Honour Roll – from 1978 to the present
HSA would like to fill in the missing gaps in these tables. If you have any information please contact the Director of Records at dir.records@hsa.org.au
SPECIAL AWARDS
HSA Club Championship
| Year | Club |
| 1993 | Moss Vale |
| 1994 | Moss Vale |
| 1995 | Moss Vale |
| 1996 | Moss Vale |
| 1997 | |
| 1998 | |
| 1999 | Moss Vale |
| 2000 | |
| 2001 | |
| 2002 | |
| 2003 | Moss Vale |
| 2004 | Moss Vale |
| 2005 | Moss Vale |
| 2006 | Moss Vale |
| 2007 | Moss Vale |
| 2008 | Yerrinbool-Bargo |
| 2009 | Bowral United |
| 2010 | Yerrinbool-Bargo |
| 2011 | Yerrinbool-Bargo |
| 2012 | Bowral United |
| 2013 | Yerrinbool-Bargo |
| 2014 | Moss Vale |
| 2015 | Yerrinbool-Bargo |
| 2016 | Moss Vale |
| 2017 | Bundanoon |
| 2018 | Yerrinbool-Bargo |
| 2019 | Yerrinbool-Bargo |
| 2020 | n/a |
| 2021 | n/a |
| 2022 | Robertson-Burrawang |
HSA Fair Play Award
| 2012 | Bowral United (Inaugural) |
| 2013 | Bowral United |
| 2014 | Bowral United |
| 2015 | Mittagong |
| 2016 | Exeter |
| 2017 | Bowral United |
| Mittagong | |
| 2018 | Exeter |
| 2019 | Bowral United |
| 2020 | n/a |
| 2021 | n/a |
| 2022 | Bundanoon |
HSA Service Award
| 2012 | Robert Handley (Inaugural) |
| 2013 | Steve and Joanne Granger |
| 2014 | Robert Miller |
| 2015 | Cathie Campbell |
| Mark Johnson | |
| Scott McKeown | |
| 2016 | Phillip Tallon |
| 2017 | Paul and Cheryl Kastelein |
| 2018 | Emma Green |
| 2019 | n/a |
| 2020 | n/a |
| 2021 | n/a |
| 2022 | Damien Plain |
HSA Referee of the Year Award
| 2015 | Dave Noble (Inaugural) |
| 2016 | Dave Noble |
| 2017 | Dave Noble |
| 2018 | Jodie Weisz |
| 2019 | Jodie Weisz |
| 2020 | n/a |
| 2021 | n/a |
| 2022 | Rod McDonald |
SENIOR COMPETITION
Premiership – All Age Men 1st Division/Premier League/PL1 from 2018
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 1979 | Mittagong | ||
| 1980 | Mittagong | ||
| 1981 | Picton Rangers | ||
| 1982 | |||
| 1983 | Bowral Wanderers | ||
| 1984 | Mittagong | ||
| 1985 | Moss Vale | ||
| 1986 | Moss Vale | ||
| 1987 | Mittagong | ||
| 1988 | Mittagong | ||
| 1989 | Moss Vale | ||
| 1990 | Mittagong | ||
| 1991 | Bowral United | ||
| 1992 | Moss Vale | ||
| 1993 | Moss Vale | ||
| 1994 | Yerrinbool | ||
| 1995 | Yerrinbool | ||
| 1996 | MBK | ||
| 1997 | Moss Vale | ||
| 1998 | |||
| 1999 | Yerrinbool-Bargo | Yerrinbool-Bargo | Robertson-Burrawang |
| 2000 | Yerrinbool-Bargo | ||
| 2001 | Yerrinbool-Bargo | Yerrinbool-Bargo | |
| 2002 | Yerrinbool-Bargo | Yerrinbool-Bargo | |
| 2003 | Hill Top | Hill Top | Patris |
| 2004 | Hill Top | Highland Rovers | Yerrinbool-Bargo |
| 2005 | Yerrinbool-Bargo | Yerrinbool-Bargo | |
| 2006 | Yerrinbool-Bargo A | Yerrinbool-Bargo A | Hill Top |
| 2007 | Exeter B | Bowral United | Exeter B |
| 2008 | Yerrinbool-Bargo | Yerrinbool-Bargo | Robertson-Burrawang |
| 2009 | Exeter | Patris | Exeter |
| 2010 | Yerrinbool-Bargo | Yerrinbool-Bargo | Hill Top |
| 2011 | Yerrinbool-Bargo | Yerrinbool-Bargo | Mittagong |
| 2012 | Yerrinbool-Bargo | Yerrinbool-Bargo | Mittagong |
| 2013 | Mittagong | Yerrinbool-Bargo | Mittagong |
| 2014 | Yerrinbool-Bargo G | Goulburn Stags | Yerrinbool-Bargo G |
| 2015 | Hill Top | Moss Vale | Yerrinbool-Bargo |
| 2016 | Marulan | Yerrinbool-Bargo | Marulan |
| 2017 | Moss Vale | Yerrinbool-Bargo B | Moss Vale |
| 2018 | Yerrinbool-Bargo | Hill Top | Yerrinbool-Bargo |
| 2019 | Marulan | Yerrinbool-Bargo | Marulan |
| 2020 | Marulan | Marulan | Hill Top W |
| 2021 | Marulan | not played | not played |
| 2022 | Marulan | Marulan | Bowral W |
Premiership – All Age Women 1st Division/Premier League/PL1 from 2018
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 1979 | |||
| 1980 | |||
| 1981 | |||
| 1982 | |||
| 1983 | |||
| 1984 | |||
| 1985 | |||
| 1986 | |||
| 1987 | |||
| 1988 | |||
| 1989 | |||
| 1990 | |||
| 1991 | |||
| 1992 | |||
| 1993 | |||
| 1994 | Moss Vale | ||
| 1995 | |||
| 1996 | Empire | ||
| 1997 | Empire | ||
| 1998 | Empire | ||
| 1999 | Robertson-Burrawang | ||
| 2000 | Robertson-Burrawang | ||
| 2001 | Trinity | ||
| 2002 | Moss Vale B | ||
| 2003 | Moss Vale B | ||
| 2004 | Robertson-Burrawang | ||
| 2005 | Crookwell | Crookwell | |
| 2006 | Bundanoon | Bundanoon | Moss Vale |
| 2007 | Robertson-Burrawang | Bundanoon G | Yerrinbool-Bargo W |
| 2008 | Crookwell | Yerrinbool-Bargo | Crookwell |
