William was the eldest son of William Ayloffe, a judge of the Queen's Bench, and Jane, daughter of Sir Eustace Sulyard. and educated at Christ's College, Cambridge and studied law at Lincoln's Inn. He was appointed Sheriff of Essex for 1594-95. He was knighted, at the Charter House, 5 May 1603 along with many others when James I first arrived in London. He was created a baronet on 25 November 1612, and was elected M.P. for Stockbridge, 1621–22. He died 5 August 1627 and was buried at Great Braxtead.
Family
Sir William married three wives and had children with all of them. He first married, Catharine, daughter and coheir to John Sterne, of Melbourn, Cambridgeshire. They had three sons and four daughters. The sons were:
William, the eldest, died in the West Indies within the life-time of his father;
Benjamin, the second son, succeeded in the title and estate;
James, the third son, had his mother's estate, at Melbourn, Cambridgeshire. He married twice and had children with both of them. His first wife was Jane, daughter to Sir William Herris, of Shenfield, in Essex. His second wife was Elizabeth, daughter to Thomas Penyston, of Rochester.
Elizabeth, wife of Gervase Lee, of Norwell, in Nottinghamshire,
Anne,who died without issue,
Jane, wedded to Edward ward Kighley, of Grays, in Essex.
Sir William married secondly Barbara, daughter and heir of Thomas Sexton. She died and was buried at Hornchurch on 16 December 1617. They had two sons who that survived him:
Thomas, of Gray's inn, married Elizabeth, daughter to Edward Wentworth, of Boclting, in Essex, and was father to Benjamin Ayloffe, of Gray's inn who married Victoria, daughter to Alexander Erskine, son to John, Earl of Mar, in Scotland.
John, second son, was a Colonel in the West Indies, and died, leaving no children.
Sir William married thirdly Alice, daughter of James Stokes of Stoke near Coventry on 4 December 1624. She died and was buried on 17 April 1652 at Hornchurch. They had a son Joseph, who was also of Gray's inn, and married Frances, daughter of Henry Ayscough, of Yorkshire and left children, first, Joseph Ayloffe, of Gray's inn, Barrister at Law; second, William; and five daughters, Alice, Barbara, Anne, Margaret, and Mary.
