From 1406 Henry Chippenham, a grocer by trade, regularly witnessed deeds in Hereford. He also frequently attested parliamentary election indentures for the city, doing so on no fewer than 20 occasions between 1407 and 1450. In the meantime, in 1417, he provided sureties for the appearance in Parliament of John Wilton; and, in 1429 and 1435, he attended the elections of the knights of the shire held at the county court in Hereford castle.
Chippenham had owned property in Hereford since before 1416, when he settled part of his holdings upon feoffees. The 1431 inquiry as to those eligible to contribute to a royal aid revealed that he was then in possession of premises in the city worth £5 annually. In May 1443 his feoffees relinquished their trusteeship, and in the autumn of the following year Chippenham conveyed all of his Herefordshire holdings, now consisting of the manor of Litley near Hereford, land there and at Hampton Bishop, no fewer than 40 messuages in Hereford itself and a large meadow called ‘Ossewoldesey’, to another group of feoffees. One effect of this was that when an inquest was held following his death on 12 Sept. 1451 he was said to have owned no property whatsoever, which may well have been the purpose of the undertaking. Henry’s heir, Thomas, who was aged over 30 at the time of his father’s death, is not to be confused with Thomas Chippenham II, nor with the Hereford MP of the same name of 1495.
