| Platinum | Chesapeake Cookie Co |
| Gold | Blackwater BBQ |
| Silver | Klassic Doughnuts |
| Bronze | Team Fat Kid Food Truck |
| Top Pick | Bobby's New England Seafood Company |
| Top Pick | Burrito Perdido |
| Top Pick | Deutscher Imbiss |
| Top Pick | Get Lit Catering Lit Food Trailer |
| Top Pick | Hotrodders Cafe |
| Top Pick | Kona Ice of Chesapeake |