The hereditary lords of the town and castle were the old Earls of Pembroke, of the house of Clare, the last of whom was the renowned Richard[7] Strongbow, ‘Earl of Striguil, Chepstow, and Pembroke,’ who died in 1176, leaving a daughter, Isabel, by whose marriage the estates and title passed into the family of Marshall, and afterwards, by a similar union, into that of Herbert. In the reign of Edward the Fourth, the castle, manor, and lordship of Chepstow, were held by Herbert, Earl of Pembroke, who was beheaded after the battle of Banbury, in 1469. By the marriage of Elizabeth, sole daughter and heiress of William Herbert—Earl of Huntingdon, and Lord Herbert of Raglan, Chepstow, and Gower—it descended to Sir Charles Somerset, who was afterwards created Earl of Worcester. It is now one of the numerous castles belonging to his illustrious descendant, the Duke of Beaufort.
During the wars of the Commonwealth, the castle was garrisoned by the king’s troops; but, in 1645, Colonel Morgan, governor of Gloucester, at the head of a small body of horse and foot, entered the town without much difficulty; and, on the 5th October, sent the following summons to Sir Robert Fitzmaurice: “Sir,—I am commanded by his Excellency, Sir Thomas Fairfax, to demand this castle for the use of the King and Parliament, which I require of you, and to lay down your arms, and to accept of reasonable propositions, which will be granted both to you and your soldiers, if you observe this summons: and further, you are to consider of what nation and religion you are; for if you refuse the summons, you exclude yourself from mercy, and are to expect for yourself and soldiers no better than Stinchcombe quarter. I expect your sudden answer, and according thereunto shall rest your friend,—Thomas Morgan.”
To this summons the governor answered: “Sir,—I have the same reason to keep this castle for my master the King, as you to demand it for General Fairfax; and until my reason be convinced, and my provisions decreased, I shall, notwithstanding my religion and menaces of extirpation, continue in my resolution, and in my fidelity and loyalty to the king. As to Stinchcombe quarter, I know not what you mean by it; nor do depend upon your intelligence for relief, which in any indigence I assure me of; and in that assurance I rest your servant,—Robert Fitzmaurice.
“P.S.—What quarter you give me and my soldiers, I refer to the consideration of all soldiers, when I am constrained to seek for any.”
Stinchcombe, near Dursley on the Severn, was a place where the Parliament accused Prince Rupert of putting their men to the sword.
In consequence of this answer the siege was commenced, and carried on with so much vigour, that, in the course of four days, the castle surrendered, and the governor and his garrison were made prisoners of war. Later in the history of that melancholy period, it was surprised by a body of royalists, under Sir Nicholas Kemeys. Cromwell then directed his whole strength upon it, and reduced the town; but, for a time, found the castle impregnable. At last, however, exhausted with fatigue, and on the verge of famine, the garrison were forced into a parley with the besiegers; and, in the surrender of the fortress, Sir Nicholas Kemeys “was killed in cold blood.” The following is Colonel Ewer’s report[8] on the reduction of Chepstow Castle. His letter is addressed to the Honourable William Lental, Speaker of the House of Commons:—
“Sir,—Lieutenant-General Cromwell, being to march towards Pembroke Castle, left me with my regiment to take in the Castle of Chepstow, which was possessed by Sir Nicholas Kemish [or Kemeys], and with him officers and soldiers to the number of 120. We drew close about it, and kept strong guards upon them, to prevent them from stealing out, and so to make their escape. We sent for two guns from Gloucester, and two off a shipboard, and planted them against the castle. We raised [razed] the battlements of their towers with our great guns, and made their guns unusefull for them. We also plaid with our shorter pieces into the castle. One shot fell into the governor’s chamber, which caused him to remove his lodgings to the other end of the castle. We then prepared our batteries, and this morning finished them. About twelve of the clock, we made a hole through the wall, so low that a man might walk into it. The soldiers in the castle, perceiving that we were like to make a breach, cried out to our soldiers that they would yield the castle, and many of them did attempt to come away. I caused my soldiers to fire at them to keep them in. Esquire Lewis comes upon the wall, and speaks to some gentlemen of the county that he knew, and tells them that he was willing to yield to mercy. They came and acquainted me with his desire, to which I answered, that it was not my work to treat with particular men, but it was Sir Nicholas Kemish, with his officers and all his soldiers, that I aimed at; but the governor refused to deliver up the castle upon these terms that Esquire Lewis desired, but desired to speak with me at the drawbridge, while I altogether refused to have any such speech with him, because he refused Lieutenant-General Cromwell’s summons; but, being overpersuaded by some gentlemen of the country that were there, presently I dismounted from my horse, and went unto the drawbridge, where he through the port-hole spake with me. That which he desired was, that he, with all his officers and soldiers, might march out of the castle without anything being taken from them; to which I answered, that I would give him no other terms but that he and all that were with him should submit unto mercy, which he swore he would not do. I presently drew off the soldiers from the castle, and caused them to stand to their arms; but he refusing to come out upon those terms, the soldiers deserted him, and came running out at the breach we had made. My soldiers, seeing them run out, ran in at the same place, and possesst themselves of the castle, and killed Sir Nicholas Kemmish, and likewise him that betrayed the castle, and wounded divers, and took prisoners as followeth:—Esquire Lewis, Major Lewis, Major Thomas, Captain Morgan, Captain Buckeswell, Captain John Harris, Captain Christopher Harris, Captain Mancell, Captain Pinner, Captain Doule, Captain Rossitre, Lieutenant Kemmish, Lieutenant Leach, Lieutenant Codd, Ensign Watkins, Ensign Morgan, with other officers and soldiers, to the number of 120. These prisoners we have put into the church, and shall keep them till I receive further orders from Lieutenant-General Cromwell.
“This is all at present, but that I am your humble servant,
“Isaac Ewer.”
“Chepstow, May 28, 1648.”