| 2025 | $0.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2024 | $20,285.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2023 | $16,683.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2022 | $19,498.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2021 | $20,646.00 | Reimagined Teen |
