| Donna Cupelo | $120.00 |
|
Anonymous |
| 2025 | $4,130.00 | Wellesley to Provincetown Inn (2-Day) |
| 2024 | $10,000.32 | Wellesley to Provincetown Monument (2-Day) |
| 2023 | $10,250.07 | Wellesley to Provincetown Monument (2-Day) |
| 2022 | $9,700.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2021 | $9,330.00 | Wellesley Century |
| 2020 | $10,550.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2019 | $5,000.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2018 | $4,926.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2017 | $4,800.00 | Sturbridge to Provincetown Monument (2-Day) |
