Although not more than fifteen or sixteen years old, Hugh Roe was married to Tyrone's daughter, and the whole North was thus interested in his safety. Perrott refused 2,000_l._ for his release, and he remained in prison until Fitzwilliam's time. His brother Donnell, who married a daughter of Tirlogh Luineach, would have seized the chiefry, had he not been killed in resisting a force raised by Ineen Duive on behalf of her husband and son. Hugh's fellow-prisoners were hostages from every part of Ireland: among them being Henry and Arthur, sons of Shane O'Neill, and Patrick Fitzmaurice, afterwards Lord of Kerry. The seneschal of Imokilly died in the Castle early in 1589. After more than three years' confinement, Hugh Roe found means to escape with some of his friends. A wet ditch at that time surrounded the Castle, and the approach was over the wooden bridge, where the Lord Deputy had lately come into collision with the mutineers. The favour, almost amounting to subservience, which Fitzwilliam showed to Tyrone made people think that he was ready to connive at his son-in-law's escape; but this is very hard to believe. 'Upon my duty,' he said when supporting one of the Earl's numerous applications for Hugh's release, 'no reward maketh me write thus much.' Friendly partisans were numerous in Dublin, and the soldiers who kept the gate always wanted money, and were often under female influences. A rope was conveyed into the Castle, and Hugh slipped on to the bridge in the dusk of evening. The sentry was for the moment inside the gatehouse, and the prisoners managed to chain the gate on the outside. Art Kavanagh, 'a renowned warrior of Leinster,' was near with swords hidden under his Irish mantle, and the whole party slipped out of the town, and across the mountains to a wood near Powerscourt. Hugh's companions here left him, for his shoes had fallen to pieces with the wet, and his feet were lacerated by the furze. Felim O'Toole, the lord of the neighbouring castles, was appealed to; for he had lately visited Hugh in prison, and was supposed to be his friend, the rather that he had married the sister of Feagh MacHugh O'Byrne. Fearing to offend the Government, or believing that escape was hopeless, O'Toole decided to gain credit for loyalty, and he gave up the fugitive, who was taken back to Dublin and loaded with irons.[211] [Sidenote: Tyrone elopes with Mabel Bagenal,] [Sidenote: which her brother resents.]