Songfacts®:

• In "Well Well Whiskey," Dierks Bentley finds himself doing what country music artists have been doing with time-honored regularity since roughly the invention of barrels: staring into a glass of something amber and potent, hoping it might provide answers, or at the very least a bit of forgetfulness. It does not, of course. It never does. And yet back he goes, pulling up a stool at the corner of pain and regret.
• The song, which Bentley didn't write (it was penned by Seth Ennis, Devin Dawson, and Jordan Reynolds), leans into that well-worn country narrative: man meets trouble, trouble meets bottle. What lifts it out of cliché is its gently rollicking, bluegrass-laced arrangement - a nod to Bentley's earlier Up on the Ridge days when he flirted more openly with acoustic instruments and the earthy, back-porch vibe of traditional Americana.
• Produced by Jon Randall (who also chips in on background vocals), the track has that loose, live-in feel you get when musicians are given free rein. Here's how Bentley described it: "There is nothing more fun than turning the musicians loose on a track like this and seeing what they come up with."
  
  It's a sentiment echoed by session guitarist Bryan Sutton, who provides the nimble, bluegrass-drenched solo.
• Bentley has spoken about the deep connection between country music and whiskey, noting that whiskey is a recurring theme in the genre because of its lyrical resonance.
  
  "There's a lot of parallels between country music and whiskey," he explained to Breaking Bourbon. "The story of Nashville, Tennessee, the story of country music. The story of Kentucky, and bourbon, the growth and depth, the characters and the people. There's a lot of similarities between whiskey and country music. I see why you hear more songs about whiskey than red wine... or vodka."
• Dierks Bentley has recorded several other songs about whiskey, notably:
  
  2003 "Whiskey Tears" (appears on his self-titled debut album). This track uses whiskey as a metaphor for heartbreak and emotional release.
  
  2014 "Bourbon in Kentucky" (from the album Riser) is another prominent example, with bourbon symbolizing the depth of loss and longing.
  
  While not exclusively about whiskey, Bentley often references drinking and bar culture in his music, such as in "Drunk on a Plane," which centers on drinking as a way to cope with heartbreak.