- 28 January 1457 – Birth of Henry Tudor in Pembroke Castle, West Wales
- 27 October 1470 – Audience with Henry VI in London
- 2 June 1471 – Escapes from Tenby with his uncle Jasper Tudor, Earl of Pembroke
- 25 December 1483 – Swears an oath in Rennes Cathedral to marry Elizabeth of York
- 1 August 1485 – Sails from Harfleur with an army
- 7 August 1485 – Lands at Mill Bay near Dale, Pembrokeshire
- 22 August 1485 – Defeats Richard III at Bosworth Field and becomes King of England and of France, Lord of Ireland and Prince of Wales
- 30 October 1485 – Coronation of Henry VII
- 7 November 1485 – First Parliament of Henry VII
- 18 January 1486 – Marries Elizabeth of York in Westminster Abbey
- 19 September 1486 – Birth of Prince Arthur in Winchester
- 24 May 1487 – Pretender Lambert Simnel crowned king in Dublin
- 16 June 1487 – Defeats Simnel’s forces at Battle of Stoke Field
- 9 November 1487 – Second Parliament of Henry VII
- 13 January 1489 – Third Parliament of Henry VII
- 10 February 1489 – Treaty of Redon
- 27 March 1489 – Treaty of Medina del Campo
- 29 November 1489 – Birth of Princess Margaret
- 17 October 1491 – Fourth Parliament of Henry VII
- November 1491 – Pretender Perkin Warbeck appears in Ireland
- October 1492 – Henry VII invades France
- 18 October 1492 – Siege of Boulogne
- 3 November 1492 – Treaty of Etaples
- 16 February 1495 – Execution of William Stanley
- 14 October 1495 – Fifth Parliament of Henry VII
- February 1496 – Magnus Intercursus signed with the Netherlands
- 5 March 1496 – Letters Patent issued to John Cabot
- March 1496 – Birth of Princess Mary
- 1 October 1496 – Treaty for marriage of Prince Arthur and Catherine of Aragon
- 16 January 1496 – Sixth Parliament of Henry VII
- May 1497 – Cornish Rebellion
- 17 June 1497 – Battle of Blackheath
- 30 September 1497 – Treaty of Ayton
- 5 October 1497 – Surrender of Perkin Warbeck
- May 1499 – First proxy marriage of Prince Arthur and Catherine of Aragon
- May 1499 – Edmund, Earl of Suffolk, flees to Calais
- 16 November 1499 – Execution of Perkin Warbeck
- 29 November 1499 – Execution of Earl of Warwick
- 9 June 1500 – Meeting of Henry VII and the Archduke Philip at Calais
- 19 June 1500 – Death of Prince Edmund
- 15 September 1500 – Death of Cardinal Morton
- July 1501 – Edmund, Earl of Suffolk, flees for a second time
- 14 November 1501 – Marriage of Prince Arthur and Catherine of Aragon
- 2 April 1502 – Death of Prince Arthur
- 6 May 1502 – Execution of Sir James Tyrell
- 11 February 1503 – Death of Queen Elizabeth
- 23 June 1503 – Betrothal of Prince Henry and Catherine of Aragon
- 8 August 1503 – Marriage of Princess Margaret and James IV
- 25 January 1504 – Seventh Parliament of Henry VII
- October 1505 – Treaty of Blois
- 12 January 1406 – Landing of Archduke Philip at Melcombe Regis
- 9 February 1506 – Treaty of Windsor
- 23 April 1506 – Departure of Archduke Philip
- 30 April 1506 – Intercursus Malus
- 21 December 1507 – Betrothal of Princess Mary and Archduke Charles
- 10 December 1508 – League of Cambrai
- 21 April 1509 – Death of Henry VII
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