| Marion and Jim Schmidlein | $100.00 |
| Josh Anderson | |
| michael regan | |
|
Matthew Anthony |
$200.00 |
| 2025 | $600.00 | Sturbridge to Provincetown Inn (2-Day) |
| $0.00 | PMC Unpaved | |
| 2024 | $13,965.94 | Sturbridge to Provincetown Inn (2-Day) |
| $1,500.00 | PMC Unpaved | |
| 2023 | $11,922.60 | Sturbridge to Provincetown Inn (2-Day) |
| $1,500.00 | PMC Unpaved | |
| 2022 | $11,964.00 | Sturbridge to Provincetown Inn (2-Day) |
| $1,500.00 | PMC Unpaved | |
| 2021 | $13,032.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2020 | $9,032.53 | Sturbridge to Provincetown Inn (2-Day) |
| 2019 | $9,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2018 | $8,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2017 | $8,466.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2016 | $8,253.51 | Sturbridge to Provincetown Inn (2-Day) |
| 2015 | $12,398.25 | Sturbridge to Provincetown Inn (2-Day) |
| 2014 | $11,277.59 | Sturbridge to Provincetown Inn (2-Day) |
| 2013 | $10,921.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2012 | $11,173.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2011 | $10,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2010 | $9,020.04 | Sturbridge to Provincetown Inn (2-Day) |
| 2009 | $7,464.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2008 | $7,505.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2007 | $8,710.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2006 | $8,520.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2005 | $9,225.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2004 | $5,960.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2003 | $4,685.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2002 | $4,727.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2001 | $2,390.00 | Wellesley to Bourne (1-Day, Sat) |
