The town had a considerable part in the operations of the Civil Wars, being held at the outset by the Parliamentarians, and captured by the Royalists in 1644, but soon retaken by Sir Thomas Fairfax.
Isolated by the departure of the papal nuncio from Ireland in February 1649, he made overtures for alliance to Ormonde, and afterwards with success to Monck, who had superseded Monro in command of the parliamentarians in the north.
In this he was disappointed; but he continued to fight against the parliamentarians till August 1652, when a reward was offered for his apprehension.
Raglan Castle, near Monmouth, now a beautiful ruin, was the seat of the earls and the ist marquess of Worcester, until it was besieged by the Parliamentarians in 1646, and after its capitulation was dismantled.
Here Pym and Hampden and other leaders of the Parliamentarians were wont to meet in 1640.