A Scot, or someone living in .scotland would say they were going to Dumfries. Or they'd say they were going to Galloway.
Just as I don't say I live in Argyll & Bute. I don't live on Bute (which is an island for those who may not know); I live in Argyll.
Dumfries & Galloway and Argyll & Bute are regional council areas rathers than discrete places. Dumfries, Galloway, Argyll, Bute are all separate geographical areas.
I think southerners (including Welsh people) mentioning that they are going to Dumfries and/or Galloway would usually add "in south west Scotland" unless they knew their audience would have that knowledge already.
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