Whitfield’s family originated in Northumberland, but had settled among the minor gentry of Kent by the 1570s.
As counsel for the Cinque Ports, Whitfield glimpsed parliamentary procedure in May 1621, when he spoke at a Commons’ committee on the Ports’ charter.
Most notable among a miscellany of other committees to which Whitfield was appointed was a private bill confirming lands in Kent formerly belonging to Sir Henry James, convicted of praemunire (12 Mar.), and a bill on ‘unworthy ministers’ (22 March).
In the year following his election to Parliament Whitfield was appointed to the benches of both Kent and Sussex, and served as bailiff and judge at Battle’s Court of Record. In 1626 he appeared before the Commons as counsel for the duke of Buckingham concerning the second stay of the St. Peter.
In addition to his numerous local offices and commissions, it was Whitfield’s diligence in ‘extending the king’s forests to cover most of Essex’ that gained him royal notice and a rapid series of promotions during the Personal Rule.
At the outbreak of Civil War, Whitfield, together with more than half of his fellow serjeants-at-law, sided with the Parliament.
Whitfield died in September 1645 and was buried in London at the Temple Church. His will, dated 12 Sept. 1645, lamented that his estates had been ‘much shortened by the present distractions’, but he nevertheless left his widow over £1,500 plus extensive property in London and Kent to be divided with their eldest son, Herbert. To his daughter, Whitfield left a £2,500 portion, and his two youngest sons were each to receive £1,000, together with annuities to provide for them to be ‘well educated ... in the fear and true service of God almighty’, which was to include attendance at Cambridge and a continental tour.
