I see no ones actually tried to answer Bass’s question.
ok then . . . . .
It’s unlikely.
We can blame the Romans firstly for pushing the Celts back to their forests and mountains, and then a succession of Saxon, Norman and then English kings.
So if we look at the larger towns near the border, like Chester and Hereford, then language was Latin for the occupiers, followed by what eventually became English
Unless a native Welsh speaker came back over Offa’s Dyke and set up some kind of settlement that persists to this day then I’d have to say definitely no.
Maybe once, and then temporarily, by Owen Glendower.