| Daniel Halbert | |
|
Julie Sall |
| 2025 | $100.00 | PMC Virtual Rider |
| 2024 | $4,445.00 | Virtual Ride |
| 2023 | $2,175.00 | Virtual Ride |
| 2022 | $3,867.00 | Reimagined |
| 2021 | $4,755.00 | Reimagined |
| 2020 | $4,021.00 | Wellesley to Provincetown Inn (2-Day) |
| 2019 | $6,690.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2018 | $6,340.00 | Wellesley to Provincetown Inn (2-Day) |
| 2017 | $4,557.00 | Bourne to Wellesley (1-Day, Sun) and Volunteer |
| 2016 | $6,402.00 | Wellesley to Provincetown Inn (2-Day) |
| 2015 | $7,050.00 | Wellesley to Provincetown Inn (2-Day) |
| 2014 | $7,084.00 | Wellesley to Provincetown Monument (2-Day) |
| 2013 | $8,504.00 | Wellesley to Provincetown Monument (2-Day) |
| 2012 | $8,651.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2011 | $8,875.99 | Sturbridge to Provincetown Inn (2-Day) |
| 2010 | $8,247.31 | Sturbridge to Provincetown Inn (2-Day) |
| 2009 | $9,277.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2008 | $8,945.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2007 | $6,300.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2006 | $7,416.04 | Sturbridge to Provincetown Inn (2-Day) |
| 2005 | $6,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2004 | $6,356.00 | Sturbridge to Wellesley (2-Day) |
| 2003 | $4,566.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2002 | $4,697.80 | Sturbridge to Provincetown Inn (2-Day) |
