| 460026 | 4/2/2016 | 1:00 PM | Sat | Middleboro / Field of Dreams/Braga Complex | Hull GU14-1 (Whelan) | 2 | Middleboro GU14-1 (Ventresca) | 0 |
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| 460032 | 4/9/2016 | 11:30 AM | Sat | Plymouth / Forges Field 2A | Middleboro GU14-1 (Ventresca) | Postponed | Plymouth GU14-1 (Costa) | Postponed |
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| 460022 | 4/16/2016 | 8:00 AM | Sat | Marshfield / Community Track | Middleboro GU14-1 (Ventresca) | 0 | Marshfield GU14-2 (Zaslaw) | 1 |
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| 460027 | 4/23/2016 | 11:00 AM | Sat | Middleboro / Field of Dreams/Braga Complex | Hanover GU14-1 (Norton) | 4 | Middleboro GU14-1 (Ventresca) | 1 |
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| 460028 | 4/30/2016 | 11:00 AM | Sat | Middleboro / Field of Dreams/Braga Complex | Cohasset GU14-1 (Osborne) | 4 | Middleboro GU14-1 (Ventresca) | 1 |
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| 460009 | 5/7/2016 | 1:30 PM | Sat | Duxbury / Coppens Field 2 | Middleboro GU14-1 (Ventresca) | 1 | Duxbury GU14-1 (Gaffoor) | 0 |
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| 460039 | 5/14/2016 | 2:15 PM | Sat | Scituate / High School Turf | Middleboro GU14-1 (Ventresca) | 0 | Scituate GU14-2 (Railton) | 2 |
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| 460029 | 5/21/2016 | 1:00 PM | Sat | Middleboro / Field of Dreams/Braga Complex | Plymouth GU14-1 (Costa) | 0 | Middleboro GU14-1 (Ventresca) | 1 |
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| 460015 | 5/28/2016 | 9:30 AM | Sat | Hanover / High School | Middleboro GU14-1 (Ventresca) | 0 | Hanover GU14-1 (Norton) | 2 |
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| 460030 | 6/4/2016 | 1:00 PM | Sat | Middleboro / Field of Dreams/Braga Complex | Duxbury GU14-1 (Gaffoor) | 5 | Middleboro GU14-1 (Ventresca) | 1 |
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