I give the first link for local Dover reasons...
Bailiwick
"The term originated in France (bailie being the Old French term for a bailiff). Under the ancien régime in France, the bailli was the king's representative in a bailliage, charged with the application of justice and control of the administration. In southern France, the term generally used was sénéchal (cf seneschal) who held office in the sénéchaussée. The administrative network of baillages was established in the 13th century, based on the earlier medieval fiscal and tax divisions (the 'baillie') which had been used by earlier sovereign princes. (For more on this French judicial system, see bailli, prévôt and Early Modern France.)
In English, the original French bailie was combined with '-wic', the Anglo-Saxon suffix meaning a village, to produce a term meaning literally 'bailiff's village' - the original geographic scope of a bailiwick. In the 19th century, it was absorbed into American English as a metaphor for one's sphere of knowledge or activity..."
https://en.wikipedia.org/wiki/Bailiwick
A 'Bailey' is also the are enclosed by a castle wall, but 'Bail' goes way back in terms that we would understand as Police Bail etc. Property held until a judgement is made. Perhaps this land was set aside by somebody in lieu of doing something or coming up with the readies, and failed?
http://www.castlesandmanorhouses.com/motte.htmIgnorance is bliss, bliss is happiness, I am happy...to draw your attention to the possible connectivity in the foregoing.
"If it ain't broke, fix it til it is."
"If it ain't broke, fix it til it is."