Events from the 1500s in England.

• Monarch – Henry VII (until 21 April 1509), then Henry VIII
• Regent – Margaret Beaufort, Countess of Richmond and Derby (starting 21 April, until 28 June 1509)

• 1500
  • Publication of This is the Boke of Cokery, the first known printed cookbook in English.
• 1501
  • 27 January – Archbishop of Canterbury-elect Thomas Langton dies before his consecration.^{[citation needed]}
  • March – first royal court held at the new Richmond Palace.^[1]
  • 26 April – Henry Deane elected to the Archbishopric of Canterbury.^{[citation needed]}
  • 2 October – Catherine of Aragon first sets foot in England, at Plymouth; on 4 November she meets her intended spouse, Arthur, Prince of Wales, for the first time, at Dogmersfield in Hampshire.
  • 14 November – Marriage of Arthur, Prince of Wales to Catherine of Aragon at St Paul's Cathedral in London by the Archbishop of Canterbury,^[2] followed by a public bedding.^[3]
• 1502
  • 24 January – Treaty of Perpetual Peace between Scotland and England is signed at Richmond Palace.^[4]
  • 2 April – death of Arthur, Prince of Wales of fever, at Ludlow Castle, aged 15.^[1] He is buried in Worcester Cathedral.
  • 6 May – James Tyrrell executed for allegedly murdering the Princes in the Tower.^[1]
  • 19 June – Treaty between England and the Holy Roman Empire signed at Aachen.^[5]
  • 26 December – Edmund de la Pole, 3rd Duke of Suffolk, is proclaimed an outlaw at Ipswich on suspicion of plotting against the King.
  • Bristol merchants return from Newfoundland carrying three native people and cod from the Grand Banks.^[6][7]
  • Macclesfield Grammar School is founded by Sir John Percyvale.
• 1503
  • 24 January – construction of Henry VII's Chapel at Westminster Abbey begins.^[1]
  • 8 August – marriage of James IV of Scotland and Henry VII's daughter, Margaret Tudor.^[1]
  • 19 November – William Warham enthroned as Archbishop of Canterbury.^[1]
• 1504
  • 18 February – Henry Tudor created Prince of Wales.^[8]
  • March – private liveried retainers banned.^[1]
  • Silver shilling is the first English coin to be minted bearing a recognisable portrait of the King.^[1]
• 1505
  • 28 June – planned marriage of Henry Tudor and Catherine of Aragon postponed when the dowry fails to arrive from Spain.^[1]
  • Christ's College, Cambridge is granted a royal charter at the instigation of Lady Margaret Beaufort, the King's mother, refounding it under its present name.^[9]
• 1506
  • 16 January – Duke Philip IV of Burgundy lands at Melcombe Regis after the fleet carrying him to Castile (where he is to take the crown) runs into a violent storm.
  • 9 February and 20 March – Treaties of Windsor ally England, Burgundy, and the Habsburgs against France.^[1]
  • 24 April – Edmund de la Pole, 3rd Duke of Suffolk, imprisoned as a rival claimant to the throne.^[1]
  • 30 April – Malus Intercursus, a treaty between Henry VII and Philip of Burgundy, is signed at Melcombe Regis.
• 1507
  • 21 December – Henry VII arranges a marriage between his younger daughter, Mary Tudor and Habsburg Archduke Charles.^[1]
• 1508
  • December – formation of the League of Cambrai between France and the Habsburgs results in the wedding between Mary Tudor and Archduke Charles being called off.^[1]
• 1509
  • 22 April – the 17-year-old Henry VIII becomes King of England on the death of his father, Henry VII;^[5] he will reign for 38 years. His grandmother Lady Margaret Beaufort serves as regent until her death on 29 June.
  • 11 June – Henry VIII marries Catherine of Aragon, his brother's widow.^[5]
  • 19 June – Brasenose College, University of Oxford, is founded by Sir Richard Sutton (lawyer), of Prestbury, Cheshire, and the Bishop of Lincoln, William Smyth.
  • 24 June – coronation of Henry VIII.^[10]
  • 29 June – death of Lady Margaret Beaufort initiates foundation of St John's College, Cambridge^[1] (charter 1511).
  • November – Court chaplain Thomas Wolsey becomes royal almoner.^[1]
  • Formation of the Troop of Gentlemen as a royal escort, origin of the Honourable Corps of Gentlemen at Arms.
  • Desiderius Erasmus writes The Praise of Folly while staying with Thomas More.^[1]
  • St Paul's School, London, is founded by John Colet, Dean of St. Paul's Cathedral.^[1]
  • Royal Grammar School, Guildford, is founded under the will of Robert Beckingham.
  • Queen Elizabeth's Grammar School, Blackburn, is founded.

