| ann marie truenow | $100.00 |
| John Pember |
| 2025 | $180.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2024 | $8,801.51 | Sturbridge to Provincetown Inn (2-Day) |
| 2023 | $6,127.52 | Sturbridge to Provincetown Inn (2-Day) |
| 2022 | $6,393.98 | Sturbridge to Provincetown Inn (2-Day) |
| 2021 | $7,864.00 | Wellesley to Provincetown Monument (2-Day) |
| 2020 | $1,775.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2019 | $6,205.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2018 | $4,900.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2017 | $5,898.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2016 | $4,590.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2015 | $4,500.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2014 | $4,309.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2013 | $25.00 | PMC Rider |
| 2011 | $3,125.00 | Sturbridge to Bourne (1-Day, Sat) |
| 2010 | $4,315.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2009 | $4,510.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2008 | $4,057.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2007 | $3,850.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2006 | $3,300.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2005 | $3,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2004 | $2,750.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2003 | $2,500.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2002 | $2,030.00 | Sturbridge to Provincetown Inn (2-Day) |
