Cregan Stark was a member of House Stark and Lord of Winterfell during the Dance of the Dragons and supported Queen Rhaenyra Targaryen's claim to the throne. The only son of Lord Rickon Stark and his wife Gilliane Glover, he was known as The Old Man of the North for his long rule.
Cregan was only a young man during the Dance of the Dragons (129-131AC), and it was Roddy the Ruin of House Dustin who lead the Winter Wolves in battle. He later led his army into battle, since the Northmen believed a long winter was coming, and most of his army was conformed by old men, single men, childless and homeless as well as younger sons, who hoped to die in battle in order to spare their families from mouths to feed. Unfortunately Aegon II had already died and most of the war was over. He was also denied the right to punish the houses who had supported Aegon and for six days he held sway at the Court, who came to be known as the Hour of the Wolf.
Nonetheless Stark couldn't forgive those who had poisoned the king, since he believed the King deserved justice, regardless of the faction, so he arrested most of the suspects, among them Larys Strong and Lord Corlys Velaryon. King Aegon, who was only eleven, agreed to make him his Hand, if he married Lady Alysanne Blackwood and pardoned Lord Corlys. Cregan accepted the conditions.
Cregan was in office for only one day and presided the trials and executions. Of the 22 conspirators, only Lord Corlys was forgiven and 19 chose to join the Night's Watch, but two chose to die; Larys the Clubfoot and Ser Gyles Belgrave, and it is very likely that Cregan executed them both personally, ending the line of House Strong. Once finished he resigned as Hand and returned north with his new wife, leaving some of his men behind. No man has ever served as Hand of the King so briefly, and left it so gladly.
Later in his life he once fought against Prince Aemon Targaryen the Dragonknight and was barely defeated. Aemon noted he never fought a finer swordsman.
He had three wives during his long lifetime: Arra Norrey, Alysanne Blackwood and Lynara Stark, and fathered in total ten children; five boys and five girls.
The marriage with Arra Norrey had only one son; Rickon Stark. The marriage with Alysanne Blackwood gave him four daughters; Sarra, Alys, Raya and Mariah. While he had four sons and a daughter with Lynara; Brandon, Jonnel, Barthogan, Lyanna and Edric Stark.