| 2025 | $0.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2024 | $13,740.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2023 | $14,231.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2022 | $14,965.50 | Sturbridge to Provincetown Inn (2-Day) |
| 2021 | $11,135.00 | Reimagined |
| $100.00 | PMC Winter Cycle | |
| 2020 | $9,210.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2019 | $9,232.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2018 | $8,006.00 | Sturbridge to Provincetown Inn (2-Day) |
