Hugh held the land from the Monastery of Abingdon. According to the Chronicles of Abingdon, Hugh may have profited "by the unjust actions" of one Prior Modbert, who had been appointed by King Henry I to administer the Abbey whilst the role of Abbot went unfilled. Modbert was trying to curry favor with the King by handiing out abbey lands to the king's favorites. In 1100 Henry ordered Hugh de Bocland, Sheriff of Berkshire, to reseize abbey lands given to various men, including himself! Most of the men were royal officials and Modbert had given them land for as long as they were in power. Hugh had been given three hides of abbey land in Hanney. 
Hugh was sheriff of not only Berkshire, but also Hertfordshire, Bedfordshire, Buckinghamshire, Essex and Middlesex. Clearly he had the King's favor. In 1120 the Sheriff of Berkshire was a William Bocland, believed to be his son. The fact that his son had taken his father's role, has lead scholars to suggest that Hugh was dead by that time. 
The next Hugh de Bocland died about 1175. His exact relationship to the first Hugh is unknown, but it is possible that they were directly related. I can't find too much of interest on Hugh. His wife though, is a topic on interest. Hugh married a woman named Maud. She was the widow of Peter de Ludgershall. He too, took his name from a place. Ludgershall is a small village on the edge of the Salisbury Plain. Peter was a forester, and was sometimes called Piers the forester. His ancestry is unknown. I have seen that his father was a John de Ludgershall but cannot find source to back it up. I have also seen that Peter's surname was AKA Balliol but I have no clue where that came from.
|Fitz Peter's Arms|
Peter de Ludgershall death is unknown. He did not die on 14 January 1179/80 as is frequently seen on the internet, that was the date of the marriage William de Mandeville, Earl of Essex. I'm not sure how it got connected to Peter. Also, we know that Hugh, Maud's second husband died in 1175, so Peter was long dead by then. Anyway, apparently Peter became a monk prior to his death, despite being married. I guess you could do that back then. His son Geoffrey had his body moved and reburied in Winchester at St. Swithin's on 9 May 1198. Maud's date of death is also unknown. Presumably she died at her home in Buckland, but who can really say. Medieval folk were very concerned for their eternal soul and sought to protect it with donations to churches and abbeys. Maud de Bocland made a grant dated between 1185 and 1200 to Southwick Priory in Hampshire. 
Maud and Hugh Bocland had had two children, William de Bocland and his sister Hawise.
maud was not a mandeville
Maud's ancestry is unknown. Now I know that it has been written in many places both in print and on the net that she was a de Mandeville by birth but this is not the case. I have copied and pasted an explanation for this mistaken identity below. This mistake has also been corrected in the book Domesday People which is a rigorous study of the Anglo Normans by Dr. Katherine Keats-Rohan, History Department, University of Oxford.
OK, now that it is out in the open, and it has been discussed here before, there is no sense in putting off my comments. This is the case I had in mind the other day, of a connection almost certainly wrong, probably drawn from other secondary sources assumed to be reliable, while these in turn were derived from the chart of the Earls of Essex in CP. (Complete Peerage) In this chart, Maud is placed under a horizontal line connecting Geoffrey's children, but is not connected to that line. This placement was certainly done solely for the purposes of graphical arrangement, and was never intended to display relationship. However, as far as I know, no one has ever published this "correction".
What has been published are studies of Geoffrey Fitz Piers, son of "Peter de udgershall" and "Matilda". These follow in detail the manipulations that Henry II took to ensure that the Mandeville birthright, represented by Beatrice de Say, grand-niece of Geoffrey, Earl of Essex, came to his favorite. THis man, Geoffrey Fitz Piers, was specifically said by a contemporary chronicler to be of insubstantial origins. Now if Geoffrey Fitz Piers was maternal grandson of Earl Geoffrey, and nephew of the recently deceased Earl William de Mandeville, then he would neither have been of lowly origins, nor would Henry have had to manipulate the status of the Say heiress in order to justify Geoffrey coming into the Mandeville inheritance - he would have been the legal heir. Simply put, this connection is wrong on so many levels, that it would require a higher burden of proof than for a connection that does not have so many strikes against it. (9)
william and matilda
No primary source connects William de Bocland to Hugh but it is believed that he was indeed his son. William married Matilda de Say, a daughter and heiress of William de Say of Kimbolton, Huntingdonshire and Saham, Norfolk. (10) Matilda's sister, Beatrice, was married to William's half brother Geoffrey, the Earl of Essex. The earldom came through the de Say family from their grandmother Beatix de Mandeville who was the sister of the original Earl of Essex. It's very twisty and a bit hard to follow but I will try to lay it out in my next post on the de Say and de Mandeville family.
William and Matilda had three daughters who were coheiress of their father's estate when he died in 1216 The daughter's were Matilda, Hawise and Joanna. Matilda and her sister Joanna married brothers, William and Simon d' Avranches.
joanna de bocland
Joanna was first married to Robert de Ferrers a younger son of the Earl of Derby. He must have made the marriage shortly after the death of her father William as the contract was made when King John I was still alive. Robert de Ferrers agreed to pay King John 500 pounds for the right to marry her. In 1221 the money was still to be paid, even though the amount had been reduced to 300 marks. Robert died on 4 December 1225. He and Joanna had no children.
Joanna married for her second husband Simon d' Avranches and they are the subject of a future article.
 "Parishes: Buckland," A History of the County of Berkshire: Volume 4, ed. William Page and P H Ditchfield (London: Victoria County History, 1924), 453-460. British History Online (http://www.british-history.ac.uk/vch/berks/vol4/pp453-460 : accessed 22 June 2016).
 Odericus Vitalis, The Ecclesiastical History of England and Normandy, vol. III,book XI, Chapter II, (Forester) p. 328, (London: H. G. Bohn, 1853).
 Emma Cownie, Religious Patronage in Anglo Norman England in 1066-1135, (Woodbridge, Suffolk : Boydell and Brewer, 1998) 46, Google Books (https://www.books.google.com accessed 23 June 2016).
 Leslie Stephen, Dictionary of National Biography, Vol. 5, (London: Smith, Elder and Co., 1886) 289, Google Books (https://www.books.google.com accessed 23 June 2016).
 Charles Cawley, "Medieval Lands", Foundation for Medieval Genealogy, (http://fmg.ac/Projects/MedLands/ : accessed 25 June 2016); British Isles>England Nobility>Earldoms created 1138-1143>Earls of Essex-Mandeville.
 Ralph Turner, Judges, Administrators and Common Law In Angevin England, (London : Hambeldon Press, 1994) 95.
 Ralph Turner, Judges. 191.
 Todd A. Farmerie, "Matilda de Mandeville by Keat's-Rohan," Rootsweb: GEN-MEDIEVAL, discussion list, June 2002 (http://archiver.rootsweb.ancestry.com/th/read/gen-medieval/2002-06/1023848205 : accessed 25 June 2016). See also the Doomsday Corrections the Medieval Genealogy Website (http://fmg.ac/projects/domesday-corrections).
 Charles Cawley, "Medieval Lands", Foundation for Medieval Genealogy, (http://fmg.ac/Projects/MedLands/ : accessed 25 June 2016); British Isles>England Nobility>Untitled English Nobility>Families A-C>Bocland.
 Calendar of the Fine Rolls, Henry III, 1232-1233, 17/297, Henry III Fine Rolls Project (http://http://www.finerollshenry3.org.uk/home.html : accessed 25 June 2016);Search Buckland.