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Top 150 Best 90s Country Songs

Country music has been around for a long time. And part of the reason it’s managed to stick around for so long is that some things never change, such as banjos, acoustic guitars, and great stories. Then again, a lot of other things have changed. 

Country music has been melded with plenty of other sounds and styles over the years; one of the great periods of a new influx of sound was the 90s. The way music was stored and distributed changed, and, therefore, so did the music. New artists with new sounds, old artists with new sounds, and everything in between.

So, I’ve decided to take a look at some of the best 90s country songs in no particular order starting off with…

Best 90s Country Songs

Contents

Top 150 Best 90s Country Songs

1 If I Know Me by George Straight

Album: Chill of an Early Fall

Most country songs are pretty simple, and that’s what makes them great. This is a quiet piano ballad with some acoustic guitar. The perfect accompaniment to George’s warm voice.

Those of us who are lucky enough to be in lasting relationships know the feeling of storming off when there’s conflict. Despite the severity of the argument, we are compelled by our love to return to them. We know it the second we slam the door and drive off. This track is all about that feeling.

The track is the lead single from George’s debut album and was a huge success. “If I Know Me” peaked at #1 on both the US Billboard Country Songs chart and the Canada Country Tracks chart.

2 That Don’t Impress Me Much by Shania Twain

Album: Come On Over

Like many Country/Pop hits, Twain uses an elaborate story, but the message is simple – brains, looks, and money aren’t enough to win and keep the heart of a woman. The accompanying music video shows Twain rejecting three suitors who represent the three points of brains, looks, and money. 

The track was one of the first crossover hits for Twain and remains one of her biggest songs to date. The track peaked at #8 on the US Billboard Hot 100 and topped the US country singles chart, where it remained for five weeks. 

It was also an international hit, eventually getting certified platinum in both the UK and Australia. All of which work to secure its place among the best Country Pop songs of the 90s.

3 Wide Open Spaces by Dixie Chicks

Album: Wide Open Spaces

Originally, this song was written and recorded by Susan Gibson. This beautiful tune about getting out into the world as a young girl gained immense popularity as the lead single from the Dixie Chicks’ fourth album.

Susan Gibson wrote the song as a youth, traveling to and from forestry school and looking at the wide open spaces and sunsets in Amarillo, Texas.

It has since found a special place in the hearts of young folks, especially girls all over the world. Wide open spaces are what we require when were young, so we can learn, grow and experience.

Bringing back the banjo…

The track is full of quality musicianship and top-notch production. But, one particular highlight is the Banjo, which for a long time was not considered THE Bluegrass instrument. 

The track was a massive success and climbed to the top of the Country Singles chart. It was also named Single of the Year at the Country Music Association Awards. 

4 Go Rest High On That Mountain by Vince Gill

Album: When Love Finds You

Vince began composing this ballad in 1989, shortly after the death of Country musician Keith Whitley. The track would not be finished until years later, after the death of Vince’s brother. It has since become one of his most loved songs. And a Country music classic as far as I’m concerned. 

Much ambiguity surrounds the lyrics of this song. As well as the unnamed party to whom it is dedicated. In some ways, that’s part of what makes it a special song. The meaning can become so universal. Vince Gill has said that not making sense has made the song more special in his heart. 

Gill’s vocal delivery is one of the best he’s ever recorded, and I’m sure that helped propel the song to #14 on the Country Singles chart. The track won two Grammys for Best Male Country Vocal Performance and Best Country Song.

5 You’re Still The One by Shania Twain

Album: Come On Over

Shania’s 1997 album has been considered one of the best of the century. To this day, it is the ninth best-selling album in US history. This beautiful track is no doubt one of the highlights.

Whether it was Twain or her then lover and future husband, Zambian-born producer “Mutt” Lange, who came up with the melody for this one is unknown. But, it must have been a eureka moment. Timeless is the only world you need to describe this smash hit.

Shania at her best…

The track is one of Shania Twain’s biggest hits, and easily one of the biggest Country music hits ever. The track was so big that it helped Twain crossover into the Pop market. “You’re Still The One” peaked at #2 on the Billboard Hot 100.

And it was nominated for four Grammys. It won two, namely, Best Country Song and Best Female Country Vocal Performance. It has been certified platinum in Australia, the US, and the United Kingdom. 

