1490s in England
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- Monarch – Henry VII
- Regent – Arthur, Prince of Wales (starting 2 October, until 17 November 1492)
- Parliament – 3rd of King Henry VII (until 27 February 1490), 4th of King Henry VII (starting 17 October 1491, until 5 March 1492), 5th of King Henry VII (starting 14 October, until 22 December 1495), 6th of King Henry VII (starting 16 January, until 13 March 1497)
- October – English army lays siege to Boulogne.
- 3 November – Peace of Etaples signed between England and France, ending French support for the pretender Perkin Warbeck. All English-held territory in France with the exception of Calais is returned to France. France withdraws its support for Perkin Warbeck.
- Richard Pynson prints his first known dated book in London, an edition of Alexander Grammaticus's Doctrinale.
- Founding date of Ermysted's Grammar School, Skipton, North Yorkshire.
- 16 February – William Stanley, the Lord Chamberlain, executed for supporting Warbeck.
- 3 July – Battle of Deal: Perkin Warbeck's troops land at Deal, Kent, in support of his claim to the English crown, backed by Margaret of York, Duchess of Burgundy. They are routed before Warbeck himself can disembark, and he retreats to Ireland and then to Scotland.
- Henry VII commissions the world's first dry dock at Portsmouth.
- 24 February – Henry VII signs the commercial treaty Intercursus Magnus with Venice, Florence and the villes of the Hanse and Pays-Bas.
- 5 March – King Henry VII issues letters patent to Italian-born adventurer John Cabot and his sons, authorising them to discover unknown lands.
- 12 June – Jesus College, Cambridge, founded.
- 21–25 September – James IV of Scotland invades Northumberland in support of the pretender Perkin Warbeck.
- A public convenience is built on the "Old Welsh Bridge" in Shrewsbury.
- 17 June – Cornish rebels under Michael An Gof are soundly defeated by Henry VII at the Battle of Deptford Bridge near London.
- 7 September – Second Cornish Uprising: Perkin Warbeck lands at Whitesand Bay near Land's End.
- 10 September – Warbeck proclaimed as King in Bodmin.
- 30 September – Treaty of Ayton establishes 7-year peace with Scotland.
- 4 October – leaders of the Second Cornish Uprising surrender to the King at Taunton.
- 5 October – Warbeck, having deserted his army, is captured at Beaulieu Abbey in Hampshire.
- John Alcock's Mons Perfectionis is published, the first printed sermon by an English bishop.
- Possible date – first performance of the earliest known full-length secular play wholly in English, Fulgens and Lucrece by Henry Medwall, the first English vernacular playwright known by name, perhaps at Lambeth Palace in London.
- Summer – the final Welsh revolt of the medieval era breaks out in Meirionydd, North Wales; Harlech Castle is captured by the rebels before the revolt is suppressed.
- 19 May – 13-year-old Catherine of Aragon, the future first wife of Henry VIII, is married by proxy to his brother, 12-year-old Arthur, Prince of Wales.
- 23 November – Perkin Warbeck, pretender to the English crown, is hanged at Tyburn following an alleged attempt to escape from the Tower of London.
- 28 November – Edward Plantagenet, 17th Earl of Warwick, last legitimate male heir to the House of York, is beheaded for allegedly conspiring in Warbeck's escape.
- 28 March – Mary Tudor, daughter of Henry VII of England and queen of Louis XII of France (died 1533)
- Edward Foxe, English churchman (died 1538)
- Anthony St Leger, Lord Deputy of Ireland (died 1559)
- Henry Somerset, 2nd Earl of Worcester (died 1549)
- Approximate date – Richard Rich, 1st Baron Rich, Lord Chancellor (died 1567)
- James Blount, soldier (year of birth unknown)
- Powicke, F. Maurice; Fryde, E. B., eds. (1961). Handbook of British Chronology (2nd ed.). London: Butler & Tanner Ltd. p. 38.
- Palmer, Alan; Veronica (1992). The Chronology of British History. London: Century Ltd. pp. 135–138. ISBN 0-7126-5616-2.
- Williams, Hywel (2005). Cassell's Chronology of World History. London: Weidenfeld & Nicolson. pp. 189–192. ISBN 0-304-35730-8.
- Kurian, George Thomas (2003). Timetables of World Literature. New York: Facts on File. ISBN 0-8160-4197-0.
- Cox, Michael, ed. (2004). The Concise Oxford Chronology of English Literature. Oxford University Press. ISBN 0-19-860634-6.
- "Treason Act 1495, The UK Statute Law Database". Retrieved 2007-12-01.
- Blackwall, Anthony (1985). Historic Bridges of Shropshire. Shrewsbury: Shropshire Libraries. ISBN 0-903802-31-7.