Willin is by Lowell George. (Little Feat) Linda Ronstadt did a nice version but not very believable.
I like my country with lots of syrup, natch. So I nominate "Mama Hated Diesels" as done by... Asleep At The Wheel or Copmmander Cody, one of em anyway.
Mama hated diesels so bad
Guess I knew it was somethin to do with Dad
First time I seen her cry,
Was when one of them things rolled by,
Mama hated diesels, so bad.
(Of course this song includes a faded photograph and a graveyard scene with a sad old padre...sob)
On the Canadian side of things, the all-time classic is OF COURSE"Bud the Spud" by the inimitable Stompin Tom Connors.
Its Bud the Spud from the bright red mud
Rollin down the highway smilin.
The spuds are big on the back of Bud's rig,
They're from Prince Edward Island.
Well, I'd love to stay and chat good buds, but I gotta be rollin down the two-lane black top...
Sixes and eights everybody!