Commodore Hough Trophy
In 1964, the family of Harold R. Hough, who served as commodore in 1939 and 1940, donated this silver pitcher as a perpetual trophy for the M-20 Class, to be awarded annually to the winner of the length-of-the-lake race and return. The trophy was rededicated in 2007 for use by the Melges 24 Class to be awarded to the winner of a championship series race.
- 1964 Tom Bartels
- 1965 George H. Kiefer Jr.
- 1966 A. W. Craven
- 1967 A. W. Craven
- 1968 George H. Kiefer Jr.
- 1969 A. W. Craven
- 1970 George H. Kiefer Jr.
- 1971 George H. Kiefer Jr.
- 1972 George H. Kiefer Jr.
- 1973 John and Brian Porter
- 1974 John and Brian Porter
- 1975 George H. Kiefer Jr.
- 1976 George H. Kiefer Jr.
- 1977 John Perrigo / C. Gary
- 1978 John Perrigo / C. Gary / L. Schultz
- 1979 Bill Freytag III
- 1980 George H. Kiefer Jr.
- 1981 Garry Winter
- 1982 Ron Schloemer
- 1983 Ron Schloemer
- 1984 Ron Schloemer
- 1985 Androv Carlson
- 1986 Martin Ford
- 1987 Walter Karkow
- 1988 No race
- 1989 Ron Schloemer
- 1990 No race
- 1991 Ron Schloemer
- 1992 Walter Karkow
- 1993 Ron Schloemer
- 1994 David Eartly
- 1995 Walter Karkow
- 1996 Karl Heitman
- 1997 Dick Reynolds
- 1998 Dick Reynolds
- 2007 Frank Davenport
- 2008 Ryan Fitzgerald
- 2009 Roger Lyon / Peter Wall
- 2010 Michael Keefe
- 2011 Michael Keefe
- 2012 Michael Keefe
- 2013 R. J. Porter
- 2014 R. J. Porter
- 2015 David Weinberg
- 2016 R.J. Porter
- 2017 R.J. Porter
- 2018 Nathan Freytag
- 2019 Danny Crist
- 2020 No Race
- 2021 Steve Boho
- 2022 Charles R. Lamphere
- 2023 No Race