First middleweight or heavyweight to successfully complete. H denotes Heavyweight.
| Year | Date | Distance | Rider | Horse | Time (hr:min) |
|---|---|---|---|---|---|
| 2021 | Ride not held | ||||
| 2020 | Ride not held | ||||
| 2019 | 12 October | 80km | Ian Curtis | Blake’s Heaven Carousel | 6:45 |
| 2018 | 29 September | 80km | Jessica Drain Shepheard Katrina Newitt | Currowan Apollo Wybalena Lodge Prince Harry | 6:08 |
| 2017 | 2 September | 80 km | Clare Feary | Die Kinder Junrei | 6:25 |
| 2016 | Ride not held | ||||
| 2015 | Training rides only held | ||||
| 2014 | 19 October | 80 km | Ian Curtis | Blake’s Heaven Summer Wind | 5:39 |
| 2013 | 6 October | 80 km | Bruce Carter | Dasharm Zayesha | 8:18 |
| 2012 | 28 October | 80 km | Jenny Shepheard | Currowan Mojo | 4:46 |
| 2011 | 11 September | 80 km | Jenny Shepheard Jessica Drain | Currowan Mojo Maloo | 4:41 |
| 2010 | 19 September | 80 km | Lindsay Hine | Harmere Kalila | 4:21 |
| 2009 | 6 September | 80 km | Marty Moran H | Glenduearte Desert Storm | 5:26 |
| 2008 | 14 September (Equestrian Park) | 84 km | Rachel Reid | Franshar Park K Shar | 5:01 |
| 2007 | Ride not held | ||||
| 2006 | 29 October (Equestrian Park) | 80 km | Kristie McGaffin | Brookman Park Pagan | 4:20 |
| 2005 | 30 October | 80 km | Duncan Satchell | Alhambra Mirage | 5:52 |
| 2004 | 17 October | 80 km | Steve Locke | Howard Park Zdansk | 4:37 |
| 2003 | Ride not held | ||||
| 2002 | 10 November | 80 km | Ray Fulton H | Zeyn Bensarah | 4:11 |
| 2001 | 18 November | 80km | Allan Watts H | Mulawa Accent | 4:52 |
| 2000 | 10 December (deferred from 19 November) | 80km | Jennifer Gilbertson John Symons | Tullawalla Mista Nalinka | 4:39 |
| 1999 | 21 November | 80km | Steve Locke Peter Norman H | Balara Elina Markon Arki | 4:31 |
| 1998 | 15 November (deferred from 29 March) | 80km | Mick Broderick | Monkey Mountain Mist | 4:50 |
| 1997 | 9 March | 80km | Searle Johnston Peter Clark | Too Soon (Narraburra Magnifique) Merrivale Sharez | 4:47 |
| 1996 | 24 March | 80km | Searle Johnston Kerren Hosking | Too Soon (Narraburra Magnifique) Rastas (Trecadeu Sinbad) | 5:06 |
| 1995 | 26 March | 80km | Kath Crittle | Tooheys Red | 4:45 |
| 1994 | 6 March | 80km | Donna Tupper | Strawberry | 6:09 |
| 1993 | 28 March | 80km | Colin Joyce H Gary Joyce | Kaid Daleramy Peppercorn | 5:23 |
| 1992 | Ride not held | ||||
| 1991 | 27 October | 100km | Darien Feary | Haraka (Garfield Kibir) | 7:47 |
| 1990 | 4 November | 100km | Jenny Oliver | Karakatana Kyzyl | 6:45 |
| 1989 | 15 October | 100km | Carol Sparkes | Zamfir | 7:02 |
| 1988 | 6 November | 100km | Darren Bohm | Kelkette Park Lyric | 7:26 |
| 1987 | 8 November | 100km | Jenny Oliver Michael Piper | Glenallan Nomad Myrimbah Bey | 7:09 |
| 1986 | 9 November | 100km | Jenny Oliver Terry Wood Andrew Bailey H Angelina Patterson | Glenallan Nomad Sinclairs Point Tiki Dora Cedar Ridge Robell | 5:20 |
| 1985 | 10 November | 110km | Debbie Wallace | Glenallan Solitary Man | 8:12 |
| 1984 | 11 November | 110km | Terry Wood | Andarra Shareef | 8:02 |
| 1983 | 13 November | 110km | Allan Robertson | Prancer | 8:16 |
| 1982 | 14 November | 110km | Allan Robertson | Prancer | 10:26 |