Tudor Times is the online repository for all things Tudor and Stewart (1485–1625)

On 24th August 1507, Cicely of York died in relative obscurity. Cicely, who, following convention was named after her grandmother, Cicely Neville, was the third daughter of Edward IV and Elizabeth Woodville, born in 1469. During her father’s lifetime she had been mooted as a wife for James IV of Scotland. When her brother, Edward V, was deposed, she lived in sanctuary at Westminster Abbey with her mother and sisters, until, eventually, they were persuaded to join Richard III’s court.

During early 1485 a marriage to Ralph Scrope of Upsall was solemnised, but probably not consummated as it was later annulled. When Henry VII became King and married her sister, Elizabeth of York, Cicely was married to his half-uncle, Lord Welles. As the Queen’s oldest surviving sister, she carried the infant Prince Arthur to the font for his christening. Widowed in 1498, her second marriage caused uproar.

The 22nd August 1485 is the anniversary of the Battle of Bosworth at which Henry Tudor, a rather junior member of the Lancastrian branch of the royal family, defeated Richard III, the Yorkist King. Henry had been in exile, first in Brittany, then latterly in France, since the age of fourteen. During the reign of Edward IV there was little or no chance of a successful Lancastrian bid to regain the throne, but when Richard III deposed his nephew, Edward V, many Yorkists were disaffected and were willing to join Henry.

An initial attempt on the throne, led by Richard’s erstwhile supporter, the Duke of Buckingham, in August 1483 had failed, but Henry received significant support at home, as well as from the troops raised abroad. To read more about some of the private motivations for fighting on either side, read our guest article, Fighting Bosworth, by Chris Skidmore, author of 'Bosworth: The Birth of the Tudors'.

On Sunday, 21st August 1485, two men were contemplating the future. Although they had never met, they both knew that within twenty-four hours, one of them would be either dead, or a prisoner. Each sincerely believed that he had God on his side, as he prepared for a battle that would take place the following day. The odds were in favour of Richard III, who had taken the crown in April 1483. He was an established monarch, well-known to the nobles and gentlemen of the country, and could expect that the majority of them would fight for him.

On the other side was Henry Tudor, whose hereditary title of Earl of Richmond had been confiscated by Edward IV. Henry had been in exile for fifteen years, and his claim to be the senior Lancastrian claimant to the throne was weak. It hardly seemed likely that he would win. But Richard was not popular, other than with his own close friends. His usurpation of the throne had led many Yorkists to prefer Henry, and, even as preparations for battle continued, Richard’s support was waning. In a world where the whole noble class was intermarried repeatedly, allegiances were complex and frequently shifting. Read more about the motivations of those who followed Richard and Henry in our Guest Article by Chris Skidmore here.