I've always hoped more inns would have this 'feature' added. I can certainly see the Blue Water having an 'interactive bard' npc, the placeable harpist upstairs would be a good one for taking requests if they were an actual npc.
The prancing Nymph would be another likely place to me for music on request, possibly Midway's small tavern, and I've always wanted one at the Lady's Rest.
[Might also be neat if some temples had interactive npcs that allowed you to select 'prayers' or 'chant's', not music, as a way to give pcs examples of a few of them in game. Scripting wise if you could actually 'tell' the npc the name of a pc to 'pray for' that would insert a name in the 'prayer' (perhaps for a small 'donation fee' if applicable to that faith) well that might be more work than it's worth as an enhancement to the game but I can't help liking the idea.]