| 2025 | $0.00 | Sturbridge to Bourne (1-Day, Sat) |
| 2024 | $6,275.00 | Sturbridge to Bourne (1-Day, Sat) |
| 2023 | $5,420.00 | Sturbridge to Bourne (1-Day, Sat) |
| 2022 | $4,770.00 | Sturbridge to Bourne (1-Day, Sat) |
| 2021 | $6,123.00 | Sturbridge to Bourne (1-Day, Sat) |
| 2020 | $5,504.20 | Sturbridge to Bourne (1-Day, Sat) |
| 2019 | $4,417.10 | Sturbridge to Bourne (1-Day, Sat) |
| 2018 | $5,125.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2017 | $5,122.00 | Sturbridge to Bourne (1-Day, Sat) |
| 2016 | $3,700.00 | Sturbridge to Bourne (1-Day, Sat) |
