
1996 Claire Smith
1997 Simone Williams
1998 Simone Williams
1999 Simone Williams
2000 Kelley Small
2001 Kelley Small
2002 Amy McIlwham
2003 Kelley Small
2004 Kelley Small
2005 Jessica Whiting
2006 Kelley Small
2007 Tory Bova
2010 Robin Andrews
2012 Jody Schloss
2014 Jacqueline Whelan
2015 Olivia Blaber
2016 Samantha Penelton
2018 Caroline Lanthier
2019 Rayne Dubois
2022 Rayne Dubois
2023 Taylor Wood
Historical note: the 1955 winner for saddle and hackney was listed in the event program as “Mrs. Fraser Hurdman.”