| 2025 | $0.00 | Sturbridge to Provincetown Inn (2-Day) |
| $400.00 | PMC Winter Cycle | |
| 2024 | $8,080.00 | Sturbridge to Provincetown Monument (2-Day) |
| $620.00 | PMC Winter Cycle | |
| 2023 | $6,005.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2022 | $6,250.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2021 | $6,242.75 | Sturbridge to Provincetown Monument (2-Day) |
| 2020 | $2,875.00 | Sturbridge to Provincetown Inn (2-Day) |
| $650.00 | PMC Winter Cycle |
