| Game | Date | Day | Time | Home Team | Visiting Team | Field |
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| 1507 | 9/13/2009 | Sun | 2:00 pm | Washingtonville Blue Stars | Beekman Demons | 590-Shaw Road |
| 1506 | 9/13/2009 | Sun | 4:00 pm | LaGrange Falcons | Monroe Real Madrid | 355-Stringham Park |
| 1508 | 9/13/2009 | Sun | 4:00 pm | Wappingers Knights | Beacon Burn | 420-Bowdoin Park #1 |
| 1509 | 9/20/2009 | Sun | 12:30 pm | Beacon Burn | Washingtonville Blue Stars | 401-Sargent Kerr Field |
| 9/20/2009 | d>Sun | 4:00 pm | LaGrange Falcons | Wappingers Knights | 355-Stringham Park | |
| 1511 | 9/20/2009 | Sun | 4:00 pm | Monroe Real Madrid | Beekman Demons | 629-Mombasha Town Park |
| Game | Date | Day | Time | Home Team | Visiting Team | Field |
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| 1514 | 10/4/2009 | Sun | 2:00 pm | LaGrange Falcons | Beekman Demons | 355-Stringham Park |
| 1513 | 10/4/2009 | Sun | 4:00 pm | Beacon Burn | Monroe Real Madrid | 401-Sargent Kerr Field |
| 10/4/2009 | d>Sun | 4:00 pm | Wappingers Knights | Washingtonville Blue Stars | 420-Bowdoin Park #1 | |
| 1515 | 10/18/2009 | Sun | 2:00 pm | Beacon Burn | Beekman Demons | 401-Sargent Kerr Field |
| 1516 | 10/18/2009 | Sun | 3:00 pm | Monroe Real Madrid | Wappingers Knights | 629-Mombasha Town Park |
| 1517 | 10/18/2009 | Sun | 4:00 pm | Washingtonville Blue Stars | LaGrange Falcons | 590-Shaw Road |
| 1519 | 10/25/2009 | Sun | 2:00 pm | LaGrange Falcons | Beacon Burn | 355-Stringham Park |
| 1520 | 10/25/2009 | Sun | 2:00 pm | Washingtonville Blue Stars | Monroe Real Madrid | 591-Shaw Road #2 |
| 1518 | 10/25/2009 | Sun | 4:00 pm | Wappingers Knights | Beekman Demons | 420-Bowdoin Park #1 |
| Game | Date | Day | Time | Home Team | Visiting Team | Field |
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| 1522 | 11/1/2009 | Sun | 12:30 pm | Beekman Demons | Washingtonville Blue Stars | 335-Doherty Park |
| 1523 | 11/1/2009 | Sun | 1:00 pm | Beacon Burn | Wappingers Knights | 401-Sargent Kerr Field |
| 1521 | 11/1/2009 | Sun | 3:00 pm | Monroe Real Madrid | LaGrange Falcons | 629-Mombasha Town Park |
| 1525 | 11/8/2009 | Sun | 12:00 pm | Wappingers Knights | LaGrange Falcons | 382-DutchessCommunityCol |
| 11/8/2009 | d>Sun | 2:00 pm | Washingtonville Blue Stars | Beacon Burn | 591-Shaw Road #2 | |
| 1526 | 11/8/2009 | Sun | 3:00 pm | Beekman Demons | Monroe Real Madrid | 330-Beekman Elementary |
| 1528 | 11/15/2009 | Sun | 12:00 pm | Monroe Real Madrid | Beacon Burn | 629-Mombasha Town Park |
| 1529 | 11/15/2009 | Sun | 2:00 pm | Beekman Demons | LaGrange Falcons | 330-Beekman Elementary |
| 1527 | 11/15/2009 | Sun | 2:00 pm | Washingtonville Blue Stars | Wappingers Knights | 590-Shaw Road |
| 1532 | 11/22/2009 | Sun | 12:00 pm | LaGrange Falcons | Washingtonville Blue Stars | 355-Stringham Park |
| 1531 | 11/22/2009 | Sun | 1:00 pm | Wappingers Knights | Monroe Real Madrid | 382-DutchessCommunityCol |
| 11/22/2009 | >Sun | 2:00 pm | Beekman Demons | Beacon Burn | 330-Beekman Elementary | |
| 1533 | 11/29/2009 | Sun | 1:30 pm | Beekman Demons | Wappingers Knights | 330-Beekman Elementary |
| 1534 | 11/29/2009 | Sun | 1:30 pm | Beacon Burn | LaGrange Falcons | 401-Sargent Kerr Field |
| 1535 | 11/29/2009 | Sun | 2:00 pm | Monroe Real Madrid | Washingtonville Blue Stars | 629-Mombasha Town Park |