6 He Thinks He’ll Keep Her by Mary Chapin Carpenter

Album: Come On Come On

I’m sure many other Mary Chapin Carpenter songs are more well-known and outperformed this one. But, it’s what this song represents that makes it worthy of a place on this list of the best 90s Country songs. 

The track describes the dissatisfied heart and mind of a married housewife. And, despite getting the dream of young marriage and a white picket fence, she decides to leave her husband. Themes of women breaking from tradition and redefining contemporary roles were important at the time. 

Songs like this brought that into the public consciousness… 

The refrain of “Everything runs right on time” is recorded in a very stagnant, almost metronome fashion. A great production technique. 

“He Thinks He’ll Keep Her” peaked at #2 on the Billboard Hot Country Songs chart and managed to stay there for twenty weeks. It ranked #16 on Billboard Country songs for 1994.

7 I See A Darkness by Bonnie “Prince” Billy

Album: I See Darkness

“I See Darkness” has been described as the most melodic album Bonnie Billy has released. This is true when you listen to the title track. While the writing and arrangement are sparse, it’s imbued with hints of warmness here and there. 

Country music has seen plenty of dark tunes over the years. And this song was a refreshing dose of realism that reminded listeners of that. The track tells of sharing drinks and thoughts with close friends but also being unsure whether they can bear some of the dark things floating in your mind.

8 Love Can Build A Bridge by The Judds

Album: Love Can Build A Bridge

This track comes from the final studio album to be released by the mother and daughter duo. It marked the ending of an era. 

“Love Can Build A Bridge” was written by Naomi and is dedicated to her family and fans of The Judds. The song is considered to be a goodbye since she had to retire after being diagnosed with Hepatitis C. 

Many things on many levels… 

But, at its core, it’s a message about sticking close to the ones you hold dear no matter what. The simplicity of the message made it translatable to everyone. The proof of this is in the highly successful covers recorded by Children of Rwanda and Cher, Chrissie Hynde, Neneh Cherry, and Eric Clapton for Comic Relief in 1994 and 1995. 

The original version climbed to the Top 5 of the Country charts, while the subsequent cover versions were international hits. It’s safe to say this song represents one of the most heartfelt 90s Country songs.

9 Achy Breaky Heart by Billy Ray Cyrus

Album: Some Gave All

This track is important in so many ways; I’m not going to try and list them all. It made Country music cool and accessible again. Also, it was responsible for making the line dance famous across the world due to its music video. 

Originally titled “Don’t Tell My Heart,” the track came about when writer Don Von Tress was fooling around with a guitar and drum machine. It was recorded by Billy Ray a year after its initial release by the Marcy Brothers under the new name “Achy Breaky Heart.”

A smash hit that has become Billy Ray Cyrus’s signature song. And it’s a signature Country song of the 90s. Peaking at #4 on the Billboard Hot 100, it was also the first country song to be certified platinum since 1983’s “Islands In the Stream” by Kenny Rodgers and Dolly Parton.

10 T-R-O-U-B-L-E by Travis Tritt

Album: T-R-O-U-B-L-E

Originally written in 1975 by Jerry ChestNut Wilkins, “T-R-O-U-B-L-E” was made famous by the king himself, Elvis. Many other artists have covered the song, but none with such success as Travis. His cover version appeared as the third single off the album of the same name. 

Many tracks have been written about dangerously beautiful women over the years. This is one of the most memorable. Travis’ version features a beautiful transposition of the original honky tonk piano part to a slide guitar, and it makes this lady seem all that more troublesome. 

The track was a Top 20 Country hit in the 90s, peaking at #13 on the Hot Country Songs chart. It was also a Top 20 Country track in Canada and has since become a staple of Travis’ live shows. A great tune for an early Friday night at a bar.

11 Boot Scootin’ Boogie by Brooks & Dunn

Album: Brand New Man

Some songs are there for one thing and one thing only. And that is relieving you of the burdens that your everyday life may or may not place on you. If there’s one song that makes you want to put on some dancing shoes and hit the bar with friends, it’s this one. 

The track is a good old-fashioned tribute to Texas-style honky-tonk line dancing. Many have credited this and a few other memorable 90s Country songs with sparking a renewed interest in this almost forgotten piece of American culture.

The song was the first crossover hit for Brooks and Dunn, and it peaked at #50 on the Billboard Hot 100. It was a smash hit on Country stations peaking at #1 on the Country charts in both the US and Canada. It was the group’s fourth consecutive #1 on the Country charts. 

