Celebrate the Heart of Country, Americana, and Roots Music!

Drop Us A Line, Y'all

Y'all interested in advertising, partnering up, contributing stories, joining our team, or just got a question? Well, don't be shy, drop us a line!

Follow Us

Country Music’s Classic Supergroup, The Highwaymen Sings ‘Highwayman’

Country Music's original supergroup, The Highwaymen, sing their song "Highwaymen"
by
  • Riley is a Senior Country Music Journalist for Country Thang Daily, known for her engaging storytelling and insightful coverage of the genre.
  • Before joining Country Thang Daily, Riley developed her expertise at Billboard and People magazine, focusing on feature stories and music reviews.
  • Riley has a Bachelor of Arts in Journalism from Belmont University, with a minor in Cultural Studies.

Country music won’t be the same without the supergroup that made the greatest hits of all time. When the Highwaymen decided to make music together in 1985, they made history. Their combined talents pulled fans across the globe, making their songs some of the most enduring classic hits.

The Highwaymen had an interesting start. Their official name wasn’t coined yet even after the release of their first two albums. However, Jimmy Webb’s hit from 1977 gave them a hint. 

Later on, the four indisputable talents found their name that would later create a timeless mark in the country music industry. Their first album was the Number 1 platinum-selling album. Meanwhile, their song called “Highwayman” remained on the top spot on the Billboard Hot Country Songs chart for around five months.

RELATED: Before Boy Bands Were Cool, There Were The Highwaymen

Given their skills in music, fans always loved whenever they got together. Willie Nelson, Waylon Jennings, Johnny Cash, and Kris Kristofferson make it easy for fans to go wild. That’s what happened when they appeared at the 1993 Farm Aid concert. For their fans and country music lovers, this performance is worth a thousand replays.

Before they bewildered the spectators with their performance, Johnny Cash went upstage to say a few things to his friends and fellow group members. 

He thanked the rest of them and remembered their fantastic time together. Cash reminded fans about how they conquered the world together, playing wonderful country music. After he called the rest of the members, the Highwaymen started rocking the stage.

RELATED: The Highwaymen’s Performance Of “Me And Bobby McGee” Proves Why They’re The Best In Country Music

During the performance, they proved how they made more than music, but also a lasting friendship.

As the Highwaymen sang “Highwayman,” their unique vocals and amazing talent made all the fans love country music all the more.

See their performance for yourself. Watch The Highwaymen sing “Highwayman” below:

Latest Stories

Jon Pardi, wife Summer, and their two daughters together, before the couple's divorce announcement.

Jon Pardi and His Wife, Summer, Are Divorcing After Nearly Six Years and Two Daughters Together

One of country music’s most grounded couples is calling it quits. Jon Pardi and his wife, Summer, announced their divorce, confirming they’ve decided to part ways after nearly six years ...

Clint Black on stage, before the hospitalization that forced him to cancel his July 3 show.

Clint Black Canceled His July 3 Concert After Being Hospitalized, but He’s Expected to Fully Recover

The good news comes first. Clint Black is going to be just fine. The country icon was forced to cancel his July 3 appearance at Pearl River Resort Casino in ...

An emotional Rhett Akins on the Opry stage, finally getting his membership invitation.

Rhett Akins Finally Got His Grand Ole Opry Invitation After 30 Years and Could Barely Find the Words

A man who has written over 30 No. 1 hits for a living stood on the Grand Ole Opry stage Saturday night and couldn’t think of a single word to ...

Ella Langley performing live, marking "Choosin' Texas" returning to No. 1 for an 11th week and breaking a chart record that stood since 1977.

Ella Langley’s “Choosin’ Texas” Is Back at No. 1 for an 11th Week and Broke a Record That Stood Since 1977

They kept knocking her off, and she kept coming back. Drake bumped her. Ariana Grande bumped her. Taylor Swift bumped her. And every single time, “Choosin’ Texas” climbed right back ...

Shania Twain commanding the Wembley stage in the daring look that divided fans.

Shania Twain Wore a Bold Outfit at Wembley and Fans Can’t Agree If It Was Too Much or Perfect

Shania Twain walked onto the Wembley Stadium stage in front of 90,000 people wearing a see-through black lace dress with a white bra and matching shorts underneath, and the internet ...

Miranda Lambert performing "The House That Built Me," the tearjerker that topped the charts back in 2010.

Miranda Lambert’s “The House That Built Me” Hit No. 1 Sixteen Years Ago and It Still Wrecks People

Sixteen years ago, a song that was never supposed to be Miranda Lambert’s gave her the first No. 1 of her career. And every Father’s Day, every homecoming, every time ...

A composite image of Ella Langley and Alan Jackson, tied to her emotional video tribute at his final show.

Ella Langley’s Video Tribute to Alan Jackson at His Farewell Concert Said What Every Young Artist Feels

Every major name in country music showed up to say goodbye to Alan Jackson at Nissan Stadium. But one of the most genuine tributes came from someone who wasn’t even ...

12:00 AMClaude responded: Alan Jackson and George Strait performing together at Alan's final concert, where Strait made a rare appearance and brought his old friend a drink.Alan Jackson and George Strait performing together at Alan's final concert, where Strait made a rare appearance and brought his old friend a drink.

George Strait Made a Rare Appearance at Alan Jackson’s Final Concert and Brought Him a Drink

George Strait doesn’t show up for just anybody. But when Alan Jackson calls last round, the King of Country shows up with a drink in his hand. Strait strolled onto ...

Alan Jackson and Taylor Swift together, after her tribute video got a divided reaction at his Nashville farewell show.

Taylor Swift Got Booed When Her Tribute Video Played at Alan Jackson’s Farewell Concert

It was supposed to be a tribute. The crowd had other plans. Right before Alan Jackson took the stage at his farewell concert at Nissan Stadium on June 27, Grand ...

10:20 PMClaude responded: Alan Jackson on stage during his final concert, taking a bow as he officially steps into retirement after decades in country music.Alan Jackson on stage during his final concert, taking a bow as he officially steps into retirement after decades in country music.

Alan Jackson Played His Final Concert at Nissan Stadium, and Even a Storm Couldn’t Stop Him

The sky opened up over Nashville on Saturday night. Lightning cracked across the horizon, and 50,000 people were told to leave their seats. For about 30 minutes, Alan Jackson’s final ...