| 2009 | Bundanoon A | Robertson-Burrawang | Bundanoon A |
| 2010 | Hill Top | Robertson-Burrawang | Crookwell |
| 2011 | Robertson-Burrawang | Crookwell | Robertson-Burrawang |
| 2012 | Robertson-Burrawang M | Robertson-Burrawang M | Moss Vale R |
| 2013 | Robertson-Burrawang M | Robertson-Burrawang M | Bundanoon |
| 2014 | Robertson-Burrawang M | Moss Vale R | Yerrinbool-Bargo G |
| 2015 | Yerrinbool G | Yerrinbool G | Moss Vale R |
| 2016 | Yerrinbool-Bargo | Yerrinbool-Bargo | Moss Vale |
| 2017 | Robertson-Burrawang M | Hill Top | Crookwell |
| 2018 | Moss Vale R | Moss Vale R | Mittagong G |
| 2019 | Moss Vale W | Moss Vale W | Robertson-Burrawang M |
| 2020 | Hill Top | Stags | Hill Top |
| 2021 | Robertson-Burrawang M | not played | not played |
| 2022 | Robertson-Burrawang M | Robertson-Burrawang M | Hill Top |
Premiership – All Age Men 2nd Division/Reserve Grade/PL2 from 2018
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 1979 | |||
| 1980 | |||
| 1981 | |||
| 1982 | |||
| 1983 | |||
| 1984 | |||
| 1985 | |||
| 1986 | |||
| 1987 | |||
| 1988 | |||
| 1989 | |||
| 1990 | Moss Vale | ||
| 1991 | |||
| 1992 | |||
| 1993 | |||
| 1994 | |||
| 1995 | Moss Vale | ||
| 1996 | |||
| 1997 | Moss Vale | ||
| 1998 | Moss Vale | ||
| 1999 | |||
| 2000 | |||
| 2001 | Hill Top | Hill Top | |
| 2002 | Moss Vale | ||
| 2003 | |||
| 2004 | Patris | Patris | |
| 2005 | Robertson-Burrawang | Bundanoon | |
| 2006 | Bundanoon | Bundanoon | Moss Vale C |
| 2007 | Robertson-Burrawang | Robertson-Burrawang | Bundanoon |
| 2008 | Bundanoon | Bundanoon | Hill Top |
| 2009 | Bowral | Bowral | Hill Top |
| 2010 | Mittagong | Mittagong | Patris |
| 2011 | Hill Top | Hill Top | Yerrinbool-Bargo |
| 2012 | Exeter | Exeter | Yerrinbool |
| 2013 | Yerrinbool-Bargo G | Yerrinbool-Bargo G | Exeter B |
| 2014 | Yerrinbool-Bargo G | Mittagong B | Yerrinbool-Bargo G |
| 2015 | Mittagong | Mittagong | Yerrinbool-Bargo G |
| 2016 | Moss Vale | Moss Vale | Exeter |
| 2017 | n/a | Bowral | Yerrinbool-Bargo G |
| 2018 | Yerrinbool-Bargo G | Yerrinbool-Bargo G | Hill Top |
| 2019 | Yerrinbool-Bargo | Hill Top | Yerrinbool-Bargo |
| 2020 | Yerrinbool-Bargo G | Yerrinbool-Bargo G | Robertson-Burrawang |
| 2021 | Mittagong | not played | not played |
| 2022 | n/a | Bowral Blue | Mittagong |
Premiership – All Age Women 2nd Division/Reserve Grade/PL2 from 2018
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 2005 | Robertson-Burrawang | ||
| 2006 | Not played | Not played | Not played |
| 2007 | Chevalier College | Hill Top | Chevalier College |
| 2008 | Moss Vale | Bundanoon | Moss Vale |
| 2009 | n/a | Hill Top | Crookwell |
| 2010 | Mittagong | Spirit | Mittagong |
| 2011 | Hill Top | Hill Top | Robertson-Burrawang |
| 2012 | Bowral United | Yerrinbool-Bargo | Bowral United |
| 2013 | n/a | Bowral United | Mittagong |
| 2014 | Moss Vale W | Moss Vale W | Crookwell |
| 2015 | n/a | Crookwell | Moss Vale B |
| 2016 | Crookwell | Crookwell | Moss Vale W |
| 2017 | n/a | Moss Vale W | Bowral |
| 2018 | n/a | Bowral | Moss Vale B |
| 2019 | n/a | MBK | Mittagong Y |
| 2020 | n/a | n/a | n/a |
| 2021 | n/a | n/a | n/a |
| 2022 | n/a | Bowral | Yerrinbool |
Premiership – All Age Men 3rd Division/Highlands League from 2018
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 1979 | |||
| 1980 | |||
| 1981 | |||
| 1982 | |||
| 1983 | |||
| 1984 | |||
| 1985 | |||
| 1986 | |||
| 1987 | |||
| 1988 | |||
| 1989 | |||
| 1990 | |||
| 1991 | |||
| 1992 | |||
| 1993 | |||
| 1994 | |||
| 1995 | |||
| 1996 | |||
| 1997 | |||
| 1998 | |||
| 1999 | |||
| 2000 | |||
| 2001 | Robertson-Burrawang | Robertson-Burrawang | |
| 2002 | |||
| 2003 | Hill Top | Highland Rovers | |
| 2004 | Bundanoon | ||
| 2005 | Yerrinbool-Bargo | Highland Rovers | |
| 2006 | Yerrinbool-Bargo | Highland Rovers | Hill Top |
| 2007 | Robertson-Burrawang | Robertson-Burrawang | Hill Top |
| 2008 | Yerrinbool-Bargo | Yerrinbool-Bargo | Robertson-Burrawang |
| 2009 | Bundanoon | Yerrinbool-Bargo | Bundanoon |
| 2010 | Yerrinbool-Bargo | Yerrinbool-Bargo | Moss Vale W |
| 2011 | Yerrinbool-Bargo | Yerrinbool-Bargo | Hill Top |
| 2012 | Robertson-Burrawang | Bowral United | Robertson-Burrawang |
| 2013 | not played in 2013/2014 | ||
| 2015 | Yerrinbool-Bargo | Yerrinbool-Bargo | Robertson-Burrawang |
