| 2025 | $0.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2024 | $9,773.57 | Sturbridge to Provincetown Monument (2-Day) |
| 2023 | $11,480.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2022 | $8,793.10 | Sturbridge to Provincetown Monument (2-Day) |
| 2021 | $10,981.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2020 | $4,925.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2019 | $7,970.53 | Sturbridge to Provincetown Monument (2-Day) |
