A Texas native himself, Jones was well aware of the music Bob Wills and his Texas Playboys which, in the early 1960s, ranked alongside of Hank Williams in popularity and its ability to be reinterpreted in continuously fresh fashions.

Stephen Thomas Erlewine of AllMusic gives George Jones Sings Bob Wills a glowing review, noting "Where some Wills tributes are faithful to a fault, Jones, as produced by Pappy Daily, plays these songs as hardcore honky tonk, occasionally informed by Western swing, but only as a coloring device.

He is singing these songs in his signature pure country style, and the results are pretty terrific, not only because this is the hardest country he cut at United Artists, fueled by a crackerjack band playing at its peak, but because these are tremendous songs that are open to such a sly reinterpretation as given to them by Jones and Daily."

In his 1994 article "The Devil in George Jones", Nick Tosches singled out Jones's singing on "Warm Red Wine" for particular praise, "the pure, stark sincerity with which he delivered the lament 'I'm a prisoner of drink who will never escape' that was uncommonly disquieting.

It was more than a testimony to the power of his singing; it seemed a personal testament, a wail from the abyss, as well."