| 2016 | Bowral | Bowral | Bundanoon |
| 2017 | Bundanoon | Bundanoon | Moss Vale |
| 2018 | Bundanoon | Bundanoon | Robertson-Burrawang M |
| 2019 | Robertson-Burrawang M | Robertson-Burrawang M | Yerrinbool G |
| 2020 | Robertson-Burrawang M | Robertson-Burrawang M | Bowral W |
| 2021 | n/a | n/a | n/a |
| 2022 | Yerrinbool-Bargo | Bowral White | Exeter |
Premiership – All Age Men 3rd Division/2
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 2007 | Bowral United | Bundanoon | Bowral United |
Premiership – Youth Grade
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 2013 | Yerrinbool – Bargo (Inaugural) | Yerrinbool – Bargo | Moss Vale |
| 2014 | Bundanoon | Moss Vale | Bundanoon |
| 2015 | Crookwell | Crookwell | Moss Vale |
| 2016 | Chevalier | Chevalier | Wollondilly Soldiers |
| 2017 | Bundanoon | Bundanoon | Chevalier |
| 2018 | Hill Top | Hill Top | Chevalier |
| 2019 | Mittagong | Mittagong | Moss Vale |
| 2020 | Goulburn Workers | Goulburn Workers | Moss Vale |
| 2021 | Crookwell | not played | not played |
| 2022 | Hill Top | Hill Top | Moss Vale |
PLAYER OF THE YEAR
AA Men 1st Division/Premier League/PL1
| Year | Player | Club |
| 2011 | Cameron Facer | Moss Vale (Inaugural) |
| 2012 | Trevor Dinham | Yerrinbool-Bargo |
| 2013 | Scott Friedewald | Mittagong |
| 2014 | James Braid | Exeter |
| 2015 | John Friedewald | Moss Vale |
| 2016 | Daniel Aliffi | Marulan |
| 2017 | Matthew Hunt | Yerrinbool-Bargo |
| 2018 | John Friedewald | Hill Top |
| 2019 | Darcy Barnes | Mittagong |
| 2020 | n/a | |
| 2021 | n/a | |
| 2022 | Nathan Brimmer | Marulan |
AA Women 1st Division/Premier League/PL1
| Year | Player | Club |
| 2011 | Chloe Vincent | Robertson-Burrawang (Inaugural) |
| 2012 | Rheanna Lotter | Moss Vale |
| 2013 | Phillipa Eccleston | Bundanoon |
| 2014 | Chloe Vincent | Robertson – Burrawang |
| 2015 | Sarah Rech | Yerrinbool-Bargo |
| 2016 | Alyce Thompson | Hill Top |
| 2017 | Alyce Thompson | Hill Top |
| 2018 | Olivia Blanch | Moss Vale |
| 2019 | Kiri Hatton | Hill Top |
| 2020 | n/a | |
| 2021 | n/a | |
| 2022 | Kayla Webb | MBK |
AA Men 2nd Division/Reserve Grade/PL2
| Year | Player | Club |
| 2011 | Blake Phillips | Bundanoon Rebels (Inaugural) |
| Simon Worner | Mittagong | |
| 2012 | Mathew Kellond | Exeter |
| 2013 | Damian Strode | Exeter |
| 2014 | David Patterson | Yerrinbool-Bargo |
| 2015 | Scott Hilliard | Yerrinbool-Bargo |
| 2016 | Daniel Freere | Robertson-Burrawang |
| 2017 | Craig McGee | Robertson-Burrawang |
| 2018 | Todd McLaughlin | Yerrinbool-Bargo |
| 2019 | Kyal Martin | Bundanoon |
| 2020 | n/a | |
| 2021 | n/a | |
| 2022 | Chris Harker | Bowral |
AA Women 2nd Division/Reserve Grade/PL2
| Year | Player | Club |
| 2011 | Jessica Evans | Exeter (Inaugural) |
| 2012 | Carlia Phillips | Bowral United |
| 2013 | n/a | |
| 2014 | Phoebe Thompson | Bowral United |
| 2015 | Alyssa McMahon | Bundanoon |
| 2016 | Annie Croker | Crookwell |
| 2017 | Morgan Dick | Moss Vale |
| 2018 | Olivia Cole | Moss Vale |
| 2019 | Anna Otieno | Yerrinbool-Bargo |
| 2020 | n/a | |
| 2021 | n/a | |
| 2022 | Anna Otieno | Yerrinbool-Bargo |
AA Men 3rd Division/Highlands League
| Year | Player | Club |
| 2011 | Robert Hughes | Hill Top (Inaugural) |
| 2012 | William Monds | Yerrinbool-Bargo |
| 2013 | not played in 2013/2014 | |
| 2015 | Axel Friedrich | Yerrinbool-Bargo |
| Paul Halloran | Bundanoon | |
| 2016 | John McGannon | Hill Top |
| 2017 | Nicholas Bell | Moss Vale |
| 2018 | Tim Hamilton | Bundanoon |
| 2019 | Daniel Sgroi | Yerrinbool-Bargo |
| 2020 | n/a | |
| 2021 | n/a | |
| 2022 | Andrew Strode | Exeter |
Youth Grade
| Year | Player | Club |
| 2013 | Scott Woods | Moss Vale (Inaugural) |
| 2014 | Nathan Bishop | Hill Top |
| 2015 | Reece Cole | Bundanoon |
| 2016 | Reece Cole | Bundanoon |
| 2017 | Kyle Andrews | Yerrinbool-Bargo |
| 2018 | Flynn Hessenberger | Hill Top |
| 2019 | Jack Gambrill | Moss Vale |
| 2020 | n/a | |
| 2021 | n/a | |
| 2022 | Jacob Smith | Hill Top |
GOLDEN BOOT
AA Men 1st Division/Premier League/PL1
| Year | Player | Club |
| 2012 | Matthew Hunt | Yerrinbool-Bargo (Inaugural) |
| 2013 | Michael Dyer | Moss Vale |
| 2014 | James Braid | Exeter |
| 2015 | Daniel Aliffi | Marulan |
| 2016 | Luke Will | Marulan |
| 2017 | Matthew Hunt | Yerrinbool-Bargo |
| 2018 | Kris Spilarewicz | Hill Top |
