| 2022 | $25.00 | PMC Fundraiser |
| 2021 | $50.00 | PMC Fundraiser |
| 2019 | $75.00 | PMC Fundraiser |
| 2018 | $0.00 | PMC Rider |
| 2017 | $12,175.00 | Wellesley to Provincetown Inn (2-Day) |
| 2016 | $13,124.25 | Wellesley to Provincetown Inn (2-Day) |
| 2015 | $11,534.67 | Sturbridge to Provincetown Inn (2-Day) |
| 2014 | $9,544.89 | Sturbridge to Provincetown Inn (2-Day) |
| 2013 | $8,634.09 | Sturbridge to Provincetown Inn (2-Day) |
| 2012 | $7,195.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2011 | $7,721.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2010 | $6,350.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2009 | $6,581.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2008 | $10,541.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2007 | $7,587.00 | Sturbridge to Wellesley (2-Day) |
| 2006 | $6,001.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2005 | $4,562.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2004 | $5,528.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2003 | $3,778.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2002 | $4,303.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2001 | $4,338.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2000 | $4,643.00 | Sturbridge to Provincetown Inn (2-Day) |
| 1999 | $1,970.20 | Sturbridge to Bourne (1-Day, Sat) |
| 1998 | $1,389.00 | Wellesley to Bourne (1-Day, Sat) |
