| Jenna Desrosiers | $20.00 |
| Erin and Joe Blette | $50.00 |
| 2025 | $70.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2024 | $6,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2023 | $6,130.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2022 | $25.00 | PMC Fundraiser |
| 2021 | $25.00 | PMC Fundraiser |
| 2020 | $130.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2019 | $5,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2018 | $4,900.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2017 | $6,800.00 | Sturbridge to Bourne (1-Day, Sat) |