| 2019 | Daniel Aliffi | Marulan |
| 2020 | n/a | |
| 2021 | n/a | |
| 2022 | Sam Toparis | Marulan |
AA Women 1st Division/Premier League/PL1
| Year | Player | Club |
| 2012 | Rheanna Lotter | Moss Vale (Inaugural) |
| 2013 | Abby Doyle | Robertson-Burrawang |
| 2014 | Phillipa Eccleston | Bundanoon |
| 2015 | Sarah Rech | Yerrinbool-Bargo |
| 2016 | Sarah Rech | Yerrinbool-Bargo |
| 2017 | Kimberley Cochrane | Moss Vale |
| 2018 | Olivia Blanch | Moss Vale |
| 2019 | Erin Sommers | Robertson-Burrawang |
| 2020 | n/a | |
| 2021 | n/a | |
| 2022 | Abby Doyle | Robertson-Burrawang |
AA Men 2nd Division/Reserve Grade/PL2
| Year | Player | Club |
| 2012 | Mathew Kellond | Exeter (Inaugural) |
| 2013 | Damian Strode | Exeter |
| 2014 | Scott Sundgren | Yerrinbool-Bargo |
| 2015 | Kyle Smith | Yerrinbool-Bargo |
| 2016 | Scott Sundgren | Yerrinbool-Bargo |
| 2017 | Scott Sundgren | Yerrinbool-Bargo |
| 2018 | Justin Poor | Yerrinbool-Bargo |
| 2019 | Todd McLaughlin | Yerrinbool-Bargo |
| 2020 | n/a | |
| 2021 | n/a | |
| 2022 | Emerson Williams | Mittagong |
AA Women 2nd Division/Reserve Grade/PL2
| Year | Player | Club |
| 2012 | Virginia Ritchie | Mittagong (Inaugural) |
| 2013 | n/a | |
| 2014 | Virginia Ritchie | Mittagong |
| 2015 | Alyssa McMahon | Bundanoon |
| 2016 | Annie Croker | Crookwell |
| 2017 | Natasha Smith | Moss Vale |
| 2018 | Taylor Smith | Bowral |
| 2019 | Virginia Ritchie | Mittagong |
| 2020 | n/a | |
| 2021 | n/a | |
| 2022 | Katie Ayling | Bowral |
AA Men 3rd Division/Highlands League
| Year | Player | Club |
| 2012 | Trent Webster | Bundanoon Rebels (Inaugural) |
| 2013 | not played in 2013/2014 | |
| 2015 | Edward Capel | Mittagong |
| Axel Friedrich | Yerrinbool-Bargo | |
| Paul Halloran | Bundanoon | |
| 2016 | Morgan Evans | Bowral |
| 2017 | Nicholas Bell | Moss Vale |
| Tim Hamilton | Bundanoon | |
| 2018 | Tim Hamilton | Bundanoon |
| 2019 | Josh Zemljacenko | Robertson-Burrawang |
| 2020 | n/a | |
| 2021 | n/a | |
| 2022 | Todd McLaughlin | Yerrinbool-Bargo |
Youth Grade
| Year | Player | Club |
| 2013 | Scott Hilliard | Yerrinbool-Bargo (Inaugural) |
| 2014 | Scott Woods | Bundanoon |
| 2015 | Lachlan Lewin | Crookwell |
| Luke O’Brien | Crookwell | |
| 2016 | Reece Cole | Bundanoon |
| Finn Sullivan | Chevalier | |
| 2017 | Cameron Marmont | Bundanoon |
| 2018 | Flynn Hessenberger | Hill Top |
| 2019 | Jack Baldwin | Moss Vale |
| 2020 | n/a | |
| 2021 | n/a | |
| 2022 | Tyson Robb | Moss Vale |
GOLDEN GLOVES
AA Men 1st Division/Premier League/PL1
| Year | Player | Club |
| 2012 | Troy French | Yerrinbool-Bargo (Inaugural) |
| 2013 | Troy French | Yerrinbool-Bargo |
| 2014 | Troy French | Yerrinbool-Bargo |
| 2015 | Keegan Lee | Marulan |
| 2016 | Bailey Halias | Hill Top |
| 2017 | Joshua Dennett | Yerrinbool-Bargo |
| 2018 | Kyle Cossor | Yerrinbool-Bargo |
| 2019 | Keegan Lee | Marulan |
| Kyle Cossor | Yerrinbool-Bargo | |
| 2020 | n/a | |
| 2021 | n/a | |
| 2022 | Keegan Lee | Marulan |
AA Women 1st Division/Premier League/PL1
| Year | Player | Club |
| 2012 | Sally Parker | Moss Vale (Inaugural) |
| 2013 | Kylie Whatman | Bundanoon |
| 2014 | Samantha Plain | Moss Vale |
| 2015 | Kelsea Moore | Yerrinbool-Bargo |
| 2016 | Angela D’Adam | Moss Vale |
| 2017 | Jenna Gregory | Robertson-Burrawang |
| 2018 | Angela D’Adam | Moss Vale |
| 2019 | Angela D’Adam | Moss Vale |
| 2020 | n/a | |
| 2021 | n/a | |
| 2022 | Samantha Winder | Robertson-Burrawang |
AA Men 2nd Division/Reserve Grade/PL2
| Year | Player | Club |
| 2012 | Adam French | Yerrinbool-Bargo (Inaugural) |
| 2013 | Adam French | Yerrinbool-Bargo |
| 2014 | Adam French | Yerrinbool-Bargo |
| Simon Roberts | Moss Vale | |
| 2015 | Adam French | Yerrinbool-Bargo |
| 2016 | Jacob Clarke | Moss Vale |
| 2017 | Adam French | Yerrinbool-Bargo |
| 2018 | Adam French | Yerrinbool-Bargo |
| Andrew Hitchens | Hill Top | |
| 2019 | Adam French | Yerrinbool-Bargo |
| Ethan De Leeuw | Bundanoon | |
| 2020 | n/a | |
| 2021 | n/a | |
| 2022 | Jake Warwick | Mittagong |
AA Women 2nd Division/Reserve Grade/PL2
| Year | Player | Club |
| 2012 | Tabitha Will | Moss Vale (Inaugural) |
| 2013 | n/a | |
| 2014 | Angela D’Adam | Moss Vale |
| 2015 | Tabitha Will | Moss Vale |
| 2016 | Emily Selmes | Crookwell |
| 2017 | Emma Green | Robertson-Burrawang |
