| 2025 | $0.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2024 | $10,201.33 | Wellesley to Provincetown Inn (2-Day) |
| 2020 | $75.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2015 | $9,843.36 | Sturbridge to Provincetown Inn (2-Day) |
| 2014 | $7,532.64 | Sturbridge to Provincetown Inn (2-Day) |
| 2013 | $12,160.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2012 | $10,945.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2011 | $10,330.00 | Sturbridge to Provincetown Inn (2-Day) |
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