| 2022 | $8,770.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2020 | $0.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2019 | $6,579.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2017 | $5,446.42 | Sturbridge to Provincetown Inn (2-Day) |
| 2016 | $7,108.00 | Sturbridge to Provincetown Inn (2-Day) |
