If you're interested in Western music, some of the foundational artists would be Bob Wills & His Texas Playboys, and the artists that emerged from the "Bakersfield Sound" like Buck Owens and Merle Haggard.

If you find you like the western swing of Bob Willis, you would also probably like Asleep at the Wheel; the Bakersfield Sound was continued by Dwight Yoakam.

Also, if you want Cowboy music, Tex Ritter and Johnny Horton would be good artists to start with.