| 2018 | Emma Green | Robertson-Burrawang |
| 2019 | Kayla Webb | MBK |
| 2020 | n/a | |
| 2021 | n/a | |
| 2022 | Helga Fietz | Yerrinbool-Bargo |
AA Men 3rd Division/Highlands League
| Year | Player | Club |
| 2012 | Peter Jensen | Bowral United (Inaugural) |
| David Wane | Robertson-Burrawang | |
| 2013 | not played in 2013/2014 | |
| 2015 | Lindsay McDonald | Yerrinbool-Bargo |
| 2016 | Peter Jensen | Bowral |
| 2017 | John McGannon | Hill Top |
| Sean Tallon | Bundanoon | |
| 2018 | Phillip Tallon | Bundanoon |
| 2019 | Brad Fleming | Robertson-Burrawang |
| 2020 | n/a | |
| 2021 | n/a | |
| 2022 | Steven Barton | Yerrinbool-Bargo |
| Peter Watson | Bowral |
Youth Grade
| Year | Player | Club |
| 2013 | Hayden Wood | Yerrinbool-Bargo (Inaugural) |
| 2014 | Harrison Garner | Moss Vale |
| 2015 | Samuel Kent | Crookwell |
| 2016 | Angus Lowden | Chevalier |
| 2017 | Ethan De Leeuw | Bundanoon |
| Jacob Sullivan | Chevalier | |
| Jake Hoffmann | Wollondilly Soldiers | |
| 2018 | Lucas Carpenter | Hill Top |
| 2019 | Ben Friedrich | Mittagong |
| 2020 | n/a | |
| 2021 | n/a | |
| 2022 | Zac Connelly | Hill Top |
ALL AGE CUPS
Darryl Kill Memorial Trophy – All Age Men 1st Division/PL1
| 1979 | Picton (Inaugural) |
| 1980 | Mittagong |
| 1981 | Picton Rangers |
| 1982 | Highland Rovers |
| 1983 | All Stars |
| 1984 | All Stars |
| 1985 | Highland Rovers |
| 1986 | Mittagong |
| 1987 | Mittagong |
| 1988 | Highland Rovers |
| 1989 | Mittagong |
| 1990 | All Stars |
| 1991 | Moss Vale |
| 1992 | Moss Vale |
| 1993 | Moss Vale |
| 1994 | Bundanoon |
| 1995 | Yerrinbool – Bargo |
| 1996 | Yerrinbool – Bargo |
| 1997 | Moss Vale |
| 1998 | Yerrinbool – Bargo |
| 1999 | Yerrinbool – Bargo |
| 2000 | Yerrinbool – Bargo |
| 2001 | Yerrinbool – Bargo |
| 2002 | Yerrinbool – Bargo |
| 2003 | Yerrinbool – Bargo |
| 2004 | Highland Rovers |
| 2005 | Hill Top |
| 2006 | Yerrinbool – Bargo |
| 2007 | Exeter |
| 2008 | Yerrinbool – Bargo |
| 2009 | Yerrinbool – Bargo |
| 2010 | Yerrinbool – Bargo |
| 2011 | Yerrinbool – Bargo |
| 2012 | Yerrinbool – Bargo |
| 2013 | Yerrinbool – Bargo |
| 2014 | Moss Vale |
| 2015 | Yerrinbool-Bargo |
| 2016 | Marulan |
| 2017 | Moss Vale |
| 2018 | Yerrinbool-Bargo |
| 2019 | Yerrinbool-Bargo |
| 2020 | n/a |
| 2021 | Marulan |
| 2022 | Marulan |
| 2023 | Bowral |
Liberale Trophy – All Age Men 2nd Division/PL2
| 1983 | Bowral Wanderers (Inaugural) |
| 1984 | Mittagong |
| 1985 | Mittagong |
| 1986 | Highland Rovers |
| 1987 | Highland Rovers |
| 1988 | Highland Rovers |
| 1989 | Hill Top |
| 1990 | Hill Top |
| 1991 | Bundanoon |
| 1992 | Hill Top |
| 1993 | Moss Vale |
| 1994 | Yerrinbool – Bargo |
| 1995 | Moss Vale |
| 1996 | Mittagong |
| 1997 | Hill Top |
| 1998 | Bowral United |
| 1999 | Moss Vale |
| 2000 | Mittagong |
| 2001 | Hill Top |
| 2002 | Bundanoon |
| 2003 | Moss Vale |
| 2004 | Exeter |
| 2005 | Moss Vale |
| 2006 | Yerrinbool – Bargo |
| 2007 | Bowral United |
| 2008 | Robertson – Burrawang |
| 2009 | Bowral United |
| 2010 | Patris United |
| 2011 | Yerrinbool – Bargo |
| 2012 | Exeter |
| 2013 | Exeter B |
| 2014 | Mittagong B |
| 2015 | Mittagong |
| 2016 | Moss Vale |
| 2017 | Bowral |
| 2018 | Hill Top |
| 2019 | Yerrinbool-Bargo |
| 2020 | n/a |
| 2021 | Robertson – Burrawang |
| 2022 | n/a |
| 2023 | Hill Top |
George Auld Cup – All Age Men 3rd Division/Highlands League
| 2006 | Mittagong (Inaugural) |
| 2007 | Moss Vale |
| 2008 | Yerrinbool – Bargo |
| 2009 | Yerrinbool – Bargo |
| 2010 | Yerrinbool – Bargo |
| 2011 | Alpine |
| 2012 | Bowral United |
| 2013 | not played |
| 2014 | not played |
| 2015 | Yerrinbool-Bargo |
| 2016 | Bowral |
| 2017 | Bundanoon |
| 2018 | Bundanoon |
| 2019 | Robertson M |
| 2020 | n/a |
| 2021 | Hill Top |
| 2022 | Bowral Blue |
| 2023 | Bowral |
Noelene Munro Cup – All Age Women/PL1
| 2006 | Moss Vale (Inaugural) |
| 2007 | Bundanoon G |
| 2008 | Yerrinbool – Bargo |
| 2009 | Bundanoon G |
| 2010 | Hill Top |
| 2011 | Moss Vale |
| 2012 | Moss Vale R |
| 2013 | Robertson M |
| 2014 | Robertson M |
| 2015 | Moss Vale R |
| 2016 | Moss Vale |
| 2017 | Hill Top |
| 2018 | Robertson M |
| 2019 | Robertson M |
| 2020 | n/a |
| 2021 | Robertson-Burrawang M |
| 2022 | Robertson-Burrawang M |
| 2023 | Hill Top |
Chris Jacobs Cup – All Age Women Reserve Grade/PL2
