Fishing rights seem to have been attached to the castle in 1425, and more than a hundred years later they still formed a Government revenue. In 1535 the Treasurer went to Carlingford to inspect the King’s castle. He reported that it and Greencastle with the country round had been almost destroyed, and that if the war was to continue English workmen would have to be sent over to put the castle in repair. He suggested that the expenses should be defrayed by the fishing dues.
This does not seem to have been done, for in 1549 both castles were in a dilapidated condition. Three years later Sir Nicholas Bagenall was granted “the Manor of Carlingford and an old castle there, and the whole demesne and manor of Mourne and Greencastle, the castle and demesne of the Black Friars in Carlingford.” Ten years later it was still in his hands.
In 1596 the Earl of Tyrone, after having pretended to submit to the Government, made an incursion into the Pale. It seems that his foremost troops were commanded by his son-in-law, Henry Oge, who endeavoured to surprise the castle at Carlingford. This he was unable to accomplish, but, “missing of his principal purpose, there were carried away as prisoners, in lamentable manner, two gentlewomen, daughters of Captain Henshaw, the one married and the other a maid.”
The Earl, who was following, had intended to reinforce the troops after the seizing of the town and fortress, but the failure of the enterprise prevented his doing so. He acknowledged having carried off the ladies from the castle “in time of peace,” and refused to return them until O’Hanlon’s son was liberated in exchange.
Marmaduke Whitechurch was constable of Carlingford in 1610, and had six warders under his command.
In 1641 “Sir Con Maginse tooke the forte and castle of the Neurie and Carlingfoorde.”
The next year it was captured by a ruse graphically described as follows: “5th of May. Newes came from Dundalk to the Lords Justices by Captaine Cadogan (who came thence through Maday with ten horse-men only) that the Newry was not only retaken by the Lord Conway and Munroe, the Scots commander, from the rebels, but also that the towne and castle of Carlingford were taken by a ship that came from Knockfergus. Their policy was to put up the Spanish colours, which the rebels discerning, sent a fisher-boat, with ten or twelve of their commanders, to goe aboard the ship, supposing that some ammunition was come unto them; but the captaine of the ships, instead of shewing them any such commodities, clapt them up under decks, and so landing his musketiers, they took the towne, which they of the castle soone perceiving, fled away, and left both unto our forces.”