We can tell you that U.S. 23 isn’t just a highway that runs through the middle of our downtown, it’s the heart of Eastern Kentucky’s rich musical heritage. Known as the Country Music Highway, this stretch of road winds through the hills and hollers that have shaped some of the most legendary voices in country music. Eastern Kentucky has produced more country music stars per capita than anywhere else, including icons like Loretta Lynn, Crystal Gayle, The Judds, Chris Stapleton, Billy Ray Cyrus, Tyler Childers, Ricky Skaggs, Dwight Yoakam, and Patty Loveless.

Traveling this scenic route, you’ll experience more than just breathtaking landscapes. You’ll walk in the footsteps of legends and explore museums that tell the stories of our past, from coal mining to country music. Catch a live performance at one of our historic venues. Hike to stunning overlooks, including a spot once called the “eighth wonder of the world.”

Here in Ashland, we take pride in our deep-rooted traditions of storytelling and song. Whether you’re a lifelong country music fan or just discovering its magic, this is a journey that will leave you inspired. Who knows? You just might find the melody for your own hit song along the way.

us 23 country music highway

Before Wynonna became a solo legend, she was one-half of the beloved mother-daughter duo, The Judds, alongside her mother, Naomi Judd. Their story is as deeply rooted in Kentucky as the hills of their childhood.

Born in Ashland, Kentucky, Wynonna and Naomi’s journey began with humble beginnings. After moving to Tennessee, Naomi—a single mother—worked as a nurse while dreaming of a music career. Their hard work paid off when The Judds signed their first record deal in the early 1980s, catapulting them to stardom.

Their signature harmonies and timeless storytelling led to a string of 14 No. 1 hits, five Grammy Awards, and a place among the most influential duos in country music history. Songs like:

"Mama He's Crazy" – Their first No. 1 hit, proving their magic from the start.

"Grandpa (Tell Me ‘Bout the Good Old Days)" – A nostalgic ballad that captured the hearts of a generation.
 
"Love Can Build a Bridge" – A song of unity and hope, written by Naomi as a message of strength.

The Judds' music wasn’t just about melody—it was about family, faith, and overcoming life’s hardships, themes that resonated deeply with fans across the world.

A Story of Family, Faith & Harmony

The Judds

After Naomi’s battle with hepatitis C forced The Judds to retire from performing in 1991, Wynonna embarked on a bold and unstoppable solo career. Her deep, soulful voice set her apart, blending country with rock, blues, and gospel influences that showcased her powerhouse vocals. Stepping out on her own wasn’t just a career shift—it was a defining moment that proved her artistry, independence, and resilience. Wynonna embraced the challenge with confidence, quickly carving out a sound that was unmistakably hers and earning a reputation as one of the most dynamic vocalists in modern country music.

Her solo debut album in 1992 was a smash hit, featuring:

  • "No One Else on Earth" – A fiery anthem of love and independence.
  • "She Is His Only Need" – Her first No. 1 hit as a solo artist.
  • "I Saw the Light" – A song that showcased her powerful, gospel-infused vocals.

But Wynonna’s story didn’t stop with early success. Over the decades, she has continued to evolve—experimenting with new sounds, collaborating across genres, and pouring her truth into every performance. Her music reflects her lived experiences: the highs, the heartbreaks, the healing, and the fierce determination that has shaped her journey. From sold-out tours to deeply personal projects, Wynonna has remained grounded in her roots while fearlessly exploring new artistic territory.

Through triumphs and trials, Wynonna has remained a force of nature—a woman who never backs down, never loses faith, and always sings from the soul. Her legacy isn’t just defined by her chart-topping hits, but by her authenticity, her emotional honesty, and her unwavering ability to connect with audiences generation after generation.

A Voice That Can’t Be Tamed

wynonna

The Judds’ connection to Ashland, Kentucky, remains a cherished part of their legacy. One of their memorable performances took place at our historic Paramount Arts Center, a venue that has hosted some of the greatest artists in country music. Their presence on that stage cemented a deep bond between The Judds and the people of Ashland, a bond that we continue to honor today.

To celebrate this legacy, we have dedicated Judd Stage at Broadway Square, ensuring that their music and influence remain a permanent part of our community’s story. This stage stands as a tribute to their impact—not just in Kentucky, but in the hearts of fans everywhere.

FROM THE PARAMOUNT ARTS CENTER TO THE WORLD STAGE

Though Naomi’s passing in 2022 was a heartbreaking loss, The Judds’ music lives on. Wynonna continues to honor her mother’s legacy, touring in her name, sharing their story, and proving that the fire of their music will never fade.

From the Paramount Arts Center to the Grand Ole Opry, from the hills of Eastern Kentucky to the biggest stages in the world, Wynonna’s journey is a testament to resilience, passion, and the power of storytelling.

Just like a wildfire, her impact is unstoppable—a burning legacy of love, music, and strength.

We’ve also curated a playlist, featuring The Judds’ greatest hits and Wynonna’s most iconic songs. Press play, let the music fill your space, and celebrate the unbreakable spirit of Ashland, Kentucky’s own Naomi and Wynonna Judd. 

A Legacy That Burns Bright

Did you know that Billy Ray Cyrus filmed the legendary music video for Achy Breaky Heart right here in Ashland, Kentucky? That’s right—33 years ago, on January 20, 1992, the Paramount Arts Center lit up its iconic marquee to welcome the hometown star as he filmed the video that would launch him to worldwide fame. 

Born and raised in Greenup, Kentucky, just a short drive from Ashland, Billy Ray got his start playing local gigs around the tri-state before his music took the world by storm. His debut album, Some Gave All, sold over 9 million copies, and Achy Breaky Heart became a global sensation, hitting No. 1 in the U.S., Canada, Australia, and New Zealand.

That unforgettable night, downtown Ashland was buzzing with excitement as fans packed the Paramount, dancing to what would become one of the most recognizable country songs of all time. If you watch the music video, you’ll spot our current Police Chief, Todd Kelly, escorting Billy Ray out of the limo and into the theater.

Today, you can retrace the steps of country music history along the Country Music Highway (U.S. 23), which winds through the hills and hollers that shaped artists like Billy Ray, Loretta Lynn, The Judds, Chris Stapleton, and more. Stop by the Paramount Arts Center to see where music history was made, and feel the same energy that filled the streets that night.

Plan your visit today, grab tickets to see a show at the Paramount Arts Center and experience the rhythm of the Country Music Highway!

Walk in the Footsteps of a Country Music Icon on the Country Music Highway

billy ray cyrus

Kentucky Music Trail

historic walking tour

camp Landing

paramount art center

black history museum

Explore the sights, flavors, and experiences that make Ashland unforgettable. These local highlights offer a glimpse into the creativity, charm, and community spirit that define our city.

local highlights

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