| Mark Nalband |
| 2025 | $120.00 | Wellesley to Bourne (1-Day, Sat) |
| 2024 | $10,750.00 | Wellesley Century |
| 2023 | $15,847.16 | Wellesley Century |
| 2022 | $9,421.90 | Sturbridge to Bourne (1-Day, Sat) |
| 2021 | $9,790.18 | Sturbridge to Bourne + Wellesley Century (2-Day) |
| 2020 | $3,905.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2019 | $7,554.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2018 | $8,740.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2017 | $8,083.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2016 | $5,960.00 | Wellesley to Bourne (1-Day, Sat) |
