The Crescent Creamery Company donated the Crescent Creamery Trophy to the Winnipeg Music Festival in 1926. The Crescent Creamery Trophy was originally awarded to the winner of the Tudor Bowl competition. This trophy became known over the years as the Tudor Bowl and is awarded for the most outstanding performance in a competition of Grade B vocalists.
| Year | Winner | Year | Winner | Year | Winner |
| 1926
|
John M. Fowlis
|
1955
|
Carolyn Malinoski
|
1984
|
Mary Jane Hiebert
|
| 1927
|
Ellen Chapman
|
1956
|
Henriette Platford
|
1985
|
Peggy Alto
|
| 1928
|
Pearl Conley
|
1957
|
Noella Poulain
|
1986
|
Katherine Krueger
|
| 1929
|
Gertrude Mollard
|
1958
|
Lois Funk
|
1987
|
Maria Loscerbo
|
| 1930
|
Nora Hawkins
|
1959
|
Leslie Bodger
|
1988
|
Mark W. Bartel
|
| 1931
|
Alethea Hallman
|
1960
|
Margaret T. Pauls
|
1989
|
Karis Wiebe
|
| 1932
|
Vernon Leatherdale
|
1961
|
Bill Thiessen
|
1990
|
Laurel Fast
|
| 1933
|
Jean Holbeche
|
1962
|
Linda Louise Kerr
|
1991
|
Kirsten Brough
|
| 1934
|
Bette Rollins
|
1963
|
Arthur R. Janzen
|
1992
|
Karla Weir
|
| 1935
|
Sophie O. Jones
|
1964
|
Carol Robson
|
1993
|
Marni Enns
|
| 1936
|
Anna Fraser
|
1965
|
Mary Nowell
|
1994
|
Sandra Fach
|
| 1937
|
Ruth Ebert
|
1966
|
Melita Jean Weiss
|
1995
|
Jeff Sawatzky
|
| 1938
|
Donald Watson
|
1967
|
Frances Richards
|
1996
|
Cynthia Ens
|
| 1939
|
Betty Bradshaw
|
1968
|
Barbara Dumas
|
1997
|
Michael Martens
|
| 1940
|
Irene Bilous
|
1969
|
Sandra Head
|
1998
|
Ben Schnitzer
|
| 1941
|
Marion Ellwood
|
1970
|
Margaret Belyea
|
1999
|
Tyrsa Gawrachynsky
|
| 1942
|
J. W. Beaton
|
1971
|
Olivia Belyea
|
2000
|
Paula McLeod
|
| 1943
|
Jeane Peiluck
|
1972
|
Lynne Moncrief
|
2001
|
Nancy Dewar
|
| 1944
|
Mary Morrison
|
1973
|
Candace Cohen
|
2002
|
Andriana Chuchman
|
| 1945
|
Joan Hall
|
1974
|
Irene C. Welhasch
|
2003
|
Ashley Queen
|
| 1946
|
Kenneth Winters
|
1975
|
Peter O. Barnes
|
2004
|
Catherine Daniel
|
| 1947
|
Sheila Doreen Rittberg
|
1976
|
Barbara Pearce
|
2005
|
Rebecca Woodmass
|
| 1948
|
Margaret Smart
|
1977
|
Lorraine Stromme
|
2006 | Jessica Strong |
| 1949
|
Beverley McKillop
|
1978
|
Martha J. Graham
|
2007 | Macy Schroeder |
| 1950
|
Ruth Weizel
|
1979
|
Andrew S. Thomson
|
2008 | Aran Matsuda |
| 1951
|
Peggy Anne Truscott
|
1980
|
Angelique Leydier
|
2009 | Jan Nato |
| 1952
|
Phyllis A. Cooke
|
1981
|
Donnalynn Grills
|
2010 | Kathryn Patrick |
| 1953
|
Victor Martens
|
1982
|
Gina Hovorka
|
2011 | Jessica Kos-Whicher |
| 1954
|
Viola Horch
|
1983
|
Joanne Dyck
|