Sir Roger Williams was a Welsh soldier of fortune and military theorist, who served the Protestant cause, fighting against the Spanish in several theatres of war. Robert Dudley, 1st Earl of Leicester said that as a soldier he was "worth his weight in gold". He was later a close associate of Robert Devereux, 2nd Earl of Essex, and became a national hero because of his exploits fighting the Catholic League. He has been described as "an obstreperous, opinionated Welsh soldier" who was "Essex's devoted confederate and agent".

Fluellen is a fictional character in the play Henry V by William Shakespeare. Fluellen is a Welsh Captain, a leader of a contingent of troops in the small army of King Henry V of England while on campaign in France during the Hundred Years' War. He is a comic figure, whose characterisation draws on stereotypes of the Welsh at that time, but he is also portrayed as a loyal, brave and dedicated soldier.