Although he had been nominated in seven categories and won only one Country Music Association award, Kenny Chesney managed to take home the top prize of the night for the third year in a row.

The musician won his fourth entertainer of the year award on Wednesday, equaling Garth Brooks for the most trophies in the category, which is believed to be the event’s greatest honor.

“Winning entertainer of year for the fourth time in five years is more than this kid ever dreamed of,” Kenny Chesney declared.

George Straight also broke a record with his wins for single (“I Saw God Today”) and album (“Troubadour”) of the year, taking his number of awards to 22 and becoming the musician with most prizes in the history of the CMA Awards.

Sugarland was awarded with the trophy for duo of the year, while the band’s vocalist, Jennifer Nettles, won song of the year for “Stay.”

The 42^nd annual CMA Awards show held at the Sommet Center in Nashville was hosted by Carrie Underwood and Brad Paisley and included an unexpected appearance by rapper Lil Wayne and country star Shania Twain.

The ex “American Idol” winner won the best female vocalist award for the third year in a row, while Brad Paisley won video of the year.

The night included performances by Kid Rock, Taylor Swift, Brooks & Dunn and Reba McEntire, as well as by the big winner himself, who sang “Everybody Wants to Go to Heaven.”