Background
Pickering was the son of Sir Henry Pickering, 1st Baronet of Whaddon, Cambridgeshire and his wife Elizabeth Viner, daughter of Sir Thomas Viner, 1st Baronet and his first wife Anne Parsons.
Pickering was the son of Sir Henry Pickering, 1st Baronet of Whaddon, Cambridgeshire and his wife Elizabeth Viner, daughter of Sir Thomas Viner, 1st Baronet and his first wife Anne Parsons.
He was educated at Queens’ College, Cambridge (1672) and the Inner Temple (1674).
He succeeded his father in 1668, inheriting his Whaddon estate. He was appointed High Sheriff of Cambridgeshire and Huntingdonshire for 1683-1684 and deputy lieutenant for Cambridgeshire from 1685 to his death. He sat later for Cambridge from 1698 until his death.
He died in Barbados in 1705 and was buried at Whaddon.
His widow sold the Whaddon estate in 1716.
He was a member of the Barbados assembly in 1693-1694 and a member of the Barbados council from 1705 to his death. Pickering was elected Member of Parliament (Member of Parliament) for Morpeth in 1685 and sat until 1689.