Kenny Chesney on Losing His Hair at 19 — and Why He's Grateful Now (Exclusive)

"I'd take my football helmet off, and I'd see all this hair in there, and I was freaking out!" Chesney tells PEOPLE in a new ...

Kenny Chesney Reveals His One True 'Love' —and What He's Learned About Relationships in the Process (Exclusive)

Country star Kenny Chesney sat down with PEOPLE ahead of the release of his latest project, a book titled 'Heart Life Music,' ...

Country superstar Kenny Chesney comes to NJ with new book. Here's how to get a signed copy

Country Music Hall of Famer Kenny Chesney will be at Bergen PAC on Tuesday, Nov. 4, to discuss his new book "Heart Life Music ...
K99

Kenny Chesney Offered His First-Ever Social Commentary With Career-Changing Song

Chesney co-wrote the song with Ross Copperman, Shane McAnally and Jon Nite, and it came about through an unusual circumstance ...

Kenny Chesney shares painful truth behind his unexpected on-stage tears during Indianapolis concert

Kenny Chesney opens up about his 2009 breakdown when he cried on stage, leading to career transformation and eventual Country Music Hall of Fame induction.

Kenny Chesney Turned His Teenage Hair Drama Into a Country Power Move

When Kenny Chesney tips his hat these days, he’s not hiding anything – literally. The country superstar recently opened up ...
Travel + Leisure on MSN

Kenny Chesney on His Ocean Obsession, Literary Escapes, and the Places That Keep Him Grounded (Exclusive)

Country singer Kenny Chesney shares the Florida and South Carolina beach destinations he loves and his travel habits.

Knoxville native Kenny Chesney kicks tour for his first ever book at East Tennessee State University

JOHNSON CITY, Tenn — On Saturday November 1, 2025 Kenny Chesney kicked off his book tour at East Tennessee State University.
Whiskey Riff

Kenny Chesney Says “At Least Half Of The Show Is Going To Be Completely Different” For His 2026 Las Vegas Sphere Residency

Just two days after being officially inducted into the Country Music Hall of Fame alongside June Carter Cash and Tony Brown, Chesney has formally announced he’s headed back to the Sphere next summer ...
American Songwriter

3 Kenny Chesney Songs That Prove He Is Worthy of His Country Music Hall of Fame Induction

We found three Kenny Chesney songs that prove he is worthy of his upcoming induction into the Country Music Hall of Fame.

Eric Church on his friend Kenny Chesney: 'Like all of us, he’s a dreamer'

The country star looks back on the first time he saw "the pirate" perform and the magic that followed years later.

Kenny Chesney 'Could Tell' Former Opener Taylor Swift Was 'Special': 'Had the Eye of the Tiger as a Teenager' (Exclusive)

Kenny Chesney and Taylor Swift go way back. The country icon, 57, and the global superstar, 35, have had a long standing ...