12 Meet In The Middle by Diamond Rio

Album: Diamond Rio

The power of the story is one of the songwriter’s most powerful tools. One that is harnessed to great effect in this debut single from Diamond Rio. The track helped launch the group into music history while becoming a piece of history at the same time. 

This track features some beautiful banjo and mandolin accompaniment. But, the musical highlights are the organ phrases dispersed along the track. 

Lyrically, it tells the tale of two folks whose lasting relationship is due to always meeting each other in the middle. By the second verse, your heartstrings are being yanked as if by a child. 

So, what about that history?

The track was a huge success for the group and made history when it reached #1 on the Country Singles chart. Diamond Rio was the first group to have a debut single reach the top of the chart. 

The track has been certified platinum in the United States. Without question, one of the best 90s Country songs out there.

13 Summer’s Comin’ by Clint Black

Album: One Emotion

Many folks may have criticized Clint Black for releasing a song like this. At the same time, others praised him for writing a song outside of his comfort zone. And to do it so successfully. Either way, the track has become a feel-good 90s Country hit since its release. 

This is a great track for spontaneous trips to someplace fun, like the beach. Funny enough, the music video revolves around a guy who decides to skip out on work and do just that. There are cameos by Jay Lenno and David Hasselhoff, as well as the late great Dick Clark. 

The track was a huge hit for Black. Initially, it debuted at #50 on the country chart and climbed until it summited the chart. It was also #1 in Canada.

14 Constant Craving by k.d Lang

Album: Ingénue

This track was written in collaboration with longtime writing partner Ben Mink in 1992. That year would prove to be significant for Lang as it was the year she chose to reveal herself as a lesbian. Whether the track or album has anything to do with that is up to the listener. 

Many will argue that this is not a k.d Lang country song and view it as an abandoning of her country sound for a more Pop sensibility. But, at its heart, it still contains the creativity of a Country singer and writer

Leaves you wanting more…

The track features some of the best production on any of her albums. There are overdubbed vocal harmonies on this track that you can get lost in. The song was Lang’s most successful single to date, reaching #38 on the Billboard Hot 100 and #2 on the Adult Contemporary chart. 

Initially, it did not do well in the UK. But, after a re-release, it made it to #15 on the UK Singles chart. And it won a Grammy for Best Female Vocal Pop Performance. 

15 Dance The Night Away by The Mavericks

Album: Trampoline

This track might not be the deepest that Raul Malo ever wrote. But, it continues to be one of the most enduring. It’s a Latin-influenced tune that is driven by a strong horn part and some good old-fashioned Rock n Roll. 

Happy accidents…

Many artists have confessed to “happy accidents.” And according to Maverick’s frontman and writer/co-producer of the song, Raul Malo, “Dance The Night Away” was one of those. 

He also said that he remains grateful for the song. That’s because, after its release, he gained more confidence in his ability to arrange music. 

This one is great for parties and was one of the group’s most successful songs. It topped numerous singles charts in Europe and eventually peaked at #4 on the UK singles chart. The track has been certified platinum in the United Kingdom. 

16 Chattahoochie by Alan Jackson 

Album: A Lot About Livin’ A Little ‘Bout Love

The success of a song is often as much of a surprise to the artist as it is to the audience. That’s the case with this wonderfully upbeat and relatable tune from Jackson. Alan confessed to his co-writer, Jim McBride, to be very surprised at how well the song did, but happy nonetheless.  

The track is so relatable because it speaks of universal themes like being young, growing up, going through changes, and, of course, falling in love. It may mention a specific river in the lyrics, but it can apply to anyone who has such memories of their youth. 

“Chattahoochee” was a hit and a first for Jackson. It managed to chart on the US Billboard Hot 100, making it his first single to do so. The track topped the Country charts in both the US and Canada. It was also #1 on the Billboard Year-end Country chart in the US.

17 Single White Female by Chely Wright 

Album: Single White Female

This track was written by Canadian Carolyn Dawn Johnson and Shaye Smith. It’s a pop-influenced tune, but the instrumental hooks played on acoustic instruments anchor it firmly in a Country setting. 

“Single White Female” is a song perfectly suited to the decade that it was written and released. The tongue-in-cheek manner of the narrator’s musings on the attractