20 Songs About Leaving Town

When you’re ready to leave a place, a lot of emotions are involved. Maybe you’re feeling sadness at leaving friends and family behind, or excitement for a new adventure. Listening to songs about leaving can help you process those feelings and get ready for your next journey.

Whatever the reason why you’re leaving, these songs can provide the perfect soundtrack for your journey. Some are about saying goodbye to a past love, while others are about moving on from a difficult situation. Here are some songs that will help you get ready for the next chapter in your life.

1. “Breakaway” by Kelly Clarkson

Starting off the list is a song that’s all about taking the leap and leaving everything behind. If you’re feeling scared or hesitant about starting something new, this song is for you.

It’s about finally breaking free from your comfort zone and taking a chance on yourself. It’s the title track for her album of the same album.

2. “Past life” by Trevor Daniel

Next on the list of songs about leaving town is “Past Life” by Trevor Daniel. The song is about a relationship that didn’t work out and how the protagonist is moving on from it. It was released in 2020 for his Nicotine album.

3. “Goodbye Town” by Lady Antebellum

“Goodbye Town” is a 2013 song by Lady Antebellum. It’s about a couple moving away from their small town to pursue their dreams.

They’re leaving everything they know behind, but they’re doing it together. This will make a great song to listen to as you’re packing up your things and getting ready to leave town.

4. “Good news” by Mac Miller

The next song on the list is “Good News” by Mac Miller. The song is about how the protagonist is moving on from a past relationship.

He’s leaving town and starting fresh, and he’s glad to be rid of all the baggage that came with that old relationship. This song was released in 2020, just a few years after Mac Miller’s untimely death in 2018.

5. “I’m Moving On” by Elvis Presley

Elvis Presley’s “I’m Moving On” is a classic song about leaving town. It was released in 1950, but it was originally recorded by Hank Snow in the same year.

If you’re feeling like it’s time for a change, put this song on and let Elvis Presley’s voice lift your spirits.

6. Ghost Towns” by Radical Face

The next song is called “Ghost Towns” by Radical Face. This song is about a person who is leaving a town that they once called home.

The song talks about how the town has changed and how the person is no longer happy there. It was released in 2011 for the The Family Tree: The Roots album.

7. “Moving On and Getting Over” by John Mayer

John Mayer’s “Moving On and Getting Over” is about a person who is moving on from a past relationship. The song talks about how the person is leaving their old life behind and starting anew.

It was released in 2017 for the album The Search for Everything. If you’re looking for songs about moving on, this is definitely one to check out.

8. “Boston” by Augustana

“Boston” by Augustana is about a person who is tired of everything and wants to move to a new city. The song talks about how the person is leaving their old life behind and starting anew.

It was released in 2005 for the album All the Stars and Boulevards. You can stream this song on all music platforms out there.

9. “East Bound and Down” by Jerry Reed

Next on the list is “East Bound and Down” by Jerry Reed. This song is about a person who is leaving their home and heading out on the open road.

The song talks about how the person is excited to be moving on and starting a new adventure. It was released in 1977 for the Smokey and the Bandit soundtrack.

10. “Smalltown Boy” by Bronski Beat

Bronski Beat’s “Smalltown Boy” is about a gay man who is forced to leave his small town because of the intolerance and bigotry he faces. The song talks about how the person is leaving their old life behind and starting anew.

It was released in 1984 and you can stream it on all major music platforms. You can find it on the The Age of Consent album.

11. “Farewell” by Rihanna

Next on the list is “Farewell” by Rihanna. This song is about a person who is leaving their old life behind and starting anew.

The song talks about how the person is ready to move on and start fresh. It was released in 20111 for the Talk That Talk album. You can find this song on all major music platforms.

12. “Fast Car” by Tracy Chapman

“Fast Car” by Tracy Chapman is about a person who is trying to escape their difficult life. It was released in 1988 for the self-titled album Tracy Chapman.

If you are looking for songs about leaving a difficult life behind, this is the perfect song for you. You can stream it on all music platforms out there.

13. “Durham Town” by Roger Whittaker

Next on the list is “Durham Town” by Roger Whittaker. The song was released in 1971 and is included in the album New World in the Morning.

It talks about a person leaving their hometown to start a new life. It now has over 1.4 million Youtube views and can also be streamed on all music platforms out there.

14. “Runaway Train” by Soul Asylum

“Runaway Train” by Soul Asylum is a song about hope. It talks about how there is always someone out there who cares, no matter how lost you feel.

The song was released in 1993 and is included in the album Grave Dancers Union. It became a huge hit, reaching number 5 on the Billboard Hot 100 chart. You can stream it on all music platforms out there.

15. “Leaving on a Jet Plane” by Peter Paul and Mary

The next song on the list is “Leaving On A Jet Plane” by Peter, Paul and Mary. The song was released in 1967 and is included in the album Album 1700. It talks about a person who is leaving their loved ones behind to go on a journey.

It became a huge hit, reaching number 1 on the Billboard Hot 100 chart. It is still a popular song today and can be streamed on all music platforms out there.

16. “Long Ride Home” by Patty Griffin

Patty Griffin’s “Long Ride Home” is a song about leaving your home and the people you love behind. It was released in 2002 for the album 1000 Kisses.

The song talks about how hard it is to leave the people you love, but sometimes you have to do what’s best for yourself. You can stream it on all music platforms out there.

17. “I’m Moving On” by Rascal Flatts

Next on the list is a song that is a little more upbeat and positive, even though it’s about leaving town. “I’m Moving On” by Rascal Flatts is all about starting a new chapter in life, and moving on from the past. This was released in 2010.

18. “History of a Boring Town” by Less Than Jake

Less Than Jake’s “History of a Boring Town” is, as you might’ve guessed, about a boring town. This song is high energy and really puts into perspective just how stifling small towns can be.

If you’re looking to leave your boring hometown behind, this song is for you. It was released in 1998 for the album Hello Rockview.

19. “Down the Road” by Plain White T’s

Another song about starting a new chapter in life is “Down the Road” by Plain White T’s. This song has a more mellow vibe and is about looking forward to the future.

It was released in 2005 on the album All That We Needed. This has almost 100k views on Youtube so be sure to check it out.

20. “The Deserter’s Song” by Radical Face

Finishing up our list is “The Deserter’s Song” by Radical Face. This song is about a soldier who is deserting his post. It’s a slower song with a lot of emotion.

This was released in 2010 on the album Touch the Sky. This is one of their most popular songs with over 20k views on Youtube.

Final Thoughts

Songs about leaving town can be about a lot of different things. They can be about starting a new chapter in life, moving on from the past, or even deserting your post. Whatever the reason for leaving, these songs can somehow ease the pain. Thanks for reading!