- Charlie Sizemore — Guitar
- Junior Blankenship — Guitar
- Ralph Stanley — Banjo
- "Curly" Ray Cline — Fiddle
- Jack Cooke — Bass
“Highway of Regret” was credited to Ralph Stanley and Chubby Anthony and was recorded by the Stanley Brothers and the Clinch Mountain Boys in August 1959, released on Starday (Starday 466) in November of that year, backed with “Another Night.” Chubby Anthony was a Stanleys-adjacent fiddler and songwriter from western North Carolina; the co-writing credit is one of the better-documented Stanleys collaborations of the period.
The song is built around a deliberately limited refrain — “Ain’t talkin’ / just walkin’ / down that highway of regret” — that gives a singer plenty of room to lean into the line. Carter Stanley’s lead vocal carries the bitterness of the lyric without overplaying it, and the recording sits comfortably inside the late-1950s Stanley Brothers Starday sound: harder, a bit more lonesome, and less polished than their earlier King and Mercury sides.
The piece took on an unusual second life when Bob Dylan drew directly on its refrain and gait for his 2006 song “Ain’t Talkin’” on Modern Times. Dylan acknowledged the debt in interviews and the borrowing has been documented in Dylan-and-bluegrass writing since. The song remains a frequent call in traditional bluegrass sets, comfortable as a moderate-tempo singer’s piece in G with a strong fiddle break.