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25th May 1969 | The Cricketer Cup 1969 | First Round | Haileybury Hermits v Old Westminsters | Haileybury College Ground, Hertford | crcup39 |
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15th June 1969 | The Cricketer Cup 1969 | Second Round | Haileybury Hermits v Old Wykehamists | Haileybury College Ground, Hertford | crcup52 |
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13th July 1969 | The Cricketer Cup 1969 | Quarter-Final (replay) | Old Malvernians v Haileybury Hermits | Malvern College Ground, Malvern | crcup64 |