| 2022 | $25.00 | PMC Fundraiser |
| 2019 | $7,215.58 | Sturbridge to Provincetown Monument (2-Day) |
| 2018 | $6,010.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2017 | $2,799.61 | Bourne to Wellesley (1-Day, Sun) |
| 2016 | $1,977.00 | PMC Rider |
| 2015 | $4,592.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2014 | $4,745.62 | Sturbridge to Provincetown Inn (2-Day) |
| 2013 | $4,560.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2012 | $4,615.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2011 | $4,644.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2010 | $4,208.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2009 | $4,210.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2008 | $4,005.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2007 | $3,670.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2006 | $3,365.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2005 | $3,290.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2004 | $3,170.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2003 | $3,575.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2002 | $2,069.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2001 | $2,005.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2000 | $1,615.00 | Sturbridge to Provincetown Inn (2-Day) |
| 1999 | $1,825.00 | Sturbridge to Wellesley (2-Day) |
