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| Player Tournament Awards | Players Name | Plays For | Stature | Tournament | Season | |
| Offensive Tournament MVP | Earle Orme | 4u Floors | Qualifier - USSSA - Points | Virginia USSSA World Qualifier | 2008 | |
| All Tournament Team | Earle Orme | 4u Floors | NIT - USSSA - Berth | The Athletic Connection B/C | 2008 | |
| All Tournament Team | Freddie Gagnon | Dinwiddie Eagles | NIT - USSSA - Berth | VAUSSSA.COM NIT | 2005 | |
| All Tournament Team | Steve Stone | Dinwiddie Eagles | NIT - USSSA - Berth | VAUSSSA.COM NIT | 2005 | |
| All Tournament Team | Earle Orme | golden corral | State - USSSA | Men's C State | 2004 | |
| All Tournament Team | Earle Orme | Wine Trucking | State - USSSA | Men's C State | 2004 | |
| All Tournament Team | Earle Orme | Golden Coral | State - USSSA | Men's C State | 2005 | |
| All Tournament Team | Steve Stone | Dinwiddie Eagles | State - USSSA | Men's C State | 2005 | |
| All Tournament Team | Earle Orme | 4u Floors | State - USSSA | Men's C State | 2008 | |
| All Tournament Team | David Robinson | BullMoose Softball | Regional - USSSA | Men's C Nationals | 2014 | |
| Defensive Tournament CO-MVP | David Robinson | CFS | Qualifier - USSSA - Points | Newcomb Benefit | 2011 | |
| All Tournament Team | David Robinson | NoNames | State Level 2 - USSSA | 2019 USSSA Winter Worlds - E, Rec E, Wm D, Coed Up | 2019 | |
| All Tournament Team | David Robinson | NoNames | State Level 2 - USSSA | 2019 USSSA Winter Worlds - E, Rec E, Wm D, Coed Up | 2019 | |
| All Tournament Team | Paul Sadler | Virginia 55 (M55COMP) | US Challenge Cup | USSSA Challenge Cup - Seniors | 2026 | |
| All Tournament Team | Mark Bowles | DSS Bats 40 | World - USSSA | USSSA Masters World Tournament | 2012 | |