Stephen Littleton, born about 1575, died in 1606, was an Englishman executed for his involvement in the Gunpowder Plot. He was born as the eldest son of George Littleton and Margaret Smith, daughter and heir to Richard Smith of Shirford, Warwickshire. George was the older brother of Humphrey Littleton who was uncle to Stephen Littleton and the two were not cousins, which is incorrectly mentioned in some sources. Stephen Littleton was also related to John Littleton, who was in 1601 with Robert Devereux, 2nd Earl of Essex's Uprising against Elizabeth I of England. Littleton lived mainly in the Holbeche House, the house the conspirators took after the gunfire had failed, and he was considered to be a prominent role in the Catholic community in Midlands. Littleton has been described as very tall, with brown hair and with no or very little beard growth. Littleton did not know much about the Gunpowder Plot in advance, but instead he believed that Robert Catesby took people to an army to fight in Flanders; Catesby should also have offered Littleton a service in this army. After the conspiracy had failed on 5 November 1605, Littleton fled with several of the conspirators to Holbeche House. Once upon a time, Robert Wintour was asked if he could not investigate if his father-in-law John Talbot could assist the conspirators, but Wintour refused. Instead, Thomas Wintour and Littleton were allowed to go and investigate this. John Talbot, however, proved to be loyal to James I of England and sent away Wintour and Littleton. When they were both on their way back to Holbeche House, they found out that some of the conspirators had died while the rest of them had moved the field. When they received this message, Littleton chose to fly on his own and he urged Wintour to do the same. Wintour did not listen to him but proceeded to Holbeche House, where he saw that the conspirators were alive, but some of them were injured. Robert Wintour was one of the conspirators who fled from Holbeche House on the night of 7-8 November and he met up with Littleton shortly thereafter. On 9 January 1606 they both were arrested. They had spent two months on a flight where they were hiding in barns and houses and at one time they had to block a drunk hunter who had discovered their hideaway. They were eventually revealed in Humphrey Littleton's home in Hagley Hall since a cook named John Finwood had informed the authorities about their retreat. Humphrey, who had managed to fly from his home in Hagley, was arrested later at Prestwood, Staffordshire. Stephen Littleton was sentenced to death for his actions and was executed sometime in 1606 in Stafford, Staffordshire.