| 2025 | $0.00 | PMC Virtual Rider |
| $0.00 | PMC Unpaved | |
| 2024 | $7,061.70 | Sturbridge to Provincetown Inn (2-Day) |
| $0.00 | PMC Unpaved | |
| 2023 | $7,130.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2022 | $8,967.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2021 | $8,050.00 | Sturbridge to Bourne (1-Day, Sat) |
| 2020 | $5,612.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2019 | $8,525.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2018 | $7,100.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2017 | $7,878.99 | Sturbridge to Provincetown Inn (2-Day) |
| 2016 | $7,701.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2015 | $8,165.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2014 | $8,186.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2009 | $4,200.00 | Sturbridge to Provincetown Inn (2-Day) |
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