| 2024 | $6,075.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2023 | $6,161.11 | Sturbridge to Provincetown Inn (2-Day) |
| 2022 | $6,460.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2021 | $2,001.00 | Reimagined |
| 2020 | $1,120.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2019 | $7,595.00 | Sturbridge to Provincetown Inn (2-Day) |
| $250.00 | PMC Winter Cycle |
