The Woodwards had lived for at least four generations at Upton, within two miles of Windsor, as Crown servants at the castle. Woodward’s father, clerk of the works since 1579, sat for the borough in 1586. A younger son, Woodward, who should be distinguished from the 7th earl of Shrewsbury’s Nottinghamshire estate manager of the same name,
In 1623 Woodward served as reader of his inn, and paid 22s. to have his arms painted on the great west window of Lincoln’s Inn chapel.
