Since 1982, the CMCFO has awarded a Sportsmanship Award to the school that best demonstrates outstanding sportsmanship across Freshman, JV, and Varsity football. The award is voted on by the officials who work the games each week. Congratulations to all past, present, and future winners.
| Year | Sportsmanship |
| 1982 | Assabet Valley Tech |
| 1983 | Assabet Valley Tech |
| 1984 | Algonquin Regional |
| 1985 | Assabet Valley Tech |
| 1986 | Algonquin Regional |
| 1987 | Assabet Valley Tech |
| 1988 | Shrewsbury |
| 1989 | West Boylston |
| 1990 | Shrewsbury |
| 1991 | |
| 1992 | |
| 1993 | |
| 1994 | |
| 1995 | |
| 1996 | |
| 1997 | |
| 1998 | |
| 1999 | |
| 2000 | Northbridge |
| 2001 | North |
| 2002 | |
| 2003 | |
| 2004 | Northbridge |
| 2005 | |
| 2006 | Tantasqua |
| 2007 | Northbridge |
| 2008 | Northbridge |
| 2009 | Northbridge |
| 2010 | Shepherd Hill |
| 2011 | Tantasqua |
| 2012 | |
| 2013 | |
| 2014 | Northbridge |
| 2015 | Northbridge |
| 2016 | Blackstone Valley Tech |
| 2017 | Oxford |
| 2018 | Tantasqua |
| 2019 | Assabet Valley Tech |
| 2020 | NONE – Covid |
| 2021 | Assabet Valley Tech |
| 2022 | Uxbridge |
| 2023 | Uxbridge |
| 2024 | Uxbridge |
| 2025 | Oxford |
Site Title 