Kenny Chesney tells a hilarious Taylor Swift story on The Tonight Show During Chesney's January 16 appearance on The Tonight Show Starring Jimmy Fallon — sporting his trademark cowboy hat, of ...

Country superstar Kenny Chesney -- who performs Thursday, June 20, at Blossom Music Center -- almost never gets photographed without his trademark white Blue Chair Bay Palm Straw Cowboy Hat.

Here's a sight you don't often see. Country superstar Kenny Chesney spent his New Year's Day surfing in Hawaii with a pal. He shared a photo, sans his trusty cowboy hat.

Sporting a gray T-shirt, blue jeans, boots and a black cowboy hat, Chesney opened his 15-song set with "Reality." "No Shoes, No Shirt, No Problems" was particularly a crowd favorite; Chesney got ...

And if you want to define Kenny Chesney as country because he grew up in east Tennessee and wears a cowboy hat, you have every right to do so. And you're not alone in your opinion.

What do these country stars have in common: Garth Brooks, Clint Black, Alan Jackson, George Strait, Toby Keith, Brad Paisley, Kenny Chesney and Tim McGraw? Besides being the biggest male acts in ...

Chesney, dressed this night in a black, sleeveless Henley, green pants, black-and-white Air Jordans, a silver necklace and his trademark straw cowboy hat, exudes energy as he navigates the Sphere ...

In his own signature black cowboy hat, McGraw entered the studio from behind the audience, walking down the stairs while singing his part and getting the primarily female audience clapping and ...

It was a double-dose of Americana and alcohol at Gillette Stadium last night, as country superstars Kenny Chesney and Jason Aldean lit up the venue on the first of a sold-out, two-night stand on ...