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Hometown: Greenville, KY

Current City: Lexington, KY 

Releases:  Cityscapes & Countrysides (2017), Down on Southland (2015)

Influences: John Prine, Eagles, Don Williams

Sounds Like: Dwight Yoakam, Jim Croce, Jason Isbell


A native of the rolling hills and coal mining communities of rural western Kentucky, Grayson Jenkins is a singer-songwriter who now calls Lexington, KY his home. After spending four years working in higher education, Grayson walked away from his salaried job in 2017 to chase his dream as a singer-songwriter.

He is a late-comer to the music world by most standards - playing his first show and writing his first song at the age of 21. Now 27, Jenkins has two albums under his belt and feels more focused and energized than ever about his music. He plans to record and release new songs in 2019.

His lyrics are inspired by the words of Mark Twain, who always said, “Write what you know.” In keeping with this motto, Grayson’s songs pay homage to the things most important to him—family, friends, and a life without regrets. John Prine, Kris Kristofferson, Tom Petty, Sturgill Simpson, Jason Isbell, and many others have influenced his unique brand of Kentucky country music.

His latest studio album, Cityscapes & Countrysides, was released in April 2017 and has garnered attention from radio and press in the region.  The project is a collection of songs written by Grayson during a time of transition and coming of age. It shows growth from his first release as a songwriter, musician, and band leader.

Grayson maintains a busy performance schedule, both as a solo performer and with his full band. In 2018, he has performed over 130 shows in twelve states as an independent artist.  As he continues to grow as an artist and writer, look to see more great things from Grayson Jenkins.

For questions or comments, please contact  

View articles, news segments, etc. below. 


  • Named one of Kentucky's "Best Unsigned Artists and Bands" by Capture Kentucky

  • “Effortlessly melodic folk and country drenched pop appeal that sounds like it could have been forged in 1973.” Rich Copley // Lexington Herald-Leader

  • “Grayson’s songs show true strength in songwriting and are matched by his enthusiastic and genuine live performances.” Kentucky Music Preview

  • “It was the first time seeing Jenkins perform in over a year and he blew me away with his hard-driving country and rock infused ballads, crowd interaction and charisma all night long.” Matt Wickstrom // Lexington Herald-Leader

  • “Staying true to his Kentucky roots, Grayson writes about the ups and downs of every day life while delivering them in a way that’s as rich as a glass of bourbon. “

    Red Barn Radio





Full album "Cityscapes & Countrysides" below. 



Master Musicians Festival, MoonTower Music Festival, 4th Street Live!, Kickin' it on the Creek Festival, Reckless Kelly, Corey Smith, Stoney Larue, Sundy Best, Joe Diffie, and more. 



For a full list of upcoming shows, please click here