It was from here that Red Hugh O'Donnell marched to the disastrous Battle of Kinsale in 1601. When the O' Donnells surrendered it to the English in 1602, it was already in a bad state of repair. In 1633, the Taaffes owned it for a short time, but had to surrender it again to the English Parliamentary forces in 1652. In the Williamite wars the castle was held by Captain Terence MacDonagh for King James II, but he had to surrender it to Lord Granard in the face of an artillery attack in 1690. Soon afterwards the fortifications were made harmless, the moat was filled up and the castle fell into ruins.