Hi Tyler J,
My previous message was some time ago and, due to additional research, I have more information. You will find (if you haven't already done so) great variation in the spelling of names-standardised spelling for a long time was non-existent!
You may be related to the Winston/es (originally de Wynston). They go back to King Ynyr Ddu (b c893) of Gwent (apparently approximately Monmouthshire and Glamorgan in those days). His daughter, Morfydd (b c925) married Prince Gwaethfoed-uncertain whether of Cardigan or Powis (most likely the latter-there were two). Several generations later, was Sir Gwyn ap Gwaethfoed, who was knighted by William the Conqueror. Information is sketchy because English compilers failed to understand the Welsh patronymic system-they placed Sir Gwyn as Prince Gwaethfoed's son. Information I've found indicates it may be Gwyn ap (son of) Eunydd ap Cadell ap --- ap Gwaethfoed (the Prince). It is impossible to be precise as I've failed thus far to locate the relevant birth dates. Perhaps they were never recorded!
Sir Gwyn married Emma de Baladon and their son was Sir Drogo (or Drew) de Wynston, Lord of Tre-Wyn, the originator of the Wynston/Winston/e line. Some of the Winstons later moved to Gloucestershire-and some of those (my line) subsequently returned to Wales. Sir Henry Winston of Standish's daughter Sarah (of the Gloucestrshire branch), married John Churchill in 1616. Their son was the the original Sir Winston Churchill (1620-1688). He received the 'Winston' from his mother's maiden name to keep it in the family. Their son was the first Duke of Marlborough (1650-1722) whose daughter, Lady Anne (no dates) married Charles Spencer (d. 1722). Their son, Charles (no dates) became the third Duke of Marlborough; while another, John (d.1746) was the ancestor of Princess Diana. Charles' line led to the last Sir Winston Churchill!
Most likely your gran's ancestry links to the Winstons. Of the ancestral names you mentioned, you may already be aware that Powell originated from ap(son of) Hwyl and Pritchard from ap Richard. This may help in searching. I've looked at the Winston pedigree. As far as the Jones name is concerned, my g-grandfather, Charles Winston (b1858 in Abersychan, Mon.; d1924 in Pontypool, Mon.), married Louisa Jones (b c1858 in Abersychan; d1905 in Abersychan). I have tried a preliminary Net search but failed to find a definite match for Louisa.
Hope the foregoing helps!
Regards,
AussieEd.