Opening Day and 2008 Awards
2008 Award Winners
| MVP: | Ricky Langer, Winsted |
| Silver Slugger: | Justin McCulloch, Brass City |
| Cy Young: | Marc DiDominzio, Brass City |
2008 All-Star Team
| Catcher: | Tony Geraci, Bethlehem |
| 1st Base: | Charlie Putnam, Winsted |
| 2nd Base: | Ryan Soucy, Wolcott |
| Shortstop: | Pierre LePage, Wolcott |
| 3rd Base: | Eric Villanova, Tribury |
| Outfield: | Mike Padovani, Brass City |
| Outfield: | Eric Rovinetti, Brass City |
| Outfield: | Kyle Dean, Tribury |
| DH: | Craig Prasauckus, Tribury |
| Pitcher: | Sam Iverson, Bethlehem |
Opening Day Games
| Sunday May 17: | Field | |||
| Litchfield | at | Bethlehem | 11:00am | Gallup Field (Bethlehem) |
| Brass City | at | Winsted | 11:00am | Walker Field (Winsted) |
| Waterbury | at | Thomaston | 11:00am | Thomaston HS (Thomaston) |
| Hudson Valley | at | **Terryville | 2:00pm | New Terryville High School (Terryville) |
| Tri-Town | at | Burlington | 4:00pm | Lewis Mills HS (Burlington) |
| Farmingbury | Mazda Dodge | 4:00pm | Thomaston HS (Thomaston) | |
| Tribury | at | Wolcott | 6:00pm | BAW Complex (Wolcott) |
| Amenia | at | Torrington | 6:00pm | Fuessenich Park (Torrington) |
| Hudson Valley at | at | **Naugatuck | 6:00pm | Rotary Field (Naugatuck) |
| Tuesday May 19: | ||||
| Brass City | at | Bristol | 5:45pm | Muzzy Field (Bristol) |
| Terryville | at | Litchfield | 5:45pm | Community Field (Litchfield) |
| Naugatuck | at | Bristol | 8:00pm | Muzzy Field (Bristol) |
Other Important Dates
Tri-State Vacation: Monday June 29th thru Sunday July 5th
Tri-State Playoffs: Begins Saturday July 25th and Sunday July 26th
Stan Musial State Tournament: Wednesday July 29th — Sunday August 2nd