Ranking Value:
| Champion | WESTERN MASS JR. PIONEERS RED (MA) |
| Finalist | CRUSADERS UNITED SC (MA) |
| Semi-Finalist | ABBEY VILLA (MA) |
| Qtr-Finalist | JR. PIONEERS-WHITE (MA) |
| - | EXPLOSION FC - MULHOLLAND (MA) |
| - | FULLER HAMLETS (MA) |
| - | SEACOAST UNITED (NH) |
| - | WESTERN MASS JR. PIONEERS (MA) |
| Teams | MP | W | D | L | GF | GA | PTS |
|---|---|---|---|---|---|---|---|
| ABBEY VILLA (MA) | 1 | 0 | 1 | 0 | 2 | 2 | 1 |
| CRUSADERS UNITED SC (MA) | 2 | 1 | 0 | 1 | 2 | 5 | 3 |
| EXPLOSION FC - MULHOLLAND (MA) | 1 | 0 | 0 | 1 | 1 | 4 | |
| FULLER HAMLETS (MA) | 1 | 1 | 0 | 0 | 4 | 1 | |
| JR. PIONEERS-WHITE (MA) | 2 | 0 | 1 | 1 | 3 | 4 | 1 |
| SEACOAST UNITED (NH) | 1 | 1 | 0 | 0 | 6 | 0 | |
| WESTERN MASS JR. PIONEERS (MA) | 2 | 1 | 1 | 0 | 5 | 3 | |
| WESTERN MASS JR. PIONEERS RED (MA) | 1 | 1 | 0 | 0 | 4 | 0 | 3 |
| Saturday, May 23, 2009 | ||||
|---|---|---|---|---|
| 12:45 PM | JR. PIONEERS-WHITE | 1 - 2 | CRUSADERS UNITED SC | |
| Sunday, May 24, 2009 | ||||
| 1:00 PM | ABBEY VILLA | 2 - 2 | JR. PIONEERS-WHITE | |
| 3:00 PM | CRUSADERS UNITED SC | 0 - 4 | WESTERN MASS JR. PIONEERS RED | |