20 Years Ago: Dierks Bentley Earns First No. 1 Hit With ‘What Was I Thinkin”20 Years Ago: Dierks Bentley Earns First No. 1 Hit With ‘What Was I Thinkin”On Sept. 27, 2003, Bentley earned his first No. 1 hit with "What Was I Thinkin'," from his self-titled freshman album.The Boot StaffThe Boot Staff
Dierks Bentley’s ‘Living’ at No. 1 on Country Airplay ChartDierks Bentley’s ‘Living’ at No. 1 on Country Airplay Chart"Living" scored Bentley his 17th No. 1.Ryan ReichardRyan Reichard
Top 10 Country Songs About Being SingleTop 10 Country Songs About Being SingleThere's plenty to enjoy about singlehood!Liv SteckerLiv Stecker
Dierks Bentley Literally Just Climbed a MountainDierks Bentley Literally Just Climbed a MountainThis country star went up 7,000 feet!Mike ThielMike Thiel
Dierks Bentley Visits ‘Today’ Show, Leaves With New Puppy [Watch]Dierks Bentley Visits ‘Today’ Show, Leaves With New Puppy [Watch]He just couldn't resist!Sterling WhitakerSterling Whitaker
Watch Dierks Bentley Provide a Dramatic Reading of the Highwomen’s ‘Redesigning Women’Watch Dierks Bentley Provide a Dramatic Reading of the Highwomen’s ‘Redesigning Women’"Instant classic!"Carena LiptakCarena Liptak
Dierks Bentley Injures Hand in Mountain Biking AccidentDierks Bentley Injures Hand in Mountain Biking AccidentOh no!Angela StefanoAngela Stefano
Luke Combs vs. Dierks Bentley: Beer Chugging ChallengeLuke Combs vs. Dierks Bentley: Beer Chugging ChallengeIt was Lanco's idea. Is the winner obvious? Billy DukesBilly Dukes
Happy Father’s Day to These Sweet Country Star Dads! [PICTURES]Happy Father’s Day to These Sweet Country Star Dads! [PICTURES]Dads are the best: They'll take you fishing, teach you important life lessons ... and occasionally act pretty goofy. Angela StefanoAngela Stefano
Story Behind the Song: Dierks Bentley Feat. Brothers Osborne, ‘Burning Man’Story Behind the Song: Dierks Bentley Feat. Brothers Osborne, ‘Burning Man’"Sometimes you'll spend all day getting there. This one, we got there in an hour ..."Carena LiptakCarena Liptak
Taylor Swift’s Top Country Collabs Prove She’ll Never Forget Her RootsTaylor Swift’s Top Country Collabs Prove She’ll Never Forget Her RootsThe pop superstar still remembers the genre that raised her.Carena LiptakCarena Liptak
Here’s How to Score $20 Tickets to See Jason Aldean, Florida Georgia Line + MoreHere’s How to Score $20 Tickets to See Jason Aldean, Florida Georgia Line + MoreDon't miss out on cheap tickets to see Jason Aldean, Dierks Bentley and lots more!Carena LiptakCarena Liptak