| 2025 | $30,000.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2024 | $26,319.07 | Wellesley to Provincetown Monument (2-Day) |
| 2023 | $22,700.00 | Wellesley to Provincetown Monument (2-Day) |
| 2022 | $21,105.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2021 | $12,605.00 | Reimagined |
| 2020 | $6,110.00 | Wellesley to Provincetown Monument (2-Day) |
| 2019 | $14,105.00 | Wellesley to Provincetown Monument (2-Day) |
_28688_thumb.jpeg)
_28688_crop.jpeg)