| 2022 | $2,675.00 | Reimagined |
| 2021 | $2,795.00 | Patriot Place to Patriot Place |
| 2020 | $3,454.00 | Sturbridge to Provincetown Inn (2-Day) |
| $0.00 | PMC Winter Cycle | |
| 2019 | $6,395.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2018 | $2,180.20 | Wellesley to Wellesley (50 mile Sunday) |