• 1500
  • 12 March – Reginald Pole, Cardinal Archbishop of Canterbury (died 1558)
• 1501
  • 16 January – Anthony Denny, confidant of Henry VIII of England (died 1559)
  • 21 March – Anne Brooke, Baroness Cobham, born Anne Braye (died 1558)
  • 18 September – Henry Stafford, nobleman (died 1563)
  • approximate date
    • Anne Boleyn, second queen consort of Henry VIII of England (executed 1536)
    • Nicholas Heath, archbishop of York and Lord Chancellor (died 1578)
• 1502 – approximate date
  • Elizabeth Blount, mistress of King Henry VIII of England (died 1540)
  • Henry Percy, 6th Earl of Northumberland, courtier (died 1537)
• 1503
  • 13 September (?) – John Leland, antiquarian (died 1552)
  • John Frith, Protestant priest and martyr (died 1533)
  • Approximate date – Thomas Wyatt, lyric poet and diplomat (died 1542)
• 1504
  • 6 August – Matthew Parker, Archbishop of Canterbury (died 1574)
  • c. December – Nicholas Udall, playwright and schoolmaster (died 1556)
  • John Dudley, 1st Duke of Northumberland, Tudor nobleman and politician (executed 1553)
• 1505
  • William Cavendish, courtier (died 1557)
  • Philip Hoby, politician (died 1558)
  • Thomas Wriothesley, 1st Earl of Southampton, politician (died 1550)
  • Thomas Tallis, composer (died 1585)
  • Christopher Tye, composer and organist (died 1572)
• 1506
  • Elizabeth Barton, nun (died 1534)
  • Margaret Lee, confidante of Queen Anne Boleyn (died 1543)
  • William Paget, 1st Baron Paget, statesman (died 1563)
• 1507
  • Ralph Sadler, statesman (died 1587)

• 1500
  • 29 May – Thomas Rotherham, Archbishop of York and Lord Chancellor (born 1423)
  • 19 June – Edmund Tudor, Duke of Somerset, son of Henry VII (born 1499)
  • 15 September – John Morton, Archbishop of Canterbury (born c. 1420)
  • 1 October – John Alcock, Bishop of Ely (born c. 1430)
• 1501
  • April – John Doget, diplomat (year of birth unknown)
  • 20 September – Thomas Grey, 1st Marquess of Dorset, stepson of Edward IV of England (born c. 1453)
• 1502
  • 2 April – Arthur, Prince of Wales (born 1486)
  • 6 May – James Tyrrell, knight, alleged murderer of the princes in the Tower (executed) (born c. 1450)
• 1503
  • 11 February – Elizabeth of York, queen of Henry VII of England (born 1466)^[11]
  • 15 February – Henry Deane, Archbishop of Canterbury (born c. 1440)
  • 16 March – Edward Story, Bishop of Carlisle and Chichester (year of birth unknown)
  • 24 June – Reginald Bray, Chancellor of the Duchy of Lancaster and architect (born 1440)
  • 23 November – Margaret of York, wife of Charles I, Duke of Burgundy (born 1446)
  • Richard Amerike, merchant and patron of John Cabot (born 1445)
• 1504
  • 29 July – Thomas Stanley, 1st Earl of Derby (born 1435)
• 1507
  • 24 August – Cecily of York, princess (born 1469)
• 1508
  • 13 October – Edmund de Ros, 10th Baron de Ros, politician (born 1446)
• 1509
  • 29 April – King Henry VII of England (born 1457)^[11]
  • 29 June – Lady Margaret Beaufort, mother of Henry VII (born 1443)