| 2025 | Not awarded | |
| 2024 | Jenny Pearce | Taihape |
| 2023 | ||
| 2022 | Anna & Janet Smithson | Otago |
| 2021 | Not Awarded | |
| 2020 | Suzanne Inglis | Nelson |
| 2019 | Anne MacDonald | Otago |
| 2018 | Debra Cowen | Waikato |
| 2017 | Emma Turnbull | Waikato |
| 2016 | Wendi Williamson | Waitemata |
| 2015 | Alicia Collin | Waitemata |
| 2014 | ||
| 2013 | Sharon Field | Southern Hawkes Bay |
| 2012 | Kieryn Walton | Waikato |
| 2011 | Rachel Thomas | Nelson |
| 2010 | ||
| 2009 | Imogen Cahill | Auckland |
| 2008 | Jenny Scotter | Canterbury |
For an Outstanding Contribution to Dressage NZ
| 2025 | Sue Hobson |
| 2024 | Helen Hughes-Keen |
| 2023 | Jane Robertson |
| 2022 | Jan Bird |
| 2021 | Julie & David Brougham |
| 2020 | Bernice Frost |
| 2019 | Chris Paston |
| 2018 | Sara Bright |
| 2017 | Judith Mathews |
| 2016 | Karen Trotter |
| 2015 | Anamour Syndicate |
| 2014 | Christine Hartstone |
| 2013 | Jeanette Trevelyan |
| 2012 | Marcia Bayley |
| 2011 | Shirley Watts |
| 2010 | Denis Reichenbach |
| 2009 | Barbara Hopkinson |
| 2008 | Helen Ransom |
| 2007 | |
| 2006 | Ted Gilbert |
| 2005 | Ann Warren |
| 2004 | Andrea Raves |
| 2003 | Patricia Dalrymple |
| 2002 | Pamela Gould |
| 2001 | Jill Gould |
| 2000 | Judith Simpson |
| 1999 | Tiny White |
| 1998 | Shirley Hyland |
| 2025 |
Angela Lloyd & Northern Hawkes Bay Committee |
| 2024 |
|
| 2023 |
Auckland-Manukau Dressage Group for Development Camp Dressage Northern Hawkes Bay for Cyclone Gabrielle work Dressage Waikato for assistance to run the CDI at short notice when HOY cancelled. |
| 2022 | Youth Council Steering Committee |
| 2021 | Debra Cowen, Lisa Marcroft & Kara Lockhart |
| 2019 | Jane Robertson |
| 2018 | Central Otago |
| 2017 | Waikato |
| 2020 | Waikato |
| 2019 | South Canterbury/North Otago |
| 2018 | Bates NCH |
| 2017 | Southland for SICH |
| 2016 | Wairarapa for NICH |
| 2015 | |
| 2014 | Bates NCH |
| 2013 | Southland |
| 2012 | Auckland |
| 2011 | Canterybury for SICH |
| 2010 | Waitemata |
| 2009 | Taihape |
| 2008 | Waitemata |
First Year PSG
| 2025 | Tracey Cooper | Revelwood Showtime |
| 2024 | Samantha Belsham | Dolcetto II |
| 2023 | Baldeep Dhillion | GF Yella Fan E’SAN Leren |
| 2022 | Jackie Thomas | Sartorial Hit SW |
| 2021 | Nicki Sunley | Laila Dawn |
| 2020 | Millie Thompson | Isle of Mystique |
| 2019 | Philippa McLeod | Astek Ginsling |
| 2018 | Jennifer Sim | Stoneylea Lancelot |
| 2017 | Fiona Sharp | Leo Dreams Of Gold |
| 2016 | Louisa Ayres | Playmate |
| 2015 | Renee Etherington | Avani |
| 2014 | Catherine West | Anarocz |
| 2013 | Nicola French | Don Freese |
| 2012 | Chelsea Callaghan | Royal Aspen |
| 2011 | Kate Welton | Amajah |
| 2010 | Jody Hartstone | Marceau |
| 2009 | Sharon Hatton | Warrego Sophie |
