In 1515 Margaret Tudor, the widowed queen of James IV of Scotland and sister of Henry VIII, having been banished by the regent, the Duke of Albany, came to the castle with her second husband, the Earl of Angus.
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Douglas' father William Longleg was Lord of Fawdon, and had as his superior Gilbert de Umfraville, Earl of Angus, Longleg was acquitted of withholding rents by a jury, Umfraville notwithstanding attacked Fawdon, imprisoned Longleg at Harbottle Castle and made off with some £100 sterling of goods.
In 1279, two prisoners escaped from Harbottle castle and fled to the Alwinton church where they confessed to thievery and abjured the realm.
In November 1515 Margaret, Queen of Scots, with her baby daughter Margaret stayed here on her journey from Harbottle Castle.