| Amanda Meusel | $25.00 |
| Bonny Lynch | $100.00 |
|
Jennifer Hogan |
$500.00 |
| 2025 | $625.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2024 | $17,000.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2023 | $22,775.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2022 | $20,768.55 | Sturbridge to Provincetown Monument (2-Day) |
| 2021 | $12,655.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2020 | $14,685.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2018 | $15,000.00 | Sturbridge to Provincetown Monument (2-Day) |
