| YEAR | CATHY BOOTH Memorial Award | MICKY BLANFORD Excellence in Competition | KINGS OCS LAD Memorial Trail Horse | CVR Rhubal Khali Rookie Horse and Rookie Rider Team | |
|---|---|---|---|---|---|
| 2023-2024 | Elaine Lemeiux | Linda Kropp | Here Comes The Boom (Yvette Vinton) | NA | |
| 2022-2023 | Lindsay Campbell | Yvonne Kudar | Spotless Summer Magic | NA | |
| 2021-2022 | Denise Secino | Kym Rouse Holzwart | Shakoal (Deborah Walker) | Marion Lariscy and Doc Holiday | |
| 2020-2021 | Doug Shearer | Mya Dossat | PW September Hero (Patsy Gowan) | ||
| 2019-2020 | Kim Williams | Stephanie Sutch | Zahen CorALeo Sinsonte (Campbell) | ||
| 2018-2019 | N/A | N/A | Ebony’s Easter Lilly (Peril) | ||
| 2017-2018 | N/A | N/A | Farley (Littlefield) | ||
| 2016-2017 | Leah Greenleaf | Maria Florkiewicz | Coup (King) | ||
| 2015-2016 | Linda Kropp | Yvette Vinton | Tesse (Vinton) | ||
| 2014-2015 | Darlene Krell | Roxanne Ciccone | DA Al Capone (Van Deusen) | ||
| 2013-2014 | Mary Nord | Chris Littlefield | Farley (Littlefield) | ||
| 2012-2013 | Frenchify (Caron) | ||||
| 2011-2012 | Butch Duval | Lindsay Cambell | Boomer (Parsons Holt) | ||
| 2010-2011 | Jewell Griffin | Maris Ramsay | SA Csea Mistral +// (Ramsay) | ||
| 2009-2010 | |||||
| 2008-2009 | Ruthann Pivirotto McMahon | Ruthann Pivirotto McMahon | AV Temptress (Thomas/Roberts) | ||
| 2007-2008 | Cindy Bell | Laurie Allard | The Living Proof (Griffin) | ||
| 2006-2007 | Roxanne Ciccone | Nancy Douglass | Slickk Willy (O'Donnell) | ||
| 2005-2006 | John Shaw | Ruthann Pivirotto McMahon | Hadar's Cat Balou (Moore) | ||
| 2004-2005 | Maris Ramsay | Donna Shoaf | Smoke Rise Finally (Rojek) | ||
| 2003-2004 | Steve Rojek | Becky Siler | Auburn Flame (McMahon) | ||
| 2002-2003 | Deena Meyers | Debbie Price | Auburn Flame (McMahon) | ||
| 2001-2002 | Jodie Moore | Donna Horton | Moyle Miles (Siler-Pearman) | ||
| 2000-2001 | Deena Meyers | Ruthann Pivirotto McMahon | Felix of Graystones (Oakes) | ||
| 1999-2000 | Carol Thompson | Donna Shoaf | Felix of Graystones (Oakes) | ||
| 1998-1999 | n/a | ||||
| 1997-1998 | Carol Clark | n/a | Captive (Bostrom) | ||
| 1996-1997 | Betsy Ayars | n/a | Samia Emir (Maillard) |