Here are my top choices of cowboy related songs. Being a cowboy is one of those popular subjects despite songwriters often lacking direct experience of such a life. It's interesting. Maybe it's a lifestyle to aspire to? Wide open skies and views while on a horse.
5] Glenn Campbell - "Rhinestone Cowboy"
Written by Larry Weiss and made famous by the legendary Glen Campbell. A classic that seems pretty authentic.
4] Sting - "This Cowboy Song"
Quite an oddball track as far as Sting songs go, but it has some great lines and lyrical concepts in there.
3] Paula Cole - "Where Have All The Cowboys Gone?"
Where have all the songs with titles you didn't expect to ever see gone? Strong imagery with memorable lines and a vocal delivery that conveys her lament at the dearth of bovine professionals.
2] Joan Osborne - "Rodeo"
Joan Osborne is one hell of a singer and this does not disappoint on the vocal front. Pleasant rhyming couplets, some slide guitar and a yipee-ki-yay chorus make a moving song about her cowboy dreams.
1] Thin Lizzy - "Cowboy Song"
And here it is, the daddy of all cowboy songs. Phil Lynott brings his rock god charisma to this song about a cowboy life. Scott Gorham and Brian Robertson's legendary twin guitar sound cement true greatness into this legendary track. Enjoy.
The cowboy's life is the life for me!