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This is the earliest known Old English inscriptions date from this period. This is a time period from 450-480. I put the year as 465 since it is in the middle.
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The oldest surviving manuscripts of Middle English date from this period.
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English replaces Latin as the medium of instruction in schools, other than Oxford and Cambridge which still retain Latin.
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Wyclif publishes his English translation of the Bible
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William Caxton establishes the first English printing press.
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Jamestown was the first permanent English settlement in the New World, established.
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The Authorized, or King James Version, of the Bible is published.
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Samuel Johnson publishes his own dictionary.
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The Oxford English Dictionary is published.
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The Anglo-Saxon settlement in Britain begins.
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Alfred has Latin works translated into English and began practicing English prose. The Anglo-Saxon Chronicle has begun.