The Robinson, Little & Company Limited Trophy was donated to the Winnipeg Music Festival in 1978 by Robinson, Little & Company Limited. Originally awarded for the most outstanding performance in Junior Instrumental classes for harp, classical guitar, recorder, woodwind and brass instruments, the trophy is currently awarded to the most outstanding Level 7-8 Woodwinds/Brass performer.
| Year | Winner | Year | Winner |
| 1978
|
Naomi
Guilbert
|
1995
|
Kathleen
Saurette
|
| 1979
|
Charlene
L. Linton
|
1996
|
Theofili
Petroulakis
|
| 1980
|
Joel
Weedon
|
1997
|
Gary
Barbon
|
| 1981
|
Joanne
Stevens
|
1998
|
Ruth
Reimer
|
| 1982
|
Carol
Reimer
|
1999
|
Aleisha
Dyer
|
| 1983
|
Leslie
McInnes
|
2000
|
Catherine
Bates
|
| 1984
|
Mark
Pelechaty & Gary Wells (tie)
|
2001
|
Katie
Mordarski
|
| 1985
|
Bettina
Schaible
|
2002
|
Mikael
Chan
|
| 1986
|
Shelley
Carlson
|
2003
|
Mallory
Light
|
| 1987
|
Jennifer
Lynn Seaton
|
2004
|
Christine
Gouriluk
|
| 1988
|
Eric
La France
|
2005
|
Elizabeth
LaRue
|
| 1989
|
Jennifer
Lynn Cummings
|
2006 | Ji Ho (Edward) Kim |
| 1990
|
Dean
Pollard
|
2007 | Eun-Ji Lee |
| 1991
|
Ian
Scatliff
|
2008 | Tara C. Munikar |
| 1992
|
Michael
Hughes
|
2009 | Jaena Kim |
| 1993
|
Andrea
Buller
|
2010 | Kaitlyn Rempel |
| 1994
|
Fjola
Sprague
|
2011 | Tommy Ingram |