John Oldcastle John Oldcastle Sir John Oldcastle (died 14 December 1417) was an English Lollard leader. Being a friend of Henry V, he long escaped prosecution for heresy. When convicted, he escaped from the Tower of London and then led a rebellion against the King. Eventually, he was captured and executed in London. He formed the basis for William Shakespeare's character John Falstaff, who was originally called John Oldcastle. Oldcastle's date of birth is unknown, although dubious and possibly apocryphal sources place it variously at 1360 or 1378. His father was Richard Oldcastle of Almeley in northwest Herefordshire. His grandfather, also called
John Oldcastle John Oldcastle, was Herefordshire's MP during the latter part of the reign of King Richard II. Oldcastle is first mentioned in two separate documents in 1400, first as a plaintiff in a suit regarding the advowson of Almeley church, and again as serving as a knight under Lord Grey of Codnor in a military expedition to Scotland. In the next few years Oldcastle held notable positions in the Welsh campaigns of King Henry IV of England against Owain Glyndŵr, including captaincy first over Builth Castle in Brecknockshire and then over Kidwelly. Oldcastle represented Herefordshire as a "knight of the shire"