| 2025 | $0.00 | Wellesley to Bourne (1-Day, Sat) |
| 2024 | $9,839.00 | Wellesley to Bourne (1-Day, Sat) |
| 2023 | $9,140.00 | Wellesley to Bourne (1-Day, Sat) |
| 2022 | $8,622.90 | Wellesley to Bourne (1-Day, Sat) |
| 2021 | $9,691.00 | Wellesley to Bourne (1-Day, Sat) |
| 2020 | $6,000.00 | Wellesley to Patriot Place (25 mile Sunday) |
| 2019 | $9,000.00 | Wellesley to Bourne (1-Day, Sat) |
