Time to give another popular pub name myth a thrashing. There are more than 150 pubs around Britain called the Chequers, which puts it into the top 30 pub names, and yet the explanation given in most pub name books for the origin of the sign is complete cobblers.
The likeliest source of the problem seems to be Brewer’s Dictionary of Phrase and Fable, which declares that “the arms of FitzWarren [that is, blue and gold checks], the head of which had the privilege of licensing ale-houses in the reign of Edward IV, probably helped to popularise this sign.”
Almost every writer has repeated this story without making any checks (pun intended). Brewer’s itself looks to have nicked the claim from the Gentleman’s Magazine, which printed the story of the FitzWarrens, their chequered arms, and alehouse licensing as the origin of the pub sign in September 1794. However, every claim in the tale is nonsense. For a start the Warenne (not FitzWarren) family, Earls of Surrey, whose arms were indeed “chequy azure and or”, died out in the direct line in 1347, during the reign of Edward III, more than a century before Edward IV.