10 Songs That Sum Up High School


The best country songs about high school recognize that lessons on grammar and algebra are the last things you’ll remember.

Lessons in love, loss and redemption? That’s pretty much what high school is all about.

Toby Keith, Thomas Rhett, George Strait and Priscilla Block are featured on this list of the best songs about school.

Each one has a unique perspective.

Keith and Block take great joy in knowing they’ve outdone the classmates who put them down, while Rhett settles for soaking in the highs and lows of nostalgia.

The Best Country Songs About High School

Only one artist is featured more than once on this list of songs about school. That’s Kenny Chesney, who approached the topic twice from very different angles, and then again with Kelsea Ballerini.

“I Go Back” is a simple looking-back kind of song, but “Boys of Fall” gets specific. You won’t find a better song about high school football, and the singer seemed to know it in the moment. An eight-minute-long music video gave way to a full documentary on the topic in 2010.

You’ll need to keep scrolling to learn if that’s the No. 1 song on our back to school playlist.

Strait’s “Check Yes or No” certainly challenges for that top spot. The simplicity of this ’90s hit is as endearing now as it was 30-some years ago. Of course we’ve included links to each song so you can relive these moments again.

Did we miss any? Email us if you can think of a song deserving a spot on this playlist.

As you’ll soon see, the song doesn’t need to be a super positive interpretation of high school and the characters involved. While we certainly support education, we also know that the best lessons often come from infamous characters we meet between the school bells.

11 Songs That Sum Up High School

Country music’s best artists sing about love, loss, hard work, trucks, death, Solo cups and children. Of course, they also sing about high school. Here are the 11 best songs about high school, just in time for back-to-school season.

Gallery Credit: Billy Dukes





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Graham Haring

Graham Haring is a versatile writer with a knack for capturing the heart of country music and the stories that surround it. Covering everything from new song releases by icons like Tim McGraw to unexpected cultural phenomena like "The Waffle House Index," his articles bring a mix of humor, depth, and curiosity to the table. Graham’s work often explores the personal side of country music, highlighting the community, family moments, and heartwarming stories behind the headlines. Whether it’s about Keith Urban's benefit shows or a quirky note from the past, Graham's writing resonates with country fans who appreciate a touch of authenticity and a good story.

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