| 2025 | $0.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2024 | $15,584.26 | Sturbridge to Provincetown Inn (2-Day) |
| 2023 | $14,795.10 | Sturbridge to Provincetown Inn (2-Day) |
| 2022 | $15,133.26 | Sturbridge to Provincetown Inn (2-Day) |
| 1996 | $500.00 | PMC Rider |
| 1993 | $915.00 | PMC Rider |
| 1992 | $960.00 | PMC Rider |
| 1991 | $800.00 | PMC Rider |
