I think this might have been covered already...

I don't know where it originated but I know that this was a very popular Jamaican folk song in the early-to-mid 1900s. It had been sung in Jamaica for decades before anyone there ever recorded it (as they didn't have a recorder until Times Records started recording and sending them to Decca in the UK to be pressed).

The earliest recording I know of "Hill And Gully Ride" is a Mento medley on a Jamaican 78 on the MRS label (#31). Considering this label started in '51 or so, this record was probably released in '53 by Lord Composer... the side B was "Hill And Gully Ride / Mandeville Road" Ironically, Belefonte also borrows from the second song on this medley in his version of "Emanual Road". He did not use "Hill and Gully Ride" in his version of Day-O. That was the version released by the Tarriers called "Banana Boat Song".

Hope that helps... although its been over 10 years since this thread started! So I doubt the orignator will read this.

sorry, no idea about Country & Western music... not my thing.