Pony Pair
Trophy donated by the Clark Family
| Year | Name | Name | Driver | Venue |
| 1989 | Tim Dwyer | |||
| 1990 | Glenway Royal Jade | Glendale Benjamin | Dorothy Mitchell | |
| 1991 | Copper Glitter | Copper Gleam | Gordon Garlick (NSW) | |
| 1992 | Echo Quiz | Mandy | Gerald Barnard-Brown | |
| 1993 | Glenway Royal Jade | Glendale Benjamin | Dorothy Mitchell | |
| 1994 | Copper Glitter | Copper Gleam | Gordon Garlick (NSW) | |
| 1995 | Copper Glitter | Copper Gleam | Gordon Garlick (NSW) | |
| 1996 | Pentland Charity | Jerry | Gail Gates & Ron Smith (SA) | |
| 1997 | Jade, Benny | Buster | Dorothy Mitchell | |
| 1998 | Bronze Emperor | Bronze Ruler | Garry Harris (NSW) | |
| 1999 | Fosters Valley Oliver | Fosters Valley Amos | Anne Robertson | |
| 2000 | ||||
| 2001 | Wandin Park | |||
| 2002 | Knocklyon Larrikan | Lei?? Magnum | Suzanne Ridley | Wandin Park |
| 2003 | ||||
| 2004 | Acheron Steffan | Acheron Spangle | Dorothy Mitchell | Wandin Park |
| 2005 | Acheron Steffan | Acheron Spangle | Dorothy Mitchell | Romsey |
| 2006 | Tovan Tris | Garron Park Crackerjack | Janelle Marshall | Catani |
| 2007 | Novelty Maddox | Princess | Nicole Allen | Catani |
| 2008 | Bronze Emperor | Bronze Ruler | Garry Harris (NSW) | Longwood |
| 2009 | Tya Aphrodite | Tya Charmer | Rachel Haslau | Wandin Park |
| 2010 | Tya Sequin | Tya Spangles | Paula Rhodes | Longwood |
| 2011 | Tya Sequin | Tya Spangles | Paula Rhodes | Inverleigh |
| 2012 | Mr Mo | Kricket | Kimberley Damsma | Greenvale |
| 2013 | Mr Mo | Kricket | Kimberley Damsma | Romsey |
| 2014 | Mr Mo | Kricket | Kimberley Damsma | Koonoomoo |
| 2015 | Rouken Glen Polly | Eve | Belinda Drury | Inverleigh |
| 2016 | Pepper | Ripple Brook Meg | Phil Marshall | Koonoomoo |
| 2017 | Pepper | Ripple Brook Meg | Phil Marshall | Greenvale |
| 2018 | Ambleside Lochindaal | Forge Hill Heathcliff | Mandy Lawrence | Koonoomoo |
| 2019 | Pemberton Chit Chat Elargee Trevi | Simeon Salute | Rachel Haslau | Greenvale |
| 2020 | No Event – Covid | |||
| 2021 | Mosman Park Minnie Mouse | MP Maisy Mouse MP Mickey Mouse | Margaret Sperrin | Longwood |
| 2022 | Pemberton Chit Chat Simeon Salute | Glunyarra Park Briar Rose | Rachel Haslau | Leighdale |
| 2023 | Mosman Park Fairytale Mosman Park Sugar Plum | Mosman Park Vienna Woods | Rhiannon Damsma | Greenvale |