| Date | GM | Time | Visitor Team | S | Probable Starter | Home Team | S | Probable Starter | Location | Field | Blog | Wrap | Box | Play-By-Play |
| 05/23/2009 | 1 | 8:00 AM | Northeast Bulldogs 13 | 1 |
| TCB 13 Americans | 14 |
| Muzzy Field | |
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| 05/23/2009 | 5 | 12:30 PM | South Troy Dodgers 13 | 0 |
| TCB 13 Americans | 14 |
| Muzzy Field | |
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| 05/24/2009 | 11 | 8:00 AM | Xplosion 13 North | 0 |
| TCB 13 Americans | 12 |
| Riley Field | |
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| 05/24/2009 | 16 | 12:30 PM | TCB 13 Americans | 8 |
| New England Ruffnecks 13U | 0 |
| Southington West | |
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| 05/25/2009 | 19 | 8:00 AM | South Shore Seadogs 13 | 2 |
#4 Seed
| TCB 13 Americans | 10 |
#1 Seed
| Southington West | |
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| 05/25/2009 | 21 | 12:30 PM | Connecticut Bombers 13 Blue | 3 |
| TCB 13 Americans | 2 |
| Southington West | |
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