- 1987 : Idle Dice
- 1990 : San Lucas
- 1992 : Snowman
- 1995 : Trail Guide
- 1996 : Heatherbloom — Jet Run
- 1997 : Sun Beau
- 1999 : Democrat — Sinjon
- 2000 : Touch of Class
- 2001 : Untouchable
- 2002 : Calypso — Gem Twist
- 2003 : Main Spring
- 2004 : Snowbound
- 2005 : For the Moment
- 2009 : Abdullah — Miss Budweiser — Riviera Wonder
- 2010 : Good Twist
- 2012 : Starman - Nautical
- 2014 : I Love You
- 2016 : The Natural
- 2017 : Authentic (show jumping horse)[1]
- 2017 : Sympatico (horse)[2]
- 2018 : Bold Minstrel
- 2020 : Sapphire
| - 1987 : William Steinkraus — Bertatan de Nemethy
- 1988 : Patrick Butler — August A. Busch, Jr.
- 1989 : Jimmy Williams — Frances Rowe — David T. Kelley — Ben O'Meara
- 1990 : Harry D. Chamberlin — Kathy Kusner — Arthur McCashin
- 1991 : Adolph Mogavero — Pat Dixon — Morton W. “Cappy” Smith — Whitney Stone
- 1992 : Barbara Worth Oakford — Eleonora R. Sears — Mary Mairs Chapot
- 1993 : Dr. Robert C. Rost — Joe Green
- 1994 : Gordon Wright — Frank Chapot
- 1995 : Michael G Walsh
- 1996 : Richard “Dick” Donnelly — Pamela Carruthers
- 1997 : Bobby Egan — Edward “Ned” King
- 1998 : Fred “Freddy” Wettach, Jr. — Melanie Smith Taylor — Johnny Bell
- 1999 : Frankin F. “Fuddy” Wing, Jr. — Rodney Jenkins
- 2000 : George H. Morris — Carol Durand
- 2001 : Eugene R. Mische — Lt. Colonel John W. Russell — Robert J. Burke
- 2002 : Honey Craven — Harry R. Gill
- 2003 : J. Russell Stewart, Sr.
- 2005 : Michael Matz
- 2006 : Conrad Homfeld
- 2007 : Joe Fargis — Karen Golding — Marcia “Mousie” Williams
- 2009 : Dr. John Steele - Neal Shapiro
- 2010 : John D. Ammerman - Leonard A. King, Jr.
- 2011 : Jane Clark - Gabor Foltenyi - Hap Hansen - Larry Langer
- 2012 : Jerry Baker - Charles "Sonny" Brooks
- 2013 : Daniel Marks - Seamus Brady - Steve Stephens
- 2014 : Fitz Dixon - Guy Henry
- 2015 : Katie Monahan Prudent — Susan Hutchison — Elizabeth Busch Burke
- 2016 : Walter Devereux III — Frances Steinwedell — Anne Kursinski
- 2017 : Hunter Harrison[3] — Norman Dello Joio (equestrian)[4]
- 2018 : Peter Doubleday — Robert Ridland - Colonel John W. "Gyp" Wofford
- 2019 : Leslie Burr Howard - David Distler
- 2020 : Margie Engle
- 2021 : Beezie Madden - Mason Phelps, Jr.
|