Photo by Emma Delevante.

Photo by Emma Delevante.




Hometown: Greenville, KY

Current City: Lexington, KY 

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

Influences: John Prine, Don Williams, Jason Isbell

Sounds Like: Dwight Yoakam, Lukas Nelson, Steve Earle


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 attending the University of Kentucky, and an additional four years working there, Grayson walked away from his salaried job in 2017 to chase his dream as a full-time musician.

With a new single due out in October 2019, with an EP to follow, Grayson is poised to reach even more ears and hearts in the coming year. This release will be the first in a wave of new music that was recorded with an A-list band. The team included: Miles Miller (Sturgill Simpson), Jesse Wells (Tyler Childers), Nicholas Jamerson, Kenny Miles (Wayne Graham) and many more.

A late-comer to the music world by most standards - Jenkins played his first show and wrote his first song at the age of 21. Now 28, Jenkins has two albums under his belt and feels more focused and energized than ever about his music. 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.  

Grayson maintains a busy performance schedule of 125+ shows a year, both as a solo performer and with his full band. 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