1591 in Irish History — yesterday.ie

December 24, 1591

'Red' Hugh O'Donnell Escapes Dublin Castle

On December 24, 1591, 'Red' Hugh O'Donnell, a prominent Irish chieftain, successfully escaped from Dublin Castle. O'Donnell had been imprisoned by the English in 1587 as part of their strategy to control Ulster. His daring escape, the second of two attempts, was a significant event that allowed him to return to Ulster and resume his leadership against English rule. His continued resistance played a crucial role in the lead-up to the Nine Years War and the Battle of Kinsale, highlighting the ongoing struggle for Irish sovereignty during this period.

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December 25, 1591

Red Hugh O'Donnell escapes Dublin Castle

On Christmas Day 1591, Red Hugh O'Donnell, the 19-year-old heir to the O'Donnell dynasty, escaped from Dublin Castle. He had been held hostage there for four years by the English Crown to ensure the loyalty of his powerful family in Ulster. O'Donnell and his companions, Art and Henry O'Neill, made their escape in harsh winter conditions. While Henry was separated and recaptured, Red Hugh and Art managed to reach the Wicklow Mountains, where Art tragically died from exposure. O'Donnell, suffering from severe frostbite, was eventually rescued by his allies and returned to Ulster. His escape was a significant event, galvanizing northern resistance to English rule and contributing to the outbreak of the Nine Years' War.

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