| 2025 | $0.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2024 | $7,148.40 | Sturbridge to Provincetown Inn (2-Day) |
| 2023 | $6,567.03 | Sturbridge to Provincetown Inn (2-Day) |
| 2022 | $6,326.11 | Sturbridge to Provincetown Inn (2-Day) |
| 2021 | $6,305.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2020 | $1,460.00 | Sturbridge to Provincetown Inn (2-Day) |
