top of page
Halloween Bash at Trails End with Jessie Leigh
Halloween Bash at Trails End with Jessie Leigh
Oct 28, 8:00 PM
Oregon City



Rising country recording artist Jessie Leigh has spent the past few years on tour sharing stages with fellow country artists such as Luke Combs, Tanya Tucker, Josh Turner, Chris Janson, Joe Nichols, and Craig Morgan, creating memories for fans along the way. Focused on writing relatable songs, Leigh's original music has reached listeners all over the world, and has been streamed over 500k times on Spotify alone. 

Leigh is taking the West coast by storm with her tour focused on love of God, Country, and Small Town America. With 2023 tour dates booked across the country, including multiple headlining slots, she’s excited to share her one of a kind show with the nation! 

  • TikTok
  • Youtube
  • Facebook
  • Instagram


Stream Now


(unofficial video)

(unofficial video)

Jessie Leigh

(debut album)

Storm in May

(from the "Irresistible" album)


Jessie Leigh infuses her rock and roll attitude into her country style and has been praised for her fresh, unique sound. Although the main genre is country, the songs on Jessie Leigh's debut album are influenced by a variety of music styles and they appeal to a wide range music lovers. 

"With women on the rise in country music, Jessie Leigh makes for a perfect addition to this genre. Having won the 2015 Battle of the Bands, a prestigious title in the PNW country music community, the rising star is ready to showcase her music on a national level with this [debut album] release." Julia Howland, owner of Country Music 

Jessie Leigh's fresh fusion of pop-country and rock will win over fans of Kacey Musgraves and Miranda Lambert.

According to Leigh, “Storm in May” was inspired by getting caught in one of those wild spring storms. She writes, “It took us completely by surprise, and as I stood there waiting for the storm to pass, I was struck by the awesome power of this unexpected storm. [The song] parallels the power of a storm with the feelings of falling in love.”

This release signals Leigh’s readiness to take the world of country music by storm. 

Excerpt from Vortex Magazine

Jessie Leigh Live from The Rye Room [Video Premiere]

by Kelsey Greco


  Small Town Fight - [official video]

  Live Videos

Promo Videos



Headlining Acts

FARMJAM 2023 - Colville, WA

Mt. View Music Festival - White City, OR

Winterfest - Ft. Pierce, FL



Opening Acts

Josh Turner

Morgan Wallen

Eddie Montgomery

Dustin Lynch



Joe Nichols

Matt Stell

Mark Wills


Love and Theft

Drew Baldridge

Brandon Lay

Dylan Scott

Luke Combs

John Michael Montgomery


Tanya Tucker

Kenny Chesney

Colt Ford

Chris Janson

Craig Campbell

Josh Gracin

James Otto

Austin Webb

Jackson Michelson


Old Southern Moonshine Revival



Radio Tour

99.9 FM KRKT Albany, OR

100.7FM KMUZ

Gorge Country Y102

106.9Fm Coast Radio

101.9FM The Wolf Sacramento

103.5 The Blaze Chico, CA

The WAVE 105.9 FM Coos Bay, OR

Eagle Country 103.9 Astoria, OR

PRP 99.1 FM Portland, OR

Local Roots 100.7 FM Portland, OR


"Music has always been a part of who I am. My mom says I would hum before I could talk." This innate passion for music has always been a big part of who Jessie Leigh is, but after high school she wasn't sure she was ready to share something so personal with the world. So instead of pursuing music full time, Jessie Leigh went to college to get her teaching degree. During this time she focused her musical energy on gospel music while she learned to lead worship at church. "This time of ‘less intense’ musical schedule really helped me grow musically and hone in on a lot of important skills. It also reaffirmed my passion for music and I realized I needed to do more."

After playing her first live county show in 2014, Jessie Leigh's music career took off. Soon after her first solo show, she began forming her own band and started writing songs.

In her first year on the scene, Jessie Leigh opened for a number of national acts including Chris Janson, Kenny Chesney, Craig Campbell, Josh Gracin, and more. Jessie Leigh and her band also won the 2015 Battle of the Bands, played at the Oregon Jamboree, and began touring in Oregon, Washington, California, Idaho, Montana, and Nevada. While off stage, she began working on her first album of all original songs available NOW!

"I wake up every day feeling incredibly blessed that I get to make music and share it with the world!"


Jessie’s heart for honoring the Lord, our country, and all of those who serve & protect this great nation, met its match when she was introduced to Flag Called Freedom - a giant, veteran owned, American flag that has been touring across the United States, with the intention of inspiring unity & pride in our country. Lifting up Freedom alongside friends, family, neighbors, and strangers, while Jessie’s heartfelt song “Small Town Fight,” and Lee Greenwoods iconic, “God Bless the U.S.A.”, are played by the band in the background, is an unforgettable experience that is truly unique. Jessie is proud to have toured with Freedom in 2021-2022 and to continue to bring this experience to fans at her shows in 2023!

Find more videos of FREEDOM on YouTube 


Check out & shop my amazing sponsors

Jessie Leigh merch 



Ladies Tank

Ladies Tank

Kids Pineapple Hat

Kids Pineapple Hat

Tour T

Tour T

Leopard Beanie

Leopard Beanie

Hawiian Hat

Hawiian Hat



Star Tank

Star Tank



Camo Hat

Camo Hat

Ladies Tank

Ladies Tank

Leopard Hat

Leopard Hat

Camo/American Hat

Camo/American Hat


Book Jessie Leigh for your next event! 

Amy VanDyke


  • TikTok
  • Black Facebook Icon
  • Black YouTube Icon
  • Black Instagram Icon

Keep in touch

Thanks for subscribing!

bottom of page