| 2008 | Vanessa Way | KH Arvan |
| 2007 | Debbie Bark | Mzunga |
| 2006 | Angela Ferguson | Monique III |
| 2005 | Tracey Johnson | Royal Aspen |
| 2004 | Joanna York | Kiteroa Kingston |
| 2003 | Laurel Cross | Damask |
| 2002 | Margs Carline | Kiteroa Kingston |
| 2001 | Jody Hartstone | Belmont Golden Boy |
| 2000 | Sharon Hatton | Bitte Schon |
| 2024/2025 | Belinda Greenfield | L”homme du jour |
| 2023/2024 | Chloe Cann | Alpha Tauri |
| 2022/2023 | Belinda Greenfield | L’homme du jour |
| 2021/2022 | Jocasta Bly | Logans Run II |
| 2020/2021 | Ella Cooper-Levin | Dapper |
| 2019/2020 | Trista Bailey | GB Nightingale |
| 2018/2019 | Hannah Gibson | Janova |
| 2017/2018 | Ann Webster | Rustic Challenge |
| 2016/2017 | Amanda Waddell | Chocolate Noir |
| 2015/2016 | Maryanne Jefferies | Rosemont Magic Man |
| 2014/2015 | Wendy Jeffery | Rokowai |
| AR Dressage Judge | AR Dressage Official | Big Barrel Volunteer | ||
| 2025 | Betty Brown | Stuart Bishell | Kate Honour | |
| 2024 | Judith Cunningham | Rachel McCallum | Juliet Iremonger | |
| 2023 | Barbara Chalmers | Jos Gresham | Jackie Thomas | |
| 2022 | Leonie Coker | Helen Christie | ||
| 2021 | ||||
| 2020 | Peter Jenkins | |||
| 2019 | Heather Hilder | |||
| 2018 | Nicky Hallen | Michelle Paterson | ||
| 2017 | Stuart Bishell | Bob Smith | ||
| 2016 | Tracey Johnson | Jos Gresham | ||
| 2015 | Judith Cunningham | |||
| 2014 | Jan Bird | |||
| 2013 | Mary Craine | Judith Newton | ||
| 2012 | Ian Childs | Tracey Beleski | ||
| 2011 | Helen Hughes-Keen | Christine Callaghan | ||
| 2010 | Judy Greenslade | |||
| 2009 | Julia Fraser | Kaye Emeny | ||
| 2025 | Sara White | Sundown |
| 2024 | Rebecca Lawrence | Don Darciano RS |
| 2023 | Cherie Pearson | Dulcet |
| 2022 | Sandy Houston | Southwell Razzmataz |
| 2021 | Catherine Smith | Quendrix |
| 2020 | Brigid Gray | The Keeper |
| 2019 | Lucy Russell | Donneroyale |
| 2018 | Lorraine Ward-Smith | Fernlea Diamond Day |
| 2017 | Rebecca Rowlands | Solo |
| 2016 | Chelsea Cunningham | Plutonium Lady |
| 2015 | Chelsea Cunningham | Plutonium Lady |
| 2014 | Julie Flintoff | Belladonna MH |
| 2013 | Laura Mead | Don Philippo |
| 2012 | Rosanne Rix | Lindisfarne Laureate |
| 2011 | Melanie Washer | Chrialka Isa |
| 2010 | Heilke De Graf | All White |
| 2009 | Vanessa Fechney | JK Lucazen |
| 2008 | Anne Cochrane | Counsellor |
| 2007 | Kim Voss | Auf Weidershen |
| 2006 | Heilke De Graf | Chinese Whispers |
| 2005 | Kristen Anderson | Calando |
| 2004 | Nicola Whalley | Flash All Over |
| 2003 | Coralie Bryant | My Monty |
| 2002 | Julie Hutchings | Aspyring |
| 2001 | Kieryn Walton | Du A Tarlee |
| 2000 | Angela Hales | Darius |
| 1999 | Lindsay Attwood | Mt Molly |
| 1998 | Christine Watson | Forte |
| 1997 | Megan Busch | Geneva |