| 1961 | Julie Dodge | 1993 | Jordi St. John |
| 1962 | Lynn Parker | 1994 | Tim Sheffield |
| 1963 | Claire Van Winkle | 1995 | Will Canning, Tim Sheffield |
| 1965 | Jay Smith | 1996 | Cyrus Philbrick |
| 1966 | David Frisbie | 1997 | Kate Canning |
| 1968 | Virginia Boyce | 1998 | Jeremy Collins |
| 1969 | Rick Ash | 1999-00 | Jessica Wood |
| 1970 | Leah Smith | 2001 | Schuyler Horn |
| 1971 | Mark Turcotte | 2002 | Shannon Collins |
| 1972 | Polly Attwood | 2003 | Kevin Riley, Jr. |
| 1973 | Susan Cheney | 2004 | Tucker Walsh |
| 1974 | Sarah L. Clark | 2005 | Emaline Pryor |
| 1975 | Jane W. Lassen | 2006 | Caitlyn Wilson |
| 1976 | James H. Allyn II | 2007 | Cassidy Fazio |
| 1977 | Nancy Conley | 2008 | Cody Williams |
| 1979 | Adrienne O’Donnell | 2009 | John Secor |
| 1980 | Billy Halsey | 2010 | Zoe Parry |
| 1981-82 | Adrienne O’Donnell | 2011 | Emily Clark, Zoe Parry |
| 1983 | David Wilson | 2012 | Max Plummer |
| 1984 | Karen Schock | 2013 | Georgia Seehaus |
| 1985 | Laura Taber | 2014 | Not awarded |
| 1986 | Nathaniel Roundy | 2015 | Marcus Gram |
| 1987 | Bob Schock | 2016 | Sam Walz |
| 1990 | Tim Sheffield | 2017 – 2018 | Eileen Ackley |
| 1991 | Emily Carey | 2019 | Austin Halsey |
| 1992 | Katie Andrais |
