Cole Swindell's 10 Best Songs: Critic's Picks

Eric Ryan Anderson
Cole Swindell photographed on June 8, 2017 at Nissan Stadium in Nashville, Tenn. 

A native of South Georgia -- Bronwood, to be exact -- Cole Swindell found himself in the middle of the country music storm in the summer of 2013 with "Chillin' It," a song that earned him attention and sales that launched a bidding war among several labels in town for his services.

Warner Brothers won the lottery, and since then the singer has been a model of consistency. His first five singles all hit either No. 1 or No. 2 on the charts, and his recent duet with Dierks Bentley has made for one of the most buzzed about singles of the past year. We took a look at his two studio albums and three EP’s to find ten Cole Swindell songs that show why he is quickly becoming a force to be reckoned with in the industry, and is a star continually on the rise!

Best Songs: Alabama | Alan Jackson | Blake Shelton | Brad Paisley | Carrie Underwood | Chris Stapleton | Conway Twitty | Darius Rucker | Dierks Bentley | Dixie Chicks | Dolly Parton | Eric Church | Garth Brooks | George Jones | George Strait | Jason Aldean | Johnny Cash | John Denver | Keith Urban | Kenny Chesney | Kenny Rogers | Lady Antebellum | Little Big TownMerle Haggard | Miranda Lambert | Patsy Cline | Randy Travis | Rascal Flatts | Reba McEntire | Sam Hunt | Shania Twain | Thomas Rhett | Tim McGraw | Toby Keith | Travis TrittWaylon Jennings | Willie Nelson | Zac Brown Band

10. Cole Swindell - "Flatliner" (with Dierks Bentley)

No, it's not a likely candidate for Best Country Song at next year's Grammy Awards, but that’s not the point. Whether critics like the song or not, there’s no arguing the fact that the song is a hit record. This Cole Swindell song never fails to bring the crowd to its' collective feet from a live standpoint, earning it a slot on this list.

9. Cole Swindell - "Stars"

A track from his current You Should Be Here album, Swindell turned in a winning performance on this dreamy and romantic cut. Ben Hayslip and Chase McGill turned in the lyrics, and Swindell took the baton from there.

8. Cole Swindell - "Should’ve Ran After You"

This 2015 cut from his Down Home Sessions II EP was probably his most brooding performance to date. The regret-filled track also was one of the singer’s most adventurous productions to date. Warner Brothers has done an excellent job promoting Swindell’s singles so far, but this is one that definitely should have been a radio hit.

7. Cole Swindell - "Does It Hurt"

On paper, the song looks exactly like the kind of track that some would attack as being part of the "Bro Country" sound of the past few years. And, style-wise, that might be true. But, with respected tunesmith Tom Douglas assisting Swindell and Jared Johnston in the writing of this song, it provided the singer a chance to exude some wit and down-home charm. It was definitely a high-water mark from The Down Home Sessions III last fall.

6. Cole Swindell - "Chillin' It"

This song was proof that Cole Swindell knew exactly what he was doing even before he signed to Warner Brothers. Actually, the song was already doing well due to Swindell’s viral promotion of the track before Warner Brothers won a bidding war for Swindell’s services. The light-hearted song is definitely style-focused over substance, and the fans responded from the start!

5. Cole Swindell - "Let Me See Ya Girl"

In the spring of 2015, the singer tallied another hit single with this performance, which was straight out of the Luke Bryan playbook, with its’ straight ahead lyrical approach about a man who knows exactly what he has in his love interest.

4. Cole Swindell - "Middle Of A Memory"

This recent hit stands as proof of his developing talent. Though the singer is very much a part of the new breed of recording artists, this Cole Swindell song from last year is very much influenced by many of the singer’s old-school influences, such as Randy Travis. The sixth straight Gold-selling single for the singer, this one saw the singer receive some of his best reviews to date.

3. Cole Swindell - "Hope You Get Lonely Tonight"

A novel approach to a time-tested sentiment. The singer actually wishes loneliness on his significant other because he reasons that if she is indeed longing for someone, it will likely be him. The song was his first to be released on Warner Brothers, earning his first number one on the Country Airplay chart. The song had quite a bit of star power attached to it, with Florida Georgia Line’s Brian Kelley and Tyler Hubbard being among the song’s four writers.

2. Cole Swindell - "Ain’t Worth The Whiskey"

This 2014 single could very well be Swindell’s most traditional-flavored track to date. The song found a place in the heart of his devoted fan base, with the video for the song -- featuring a tribute to a returning solider from overseas -- making a mark all its' own.

1. Cole Swindell - "You Should Be Here"

Just as Swindell was in the process of signing his record deal, the singer lost his father suddenly. The loss influenced the writing of this cut with Ashley Gorley. The song represents Swindell at perhaps his most vulnerable and emotional yet in his career, and listeners responded -- making this song a well-deserved number one in the winter months of 2016.