In the year 1400 Oswestry was burnt during an insurrection of the Welsh. After a peaceable submission of upwards of a century, they made an attempt to regain their ancient independence under the renowned Owain Glyndwr. Lord Grey had unjustly seized upon some part of Glyndwr’s estates, which lay between Llangolen and Corwen. Owain sought satisfaction without having recourse to parliament, but he met with no redress. He, therefore, animated by his descent from the ancient line of British princes, caused himself to be proclaimed Prince of Wales on September 20th, 1400, and commenced his warlike career by attacking his enemy, Lord Grey, from whom he immediately recovered the lands which that nobleman had deprived him of. Relying on the valour of his soldiers and the inaccessible mountains of his country, he set at defiance the whole power of England. He assembled his forces at Oswestry, in order to join Lord Percy against the king. The Welsh chieftain sent off his first division of 4,000 men (an account of which has been noticed in a preceding page), and at the head of 12,000 men had the mortification of being obliged to remain inactive at Oswestry. Gough observes, that about two miles from Shrewsbury, where the Welshpool road diverges from that which leads to Oswestry, there stands an ancient decayed oak tree, of which there is a tradition, that Glyndwr ascended it to reconnoitre; but finding that the king was in great force, and that the Earl of Northumberland had not joined his son, Percy, he fell back to Oswestry, and immediately after the battle retreated precipitately into Wales. In 1409 Glyndwr made great devastations in the Marches, and the estates of Lord Powis suffered greatly. Several of the officers of the lords of the Marches, for the sake of preserving their country from the fury of the Welsh, by their own authority formed a truce with Glyndwr and his partizans. King Henry, highly indignant at these agreements, immediately issued writs to the lords of Knockin, Ellesmere, and other bordering manors, to cause such illegal compacts to be rescinded, and Glyndwr and his adherents to be pursued and attacked with the utmost vigour. Owain appears after this to have secured himself in the mountainous districts of Wales, and to have acted entirely upon the defensive. He died on the 20th of December, 1415.