Please choose match for more details.
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| 12 September 2020 |
Ryde III | v. Ryde II: | Ryde IIs beat Ryde IIIs by 4 wickets and are crowned Div B Champions |
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| 11 September 2020 |
Shanklin II | v. Ventnor II: | Ventnor II beat Shanklin & Godshill II by 10 wkts in Div 2 IOW League |
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| 5 September 2020 |
Northwood II | v. Ryde III: | Ryde IIIs beat Northwood IIs by 5 wickets |
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| 5 September 2020 |
Ryde II | v. Freshwater: | Ryde IIs beat Freshwater by 7 wickets |
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| 29 August 2020 |
Northwood II | v. Freshwater: | Freshwater win by 2 wickets |
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| 29 August 2020 |
Ryde III | v. Shanklin & Godshill II: | Ryde IIIs won by 117 runs |
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| 29 August 2020 |
Ryde Cavaliers & Bembridge | v. Ryde II: | Ryde IIs won by 179 runs |
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| 22 August 2020 |
Ryde II | v. Ventnor II: | Ryde IIs beat Ventnor IIs by 78 runs |
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| 22 August 2020 |
Ryde III | v. Ryde Cavaliers & Bembridge: | Ryde IIIs beat Ryde Cavs & Bembridge by 6 wickets |
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| 22 August 2020 |
Shanklin & Godshill II | v. Northwood II: | Northwood IIs beat Shanklin & Godshill IIs by 26 runs |
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| 15 August 2020 |
Freshwater | v. Shanklin II: | Freshwater beat Shanklin II by 5 wkts |
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| 15 August 2020 |
Ventnor II | v. Ryde III: | Match abandoned without a ball bowled |
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| 8 August 2020 |
Ventnor II | v. Ryde Cavaliers I: | Ventnor beat Ryde Cavaliers by 69 runs |
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| 8 August 2019 |
Freshwater | v. Ryde III: | Match abandoned Ryde win |
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| 8 August 2020 |
Freshwater | v. Ryde III: | Ryde IIIs won by 74 runs |
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| 8 August 2020 |
Ryde II | v. Shanklin II: | Ryde IIs won by 101 runs |
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| 1 August 2020 |
Northwood II | v. Ryde II: | Ryde II win - Northwood II conceded |
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| 1 August 2020 |
Shanklin & Godshill 2s | v. Ryde Cavaliers I: | Shanklin & Godshill 2s beat Ryde Cavaliers by six wickets |
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| 1 August 2019 |
Freshwater | v. Ventnor II: | Freshwater won by 121 runs |
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| 25 July 2020 |
Arreton | v. Ryde II: | Match abandoned - rearranged for Aug 1st |
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