| Mark Oppenheim | $100.00 |
|
Anonymous |
| 2025 | $1,179.56 | Sturbridge to Provincetown Inn (2-Day) |
| 2024 | $16,000.49 | Sturbridge to Provincetown Inn (2-Day) |
| 2023 | $23,921.36 | Sturbridge to Provincetown Inn (2-Day) |
| 2022 | $21,689.21 | Sturbridge to Provincetown Inn (2-Day) |
| 2021 | $24,282.37 | Wellesley Century |
| 2020 | $12,138.30 | Sturbridge to Provincetown Inn (2-Day) |
| 2019 | $10,329.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2018 | $8,697.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2017 | $6,677.00 | Sturbridge to Provincetown Inn (2-Day) |
