| 540002 | 4/17/2016 | 12:30 PM | Sun | Pembroke / Hobomock Field 1B | Duxbury BU16-1 (Ullathorne) | 1 | Pembroke BU16-2 (Carter) | 3 |
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| 540005 | 4/24/2016 | 3:00 PM | Sun | Duxbury / Coppens Field 1 | Hanover BU16-2 (Miller) | 0 | Duxbury BU16-1 (Ullathorne) | 2 |
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| 540009 | 5/1/2016 | 6:00 PM | Sun | Marshfield / MHS Stadium | Duxbury BU16-1 (Ullathorne) | 1 | Marshfield BU16-1 (Cantwell) | 0 |
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| 540010 | 5/8/2016 | 12:45 PM | Sun | Kingston / Silver Lake HS Track | Duxbury BU16-1 (Ullathorne) | 1 | Kingston-BU16-2 (Howard) | 2 |
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| 540014 | 5/15/2016 | 3:00 PM | Sun | Duxbury / Coppens Field 1 | Bye U16 D2 (Bye) | Cancelled | Duxbury BU16-1 (Ullathorne) | Cancelled |
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| 540017 | 5/22/2016 | 3:00 PM | Sun | Duxbury / HS Turf | Pembroke BU16-2 (Carter) | 3 | Duxbury BU16-1 (Ullathorne) | 4 |
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| 540021 | 5/29/2016 | 11:00 AM | Sun | Hanover / High School | Duxbury BU16-1 (Ullathorne) | 1 | Hanover BU16-2 (Miller) | 0 |
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| 540024 | 6/5/2016 | 3:00 PM | Sun | Duxbury / HS Turf | Marshfield BU16-1 (Cantwell) | 0 | Duxbury BU16-1 (Ullathorne) | 3 |
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| 540025 | 6/12/2016 | 3:00 PM | Sun | Duxbury / HS Turf | Kingston-BU16-2 (Howard) | 3 | Duxbury BU16-1 (Ullathorne) | 1 |
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| 540029 | 6/13/2016 | 8:00 AM | Mon | Not Assigned | Duxbury BU16-1 (Ullathorne) | Cancelled | Bye U16 D2 (Bye) | Cancelled |
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