Angles colonise the North Sea and Humber coastal areas, particularly around Holderness.
501
Port and his sons, Bieda and Mægla, arrive at modern-day Portsmouth.
519
Cerdic founds the Kingdom of Wessex.
527
Foundation of the Kingdom of Essex.
536
The climate changes of 535–536 likely caused a great famine and decline in population.
547
Angles under Ida conquer a Celtic area called Bryneich, founding the Kingdom of Bernicia.
549
A great plague causes much population loss.
550
Gildas completes his post-Roman history On the Destruction of Britain.
560
Angles conquer eastern Yorkshire and the British kingdom of Ebrauc, and establish the Kingdom of Deira.
571
Foundation of the Kingdom of East Anglia.
Battle of Bedcanford: Cuthwulf captures Limbury, Aylesbury, Benson, and Eynsham.
577
Battle of Deorham: Ceawlin of Wessex captures Gloucester, Cirencester, and Bath, expanding his kingdom to the west.
581
Ælla enlarges the Kingdom of Deira.
584
Battle of Fethanleag, perhaps at Stoke Lyne in Oxfordshire: Ceawlin and Cutha fight against the Britons; the latter is killed and the former returns to his kingdom.
585
Foundation of the Kingdom of Mercia.
590
Elmet joins an alliance of Celtic kingdoms against the expanding Angles of Bernicia.
Urien of Rheged murdered.
597
Saint Augustine leads a papal mission to Britain, converts Kent to Christianity, and becomes the first Bishop of Canterbury.
598
Traditional foundation date of St Augustine's Abbey, Canterbury.
c. 600
Battle of Catraeth (perhaps Catterick, North Yorkshire): Northumbria defeats an invasion by a combined force from Wales and Lothian.