16 January – Parliament declares Richard II of age to rule.[1]
13 March – The town of Winchelsea in East Sussex is attacked and burned by an expeditionary force from France for a second time.[2]
February – John de Cobham, 3rd Baron Cobham, is licensed to begin the 5-year fortification of Cooling Castle on the south side of the Thames Estuary; it is the earliest English castle designed for the use of gunpowder weapons by its defenders.
15 June – Peasants' Revolt: During further negotiations, Wat Tyler is murdered by the King's entourage. Noble forces subsequently overpower the rebel army, the rebel leaders are captured and executed and Richard revokes his concessions.[5]
The Canterbury city walls are being repaired. The ancient Roman walls are in disrepair and there has been concern that the French might raid the city. Murage is used for raising the money.
King Richard II tries to rule the country without Parliament.[4]
1386
8 March – Richard recognises John of Gaunt as King of Castile, by right of his second marriage to the Infanta Constanza of Castile in 1371, and grants him control of all royal lands in Ireland.[1]
July – John of Gaunt leaves England to make good his claim to the Crown of Castile.[1]
1 October – the Wonderful Parliament opens in Westminster Abbey and sits for 2 months, initially to consider the King's demand for money but going on to appoint a commission to oversee the court and government.[1]
14 November – a group of powerful nobles known as Lords Appellant raise arms against the King, demanding the arrest of members of the royal court.[1]
20 December – Battle of Radcot Bridge: Lords Appellant defeat Richard's army. The king is imprisoned until he agrees to replace all the councillors in his court.[1]
February – the entire court of King Richard II is convicted of treason by the Merciless Parliament, under the influence of the Lords Appellant, and are all either executed or exiled. Richard II effectively becomes a puppet of the Lords Appellant.[1]
^"Fires, Great", in The Insurance Cyclopeadia: Being an Historical Treasury of Events and Circumstances Connected with the Origin and Progress of Insurance, Cornelius Walford, ed. (C. and E. Layton, 1876) p27
^"Dockyard Timeline". Portsmouth Royal Dockyard Historical Trust. Retrieved 2018-09-21.