| 2020 | $9,000.00 | Wellesley to Bourne (1-Day, Sat) |
| 2019 | $4,000.00 | Wellesley to Bourne (1-Day, Sat) |
| 2018 | $0.00 | PMC Rider |
| 2017 | $4,000.00 | Wellesley to Bourne (1-Day, Sat) |
| 2016 | $3,700.00 | Wellesley to Bourne (1-Day, Sat) |
| 2015 | $3,800.00 | Wellesley to Bourne (1-Day, Sat) |
| 2014 | $3,325.00 | Wellesley to Bourne (1-Day, Sat) |
| 2011 | $3,000.00 | Wellesley to Bourne (1-Day, Sat) |
| 2010 | $5,266.25 | Wellesley to Bourne (1-Day, Sat) |