| 2016 | Crookwell (Inaugural) |
| 2017 | Moss Vale R |
| 2018 | Robertson G |
| 2019 | Mittagong G |
| 2020 | n/a |
| 2021 | Moss Vale |
| 2022 | Bowral |
| 2023 | Bowral |
HSA Cup – Youth Grade
| 2013 | Yerrinbool-Bargo (Inaugural) |
| 2014 | Bundanoon Rebels |
| 2015 | Chevalier B |
| 2016 | Chevalier |
| 2017 | Chevalier |
| 2018 | Chevalier |
| 2019 | Chevalier |
| 2020 | Hill Top |
| 2021 | Moss Vale |
| 2022 | Hill Top |
| 2023 | Moss Vale |
HSA Pre-Season Cup
| 2016 | AAM – Hill Top (Inaugural) |
| AAW – Yerrinbool-Bargo (Inaugural) | |
| 2017 | Not played |
| 2018 | Not played |
| 2019 | AAM – Yerrinbool-Bargo |
| AAW – Moss Vale | |
| 2020 | AAM PL1 – Marulan |
| AAM PL2 – Yerrinbool-Bargo G | |
| AAW – Hill Top | |
| 2021 | Not played |
| 2022 | Not played |
| 2023 | Not played |
JUNIOR COMPETITION AND CUPS
Premiership – Under 16s 1st Division
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 1987 | Chevalier | ||
| 1988 | Robertson-Burrawang Rovers | Robertson-Burrawang Rovers | Hill Top |
| 1989 | |||
| 1990 | South Goulburn | ||
| 1991 | |||
| 1992 | |||
| 1993 | |||
| 1994 | |||
| 1995 | Moss Vale | ||
| 1996 | |||
| 1997 | Bowral United A | ||
| 1998 | |||
| 1999 | |||
| 2000 | Moss Vale | ||
| 2001 | Mittagong | ||
| 2002 | Soldiers | ||
| 2003 | Crookwell | ||
| 2004 | Crookwell | Moss Vale | |
| 2005 | Moss Vale | Moss Vale | |
| 2006 | Mittagong | ||
| 2007 | Chevalier M | Yerrinbool-Bargo | Chevalier M |
| 2008 | Robertson-Burrawang | Robertson-Burrawang | Crookwell |
| 2009 | Crookwell | Crookwell | Chevalier A |
| 2010 | Workers | Trinity | Bundanoon |
| 2011 | Alpine(HTSC/YBSC) | Alpine(HTSC/YBSC) | Trinity/Workers |
| 2012 | Yerrinbool-Bargo G | Yerrinbool-Bargo G | MBK |
| 2013 | not played from 2013 on |
Premiership – Under 16s 2nd Division
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 2005 | Soldiers | ||
| 2006 | Not played | Not played | Not played |
| 2007 | n/a | Chevalier B | Workers |
| 2008 | MBK | MBK | Bundanoon/Exeter |
| 2009 | n/a | Bundanoon | Robertson-Burrawang |
Premiership – Under 16 Girls
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 2008 | Moss Vale/Robertson-Burrawang | Moss Vale/Robertson-Burrawang | Bundanoon |
Highlands Soccer Association Cup – Under 16 Players
| 2010 | Robertson-Burrawang (Inaugural) |
| 2011 | Alpine |
| 2012 | Yerrinbool – Bargo G |
| 2013 | changed to HSA Cup – Youth Grade |
Premiership – Under 15s
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 2013 | Moss Vale | Bundanoon | MBK |
| 2014 | Bundanoon | Bundanoon | Hill Top |
| 2015 | Bundanoon | Hill Top | Bundanoon |
| 2016 | Mittagong | Mittagong | Yerrinbool G |
| 2017 | Bundanoon | Bundanoon | Moss Vale R |
| 2018 | St Pauls | Hill Top | St Pauls |
| 2019 | Hill Top | Yerrinbool-Bargo | Moss Vale |
| 2020 | Yerrinbool-Bargo B | Yerrinbool-Bargo B | Moss Vale |
| 2021 | Yerrinbool-Bargo | not played | not played |
| 2022 | Moss Vale | Robertson-Burrawang | Moss Vale |
Premiership – Under 15 Girls
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 2005 | Chevalier A | Highland Eagles | |
| 2006 | Bundanoon | Bundanoon | Chevalier A |
| 2007 | Chevalier A | Mittagong | Chevalier A |
Premiership – Under 14s 1st Division
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 1991 | Moss Vale | ||
| 1992 | |||
| 1993 | |||
| 1994 | Robertson-Burrawang | ||
| 1995 | Hill Top | ||
| 1996 | Empire | ||
| 1997 | |||
| 1998 | |||
| 1999 | |||
| 2000 | |||
| 2001 | |||
| 2002 | |||
| 2003 | |||
| 2004 | |||
| 2005 | Chevalier A | Chevalier A | |
| 2006 | Moss Vale | Moss Vale | Bundanoon |
| 2007 | Bowral United | Bowral United | Chevalier |
| 2008 | Chevalier B | Chevalier M | Chevalier B |
| 2009 | Chevalier U14 | Yerrinbool-Bargo | Chevalier U14 |
| 2010 | Bundanoon | Alpine (HTSC/YBSC) | Yerrinbool-Bargo |
| 2011 | Yerrinbool-Bargo G | Yerrinbool-Bargo G | Bowral United |
| 2012 | Moss Vale | Moss Vale | Yerrinbool-Bargo W |
| 2013 | not played from 2013 on |
Premiership – Under 14s 2nd Division
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 2008 | Bundanoon/Exeter | Bundanoon/Exeter | Mittagong |
Jan Plain Cup – Under 14 Players
(From 2013 for U14/15s)
(Jan Plain was involved in RBRSC from its commencement in 1982. This Cup is named after her in recognition of her service to football for both RBRSC and HSA.)
