| 2020 | $12,540.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2019 | $13,000.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2017 | $7,800.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2014 | $11,069.08 | Sturbridge to Provincetown Monument (2-Day) |
| 2012 | $6,750.00 | Sturbridge to Provincetown Monument (2-Day) |
