The Whittinghams were presumably related to the Whittingham family of Middlewich, Cheshire, but the exact connection has not been traced.
As his surname was uncommon along the Marches, the future MP was probably the Edward Whittingham admitted to Shrewsbury School in February 1589. In 1598 he was resident at Clement’s Inn, one of the inns of chancery attached to the Inner Temple, but any plans he may have had to become an attorney like his father seem to have been cut short in about 1600, when he joined the household of Sir Edward Herbert*, grandson of his father’s patron. Herbert spent much of his time at his mother’s house near Charing Cross, so it is not surprising that Whittingham gave as his address the parish of St. Martin-in-the-Fields during the final years of Elizabeth’s reign.
Whittingham returned to Wales in the autumn of 1603, but a few months later he was selected as MP for Montgomery Boroughs, presumably in order to maintain Sir Edward Herbert’s electoral interest there. The latter preferred to sit for Merioneth, while none of Herbert’s younger brothers was yet old enough to represent the borough seat. Whittingham left no trace on the known records of his only Parliament, and in 1614 the Montgomery Boroughs seat went to Herbert’s stepfather, Sir John Danvers.
By 1616 Whittingham had established his family at Court Culmore, a mile west of Montgomery, where he became a member of the corporation, serving as one of the town’s two bailiffs at least once.