| 2009 | Chevalier College U14 (Inaugural) |
| 2010 | Alpine |
| 2011 | Yerrinbool – Bargo G |
| 2012 | Moss Vale |
| 2013 | (for U14/15s from now on) Moss Vale |
| 2014 | Hill Top |
| 2015 | Hill Top |
| 2016 | Mittagong |
| 2017 | Bundanoon |
| 2018 | Hill Top |
| 2019 | Moss Vale |
| 2020 | n/a |
| 2021 | Yerrinbool – Bargo |
| 2022 | Robertson – Burrawang |
| 2023 | Robertson – Burrawang |
Premiership – Under 13s
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 2004 | Hill Top | ||
| 2005 | Mittagong | ||
| 2006 | Moss Vale | Moss Vale | Bowral |
| 2007 | Bundanoon | Chevalier W | Bundanoon |
| 2013 | Bowral B | Hill Top | Bowral B |
| 2014 | Mittagong Y | Mittagong Y | Yerrinbool-Bargo G |
| 2015 | Yerrinbool-Bargo G | Div.1 – Yerrinbool-Bargo G | Moss Vale R |
| n/a | Div.2 – Robertson-Burrawang G | Hill Top | |
| 2016 | Robertson-Burrawang M | Div.1 – Moss Vale R | Robertson-Burrawang M |
| n/a | Div.2 – Mittagong | Bundanoon | |
| 2017 | Bundanoon | Bundanoon | Hill Top |
| 2018 | Div.1 – Exeter | Div.1 – Yerrinbool-Bargo | Exeter |
| Div.2 – Moss Vale | Div.2 – Moss Vale | Bowral W | |
| 2019 | Yerrinbool-Bargo | Yerrinbool-Bargo | Moss Vale |
| 2020 | Moss Vale R | Moss Vale R | Bowral R |
| 2021 | Bowral Legends | not played | not played |
| 2022 | Robertson-Burrawang M | Moss Vale W | Robertson-Burrawang M |
Premiership – Under 12s 1st Division
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 1978 | Brickwork Bombers | ||
| 1979 | Brickworks | ||
| 1980 | Brickworks | ||
| 1981 | Bowral United | ||
| 1982 | Bowral United | ||
| 1983 | Bowral United No. 1 | ||
| 1984 | |||
| 1985 | |||
| 1986 | |||
| 1987 | |||
| 1988 | Hill Top | ||
| 1989 | Mittagong United RSL | ||
| 1990 | |||
| 1991 | Mittagong United RSL | ||
| 1992 | Mittagong United B | ||
| 1993 | Mittagong United A | ||
| 1994 | Moss Vale | ||
| 1995 | Moss Vale | ||
| 1996 | Mittagong | ||
| 1997 | Mittagong | ||
| 1998 | Yerrinbool-Bargo | ||
| 1999 | Moss Vale A | ||
| 2000 | Mittagong A | ||
| 2001 | Moss Vale | ||
| 2002 | |||
| 2003 | Hill Top | Hill Top | |
| 2004 | Mittagong | Mittagong B | |
| 2005 | Moss Vale | Moss Vale B | |
| 2006 | Bowral B | Bowral B | Moss Vale B |
| 2007 | Moss Vale | Bowral B | Moss Vale |
| 2008 | Bundanoon | Bowral B | Moss Vale |
| 2009 | Bowral B | Bowral B | Yerrinbool-Bargo |
| 2010 | Bowral B | Bowral B | Moss Vale |
| 2011 | Bowral A | Bowral A | Robertson-Burrawang |
| 2012 | Bowral W | Bowral W | Bowral O |
| 2013 | not played from 2013-2018 | ||
| 2019 | Bowral O | Bowral O | Moss Vale |
| 2020 | n/a | ||
| 2021 | n/a | ||
| 2022 | n/a |
Premiership – Under 12s 2nd Division
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 2004 | Mittagong A | ||
| 2005 | Bowral B |
Antony Liberale Memorial Trophy – Under 12 Players
(From 2013 for U12/13s)
(In memory of Antony, son of Luciano Liberale, who died of a brain tumour in 1993, aged 13.)
| 1994 | Moss Vale A (Inaugural) |
| 1995 | Moss Vale |
| 1996 | Mittagong |
| 1997 | Bowral United |
| 1998 | Highlands United |
| 1999 | |
| 2000 | Moss Vale |
| 2001 | Moss Vale |
| 2002 | |
| 2003 | |
| 2004 | |
| 2005 | Not played |
| 2006 | Bowral United B |
| 2007 | Bowral United B |
| 2008 | Moss Vale |
| 2009 | Yerrinbool – Bargo |
| 2010 | Bowral United B |
| 2011 | Exeter |
| 2012 | Bowral United W |
| 2013 | (from 2013 the cup is for U12/13s) Hill Top |
| 2014 | Mittagong Y |
| 2015 | Yerrinbool G |
| 2016 | Moss Vale R |
| 2017 | Hill Top |
| 2018 | Yerrinbool Black |
| 2019 | Moss Vale R |
| 2020 | n/a |
| 2021 | Bowral Legends |
| 2022 | Moss Vale W |
| 2023 | Robertson-Burrawang |
Premiership – Under 11s 1st Division
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 1978 | Nepean Rovers Hurricane | ||
| 1979 | Nepean Rovers Hurricane | Blue Circle | |
| 1980 | Nepean Rovers Raiders | Nepean Rovers Raiders | |
| 1981 | Bowral United | Bowral United | |
| 1982 | Nepean Rovers | Nepean Rovers | |
| 1983 | Bowral United | Bowral United | |
| 1984 | Mittagong United | ||
| 1985 | Mittagong United | ||
| 1986 | Hill Top | Mittagong United | |
| 1987 | |||
| 1988 | |||
| 1989 | |||
| 1990 | |||
| 1991 | |||
| 1992 | |||
| 1993 | |||
| 1994 | |||
| 1995 | Mittagong B | ||
| 1996 | Mittagong B | Mittagong B | |
| 1997 | Highlands United | Highlands United | |
| 1998 | |||
| 1999 | Bowral B | Moss Vale | |
| 2000 | Moss Vale | Moss Vale | |
| 2001 | Mittagong A | ||
| 2002 | Moss Vale | ||
| 2003 | |||
| 2004 | Bundanoon | Bundanoon | |
| 2005 | Exeter | ||
| 2006 | Bowral B | Bowral B | Moss Vale |
| 2007 | Moss Vale | Moss Vale | Mittagong |
| 2008 | Bowral United B | Bowral United B | Bundanoon |
| 2009 | Moss Vale | Bowral United B | Moss Vale |
| 2010 | Bowral United A | Bowral United A | Robertson-Burrawang Rovers |
| 2011 | Bowral United B | Bowral United B | Bundanoon |
| 2012 | Robertson-Burrawang Rovers | Bowral United O | Bundanoon |
| 2013 | not played from 2013 on – SSF |
Premiership – Under 11s 2nd Division
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 2005 | Bundanoon |
Premiership – Under 11s 3rd Division
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 2005 | Moss Vale |
IMB Cup – Under 11 Players
| 1993 | Moss Vale |
| 1994 | Moss Vale |
Michael Sant Cup – Under 11 Players
(In memory of Michael Sant who played for Bundanoon Rebels and Highland Eagles. He was tragically killed in an accident in 2005, aged 16.)
