Henry Tudor, Earl of Richmond, was the last remaining claimant of the House of Lancaster to the English throne in 1485. He managed to gather sufficient support from the French and Scottish royal families while in exile in France. By promising to marry Elizabeth of York, daughter of Edward IV, he also gained support in the Yorkist camp. When Richard III, King of England and representative of the House of York, learned that Henry Tudor was planning an invasion of England, he gathered troops. In centrally located Nottingham, Richard hoped to strike quickly on all sides, depending on where Henry Tudor landed.
Henry Tudor finally left France on 1 August 1485 with an army of 600 exiles and 2000 French and Scottish mercenaries. On 7 August he landed at Milford Haven in Wales, hoping to gather further support in Wales through his uncle Jasper Tudor. He also attempted to contact his stepfather, Thomas Stanley, Lord Stanley.
Due to kinship relations with Richmond, Richard III distrusted Lord Stanley, so he held the latter's son, Lord Strange, hostage. Lord Stanley and his brother, Sir William Stanley, kept a low profile because of this situation and did not openly profess support for Richmond.
Richard moved his troops under the leadership of John Howard, 1st Duke of Norfolk, including an army under Henry Percy, 4th Earl of Northumberland, towards the village of Sutton Cheney. Richmond camped with his troops four miles away at Whitemoors, while the Stanleys positioned themselves some distance from both armies.