I posted to this - and it's disappeared!

I ran a theme evening a few years ago at the club I go to - Bideford, Devon when the aim was to mention every county or a place within it (no cheating with substitutions).
It didn't have to be traditional - so The Wymondham Fight by Bill Meek was ideal for Rutland
Chorus - To Rutlandshire, to Rutlandshire all roads in England lead
For Cribb is fighting Molyneaux and that is sport indeed.

And - in order to achieve my aim I wrote a song including the 40 counties mapped in Peter Kennedy's book in 1975 (which actually includes Monmouthsire but not Middlesex, so I put that in too.)

But - perhaps you are just looking for traditional stuff.
Let us know - and Good Luck with it.

Sue