There was a Bowles family at Wallington near Baldock for centuries, a Bole family at Hertford and the Carrington Bowles line lived at Myddelton House near Waltham Cross, Herts just about on the Middlesex boundary.

Baldock

Baldock is a parish and town comprising an area of nearly 144 acres.  It was in the possession of the Knights Hospitallers on Sept. 18, 1522 when Thomas Docwra, the Prior of the Hospitaller's house of St. John of Clerkenwell, granted a lease on the manor of Baldock to John Bowles for a term of 21 years "with all the rents, perquisitions of court, view of francpledge, and profits of fairs and markets for an annual rent of £13". 

This document held at Hertfordshire Archives and Local Studies  refers to a lease held by John Bowles of Baldock going back to 1522.

In 1538, the Vicar of Baldock parish was under the patronage of John Bowles, Esq. 

An inquisition and post mortem was performed on July 3, 1543 after the death of John Bowles and is available at the Hertfordshire Archives ref.  His cousin, Thomas Bowles, was found to be the next heir to the property which is listed as "the Manor and rectory of Norton; Manor of Montfitchets in Wallington and Clothall; land in Wallington; land in Great Offley called Westbury Wood."    John Bowles' Will is available at the National Archives  ref.

John Bowles was High Sheriff of Hertfordshire in 1530 and 1543 and Thomas Bowles held the position in 1576 and 1601. He was succeeded in 1602 by Sir Edward Denney of Waltham Abbey who was also the landholder of Tralee and much of county Kerry, Ireland.

The Hertfordshire Archives also have a lease dated Apr. 7, 1660 between Thomas Bowles of Wallington, Esq. and Thomas Bowles, his son, involving their interest in the Manor of Nortonbury and property at Norton, Baldock and Willian.  ref.

Hertford

The Town of Hertford itself was granted a charter by Queen Mary on Feb. 17, 1553/54 with 15 burgesses including a Thomas and Nicholas Bole. 

At the Church of All Saints, Hertford there is a memorial to members of the Carrington Bowles Family of Myddelton House which reads:

Daniel Garnault of Bull's Cross, Enfield, in the county of Middlesex, Esq. departed this life the 14th day of May 1809, aged 36 years.

Also Mrs. Ann Bowles, wife of Henry Carrington Bowles of the same place, Esq. and only sister of the said Daniel Garnault, Esq. died July 27th, 1812 in her 41st year.

Also Garnault Bowles, third and youngest son of the said Henry Carrington, and Ann, his wife, who died July 4th 1819 in his 8th year.

Also the above named Henry Carington Bowles of Myddelton House, Enfield, Esq. F.S.A. who died 30th June, 1830, in the 67th year of his age.

Likewise Henry Carington Bowles, of Myddelton House, Enfield, Esq., eldest son of the above, and many years a magistrate for the County of Middlesex who died 11th March, 1852 aged 51 years; and likewise John Bowles, Esq., the second and last surviving son of the said Henry Carington and Ann Bowles, who died May 25th, 1853, aged 44 years.

There is also a brass on the floor near the reading desk which reads: