Flint Castle — where Richard II surrendered to Bolingbroke in 1399 — was the first of Major-General Mytton's systematic reduction of North Welsh castles in 1646. After a three-month siege, the Royalist garrison surrendered. Cromwell subsequently ordered Flint slighted — its walls were demolished to prevent further military use. The castle was already famous as the location of Richard II's capture, which Shakespeare dramatised in Richard II.
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