| 290011 | 4/2/2016 | 12:00 PM | Sat | Hingham / Union R | Middleboro BU14-2 (Grady) | 3 | Hingham BU14-3 (Farley) | 5 |
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| 290021 | 4/9/2016 | 11:00 AM | Sat | Middleboro / Field of Dreams/Braga Complex | Carver BU14-2 (Pelaggi) | 5 | Middleboro BU14-2 (Grady) | 2 |
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| 290007 | 4/16/2016 | 10:30 AM | Sat | Halifax / Summit St 2 | Middleboro BU14-2 (Grady) | 6 | Halifax BU14-1 (Piccirilli) | 4 |
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| 290027 | 4/23/2016 | 11:00 AM | Sat | Pembroke / Pembroke High School | Middleboro BU14-2 (Grady) | 5 | Pembroke BU14-3 (Swanton) | 2 |
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| 290022 | 4/30/2016 | 1:00 PM | Sat | Middleboro / Field of Dreams/Braga Complex | Hull BU14-1 (Lanner) | 3 | Middleboro BU14-2 (Grady) | 3 |
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| 290023 | 5/7/2016 | 11:00 AM | Sat | Middleboro / Field of Dreams/Braga Complex | Hingham BU14-3 (Farley) | 2 | Middleboro BU14-2 (Grady) | 5 |
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| 290004 | 5/14/2016 | 1:00 PM | Sat | Carver / High School | Middleboro BU14-2 (Grady) | 1 | Carver BU14-2 (Pelaggi) | 4 |
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| 290024 | 5/21/2016 | 11:00 AM | Sat | Middleboro / Field of Dreams/Braga Complex | Halifax BU14-1 (Piccirilli) | 3 | Middleboro BU14-2 (Grady) | 4 |
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| 290025 | 5/28/2016 | 11:00 AM | Sat | Middleboro / Field of Dreams/Braga Complex | Pembroke BU14-3 (Swanton) | 3 | Middleboro BU14-2 (Grady) | 11 |
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| 290020 | 6/4/2016 | 5:15 PM | Sat | Hull / Cohasset Sports Complex 1 | Middleboro BU14-2 (Grady) | 2 | Hull BU14-1 (Lanner) | 7 |
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