| 2006 | Moss Vale (Inaugural) |
| 2007 | Moss Vale |
| 2008 | Yerrinbool-Bargo W |
| 2009 | Moss Vale |
| 2010 | Bowral United A |
| 2011 | Bowral United B |
| 2012 | Bowral United B |
| 2013 | Moss Vale |
| 2014 | Mittagong |
| 2015 | Bowral |
| 2016 | Bowral Opals |
| 2017 | Bundanoon |
| 2018 | Bowral Bandicoots |
| 2019 | Oxley College |
| 2020 | n/a |
| 2021 | Bowral Rangers |
| 2022 | |
| 2023 | Bowral Bandicoots |
Premiership – Under 10s 1st Division
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 1979 | Nepean Rovers Raiders | Nepean Rovers Raiders | |
| 1980 | Nepean Rovers Hornets | Nepean Rovers Hornets | |
| 1981 | Nepean Rovers | Nepean Rovers | |
| 1982 | Bowral United Bombers | Bowral United Bombers | |
| 1983 | Bowral United No.2 | Bowral United Devils | |
| 1984 | Mittagong United | ||
| 1985 | Mittagong United | ||
| 1986 | Robertson-Burrawang Rovers | Robertson-Burrawang Rovers | |
| 1987 | Bowral United | Mittagong United RSL | |
| 1988 | Bowral United | Bowral United A | |
| 1989 | Robertson-Burrawang Rovers | Robertson-Burrawang Rovers | |
| 1990 | Bowral United | Bowral United | |
| 1991 | Moss Vale | Mittagong United | |
| 1992 | Mittagong United | Mittagong United | |
| 1993 | Moss Vale | Mittagong United | |
| 1994 | Moss Vale B | Moss Vale B | |
| 1995 | Bowral United B | Bowral United B | |
| 1996 | Bowral United C | Moss Vale | |
| 1997 | Yerrinbool-Bargo | Yerrinbool-Bargo | |
| 1998 | Bowral A | Moss Vale | |
| 1999 | Bowral A | Yerrinbool-Bargo | |
| 2000 | |||
| 2001 | Bowral | ||
| 2002 | |||
| 2003 | |||
| 2004 | Moss Vale C | ||
| 2005 | Moss Vale B | Moss Vale B | |
| 2006 | Mittagong A | Bundanoon | Mittagong A |
| 2007 | Bowral United B | Yerrinbool-Bargo W | Bowral United B |
| 2008 | Mittagong A | Yerrinbool-Bargo | Mittagong A |
| 2009 | n/a – SSF introduced | n/a | n/a |
| 2010 | Bundanoon | n/a | n/a |
| 2011 | Gib Gate | n/a | n/a |
| 2012 | Bowral United O | n/a | n/a |
| 2013 | not played from 2013 on – SSF |
Premiership – Under 10s 2nd Division
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 1996 | Bowral B | ||
| 1997 | Mittagong B | ||
| 1998 | |||
| 1999 | |||
| 2000 | |||
| 2001 | |||
| 2002 | |||
| 2003 | n/a | Robertson/Burrawang | |
| 2004 | Bowral D | ||
| 2005 | Yerrinbool | ||
| 2006 | n/a | n/a | n/a |
| 2007 | n/a | n/a | n/a |
| 2008 | Bowral United C | Exeter | Bowral United C |
| 2009 | n/a – SSF introduced | n/a | n/a |
Beryl Fitzgerald Memorial Cup – Under 10 Players
(Beryl Fitzgerald was one of the founders of RBRSC in 1982. The U10s IMB Cup was renamed the Beryl Fitzgerald Cup after her sudden death in 1987 to honour her service and dedication to the club and sport.)
| 2001 | Moss Vale |
| 2002 | |
| 2003 | |
| 2004 | Bundanoon |
| 2005 | Not played |
| 2006 | Not played – washed out |
| 2007 | Yerrinbool-Bargo G |
| 2008 | Bowral United C |
| 2009 | Mittagong |
| 2010 | Moss Vale |
| 2011 | Gib Gate |
| 2012 | Bowral United O |
| 2013 | Bowral United O |
| 2014 | Bowral United O |
| 2015 | Exeter |
| 2016 | Robertson M |
| 2017 | Bowral B |
| 2018 | Moss Vale W |
| 2019 | Exeter B |
| 2020 | n/a |
| 2021 | Oxley College |
| 2022 | |
| 2023 |
Premiership – Under 9s
| Year | Minor Premiers | Grand Final Winner | Runner Up |
| 1979 | |||
| 1980 | |||
| 1981 | |||
| 1982 | |||
| 1983 | |||
| 1984 | |||
| 1985 | |||
| 1986 | |||
| 1987 | |||
| 1988 | |||
| 1989 | |||
| 1990 | |||
| 1991 | |||
| 1992 | |||
| 1993 | |||
| 1994 | |||
| 1995 | |||
| 1996 | |||
| 1997 | Bowral A | ||
| 1998 | Moss Vale B | ||
| 1999 | |||
| 2000 | Mittagong | n/a | |
| 2001 | Moss Vale B | n/a | |
| 2002 | Bundanoon | n/a | |
| 2003 | n/a | ||
| 2004 | Moss Vale B | n/a | |
| 2005 | Exeter | n/a | |
| 2006 | Moss Vale/Yerrinbool-Bargo A (joint MP) | n/a | n/a |
| 2007 | Mittagong | n/a | n/a |
| 2008 | Bowral United A | n/a | n/a |
Note: Small sided games introduced in 2009