| 2025 | $0.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2024 | $0.00 | PMC |
| 2021 | $50.00 | Reimagined |
| 2020 | $165.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2019 | $6,240.00 | Sturbridge to Provincetown Inn (2-Day) |
| $250.00 | PMC Winter Cycle | |
| 2017 | $4,800.77 | Sturbridge to Provincetown Inn (2-Day) |
| 2016 | $4,750.00 | Wellesley to Provincetown Inn (2-Day) |
