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| Year | Name | Club | CST |
| 1924-1925 | Charles Bruninghaus * | Worcester Host | |
| 1939-1940 | Warren Hanscomb * | Worcester Host | |
| 1943-1944 | George Finnegan * | Webster | |
| 1948-1949 | William Koziowski * | Webster | |
| 1949-1950 | Leo Dudois * | Ware | CST Emile St Onge |
| 1950-1951 | Lynn Lepley * | East Brookfield | CST Stanly Kelly |
| 1951-1952 | Dr. Ray Fessenden * | Athol | |
| 1952-1953 | Wendell Ring * | Leicester | CST Holger F. Johnson |
| 1953-1954 | Frank Johnson * | Worcester Host | CST Harris Smith |
| 1954-1955 | Thomas Fleming * | Worcester Host | |
| 1955-1956 | George Fulton * | Ware | CST Emile St Onge |
| 1956-1957 | Morris Gould, * | Clinton | CST Gilbert Shutts |
| 1957-1958 | Robert Lebaire * | Auburn | CST Joseph Hayes |
| 1958-1959 | Steven Wadach | Warren | CST John Orsulak |
| 1959-1960 | Louis Lusignan * | Leicester | CST Donald Doe |
| 1960-1961 | Edward Salloom | Webster Square | CST James J. Foley |
| 1961-1962 | Richard Primavera * | Ware | CST Emile St Onge |
| 1962-1963 | Henry Racicot * | Southbridge | CST Bernard Devine |
| 1963-1964 | Gilbert Shutts * | Clinton | CST Enoch L. Jones |
| 1964-1965 | Simeon Fouracre | Northborough | CST Joseph P. Belisle |
| 1965-1966 | Vincent Caporale * | Monson | CST R. Williams & CST Albert Ouimet |
| 1966-1967 | Kenneth Hedstrom * | Fitchburg | CST Carl Thrasher |
| 1967-1968 | Boleslaw Zendzian * | Webster Square | CST Charles Lacerda |
| 1968-1969 | William Cunning * | Westborough | CST Alden Lumbard |
| 1969-1970 | Orren Senecal * | Tatnuck Square | CST Edward A. Rawling |
| 1970-1971 | Daniel Brosnan * | Palmer | |
| 1971-1972 | Robert Briere | Sturbridge | CST Tom Ciesla |
| 1972-1973 | Paul Brouillette | Palmer | |
| 1973-1974 | Joseph Camarda* | Leicester | CST Guy Shute |
| 1974-1975 | Joseph Protano * | Worcester Host | |
| 1975-1976 | William Portor * | Westborough | |
| 1976-1977 | Santo Peruffo * | Gardner | CST Dennis Brennan |
| 1977-1978 | Henry Maher * | Athol | |
| 1978-1979 | Roland Richer | Palmer | PDG Paul Brouillette |
| 1979-1980 | Floyd Ryder * | Templeton | CST Jan Modzeleski |
| 1980-1981 | Jan Modzeleski | Athol | PDG Floyd Ryder |
| 1981-1982 | E. Russell Grady | Clinton | CST Thomas Haemer |
| 1982-1983 | Thomas Haemer | Clinton | CST David Wheeler |
| 1983-1984 | Glenn Croteau | Sturbridge | CST Robert Meunier |
| 1984-1985 | Robert Zoppo | Rutland | CST Jack Fisher * |
| 1985-1986 | David Nowers | Templeton | CST Nicholas Sabatello |
| 1986-1987 | Donald Peters | Webster | CST Denis N. Legare |
| 1987-1988 | Frank Roberts* | Barre | CST Albert Clark |
| 1988-1989 | Robert Meunier | Sturbridge | CST Nicholas Sabatello |
| 1989-1990 | Jesse Dowd | Grafton | CST Dennis Perron |
| 1990-1991 | Frederick Vulter | Millbury | CST Dennis Leonard |
| 1991-1992 | Nicholas Sabatello | Athol | CST Bruce Fowler Jr |
| 1992-1993 | Terance Grant | Sturbridge | CST Walter Makar |
| 1993-1994 | Dennis Perron | Grafton | CST Robert Bernier |
| 1994-1995 | Walter Makar | Berlin | CST Robert Bernier |
| 1995-1996 | Bruce Fowler, Jr. | Athol | CST Henry "Little Joe" Lambert, Sr. |
| 1996-1997 | Sharon Brooks | Leicester | CST Jeannette McIntosh |
| 1997-1998 | Malcolm Kleinknecht | Worcester Host | CST Jan-Willem Neurdenburg * |
| 1998-1999 | Henry "Little Joe" Lambert, Sr. | Ashburnham | CST Kevin A. Lashua |
| 1999-2000 | Richard J. Ferrucci | Mendon | CST MaryAnn Makar |
| 2000-2001 | MaryAnn Makar | Berlin | CST Hélène J. Doucette |
| 2001-2002 | Kevin A.Lashua | Ashburnham | CST David B. Clement |
| 2002-2003 | Stanley "Lee" Zagorski | Leicester | CST Philip Robo |
| 2003-2004 | Jackie Millette | Dudley | CST Lionel Carbonneau |
| 2004-2005 | Hélène J. Doucette | Charlton | CST Diane F. Meunier |
| 2005-2006 | David B. Clement | Fitchburg/Lunenburg | CST Richard A. Braks |
| 2006-2007 | Denis N. Legare | Petersham | CST Karen L. Lachance |
* Deceased
Past District 33-A Governors Recognition Awards
| Year | Honored by | Past District Governor |
| 1991-1992 | DG Nick Sabatello | PDG Frank Johnson* |
| 1992-1993 | DG Terrance Grant | PDG Joseph Protano* |
| 1993-1994 | DG Dennis Perron | PDG Jesse Dowd |
| 1994-1995 | DG Walter Makar | PID/PDG Joseph J. Camarda* |
| 1995-1996 | DG Bruce Fowler | PDG Robert Zoppo |
| 1996-1997 | DG Sharon Brooks | PDG Walter Makar |
| 1997-1998 | DG Malcolm Kleinknecht | PDG Robert Meunier |
| 1998-1999 | DG Henry "Little Joe" Lambert | PDG Sharon Brooks |
| 1999-2000 | DG Richard Ferrucci | PDG Bruce Fowler |
| 2000-2001 | DG Mary Ann Makar | PDG Simeon Fouracre |
| 2001-2002 | DG Kevin Lashua | PDG Henry "Little Joe" Lambert |
| 2002-2003 | DG Stanley "Lee" Zagorski | PDG Richard Ferrucci |
| 2003-2004 | DG Jackie Millette | PDG Sharon Brooks |
| 2003-2004 | DG Jackie Millette | PDG Lee Zagorski |
| 2004-2005 | DG Hélène J. Doucette | PDG MaryAnn Makar |
| 2005-2006 | DG David B. Clement | PDG Jackie Millette |
| 2006-2007 | DG Denis Legare | PDG David B. Clement |
* Deceased
Updated 20-July-2007/Dan Bonnette, District 33-A Webmaster