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| Player Tournament Awards | Players Name | Plays For | Stature | Tournament | Season | |
| All Tournament Team | Frank Bennett | Lewiville | Non Qualifier - USSSA | Bath League Opener | 2014 | |
| All Tournament Team | Frank Bennett | Quality Drywall | Qualifier - USSSA - Points | Sunday Memorial | 2011 | |
| All Tournament Team | Frank Bennett | Red Sox | Qualifier - USSSA - Points | Pittsfield World Series Qualifier | 2009 | |
| Outstanding Pitcher | Frank Bennett | Red Sox | State Level 2 - USSSA | Maine Fall State Championship | 2009 | |