In 1594 Sir Ralph Lane, writing to Burghley, mentions that Hugh Roe O’Donnell would have broken down Ballyshannon but that his mother dissuaded him from it, assuring him that it might be defended with his own forces. Yet this very year it was evidently in the hands of the O’Donnells, and remained so until its capture in 1602. The State Papers of this period are full of letters requesting money and forces sufficient to take it, alleging that the fortress was the “key of the province,” and no peace could be hoped for in the north until it was garrisoned by English. In the meantime the O’Donnells lived in royal state, and with lavish hospitality entertained the surrounding chiefs, while their flag floated from the battlements. Sir George Carew observes of the Prince of Tirconnell: “O’Donnell is the best lorde of fishe in Ireland, and exchangeth fishe allwayes with foreign merchants for wyne, by which his call in other countryes is the kinge of fishe.” It was during a great assemblage of chiefs at Ballyshannon to organise a raid on the English border, that the great Shane O’Neill became madly enamoured of O’Donnell’s lovely daughter, Helen. He went to her father and demanded her hand, but was informed that the lady was already betrothed to Maguire, the young chieftain of Fermanagh, who held his lands under suzerainty of O’Donnell. This young man had been educated at the Spanish court, and was all that a maiden could wish in a suitor. One evening the lovers left the castle together, for a stroll by the river side, towards Belleek. Here, while Helen was singing to her harp, O’Neill, who had followed them, broke in upon their happiness. Maguire drew his sword to defend the lady, but he was no match for the great chief from whom he quickly received his death wound. O’Neill placed the fainting form of the fair Helen before him on his horse, and, with a few followers, rode to Dungannon Castle. Her father at once called his forces together, and followed to revenge the injury. The end of the story has several variations, but the most probable seems to be that O’Neill, finding the beautiful girl irreconcilable to the loss of her handsome lover, returned her to her father. The world had, however, lost its charm for her, and the rest of her short life was spent in seclusion. In 1597 the first determined attack was made on Ballyshannon. Sir Conyers Clifford, Governor of Connaught, with four thousand men, foot and horse, marched on the stronghold, accompanied by Donough, the son of Connor, Murragh, Baron of Inchiquin, and other Irish nobles. O’Donnell having all the fords guarded, they were obliged to cross the river about half a mile west of Belleek. Here the Baron of Inchiquin was shot through his armour, while his horse was standing in the deep water below the ford, where he was encouraging the soldiers and saving them from drowning.