Gregory of Caergwent or Winchester (fl. 1270) was a British monk and historian. Gregory entered Gloucester Abbey, according to his own account, on 29 October 1237, and is stated to have lived there for sixty years. He wrote the annals of his monastery from the year 682 to 1290, a work which has only survived in an epitome made by Lawrence Nowell. It consists almost entirely of obituaries and of notices relating to events which concerned his own monastery or the town of Gloucester; but in the early part it includes matter which is not contained in the Historia S. Petri Gloucestriæ, printed in the Rolls Series. His compilation is thought to have been a source for Walter Froucester's later revision of the Gloucester chronicle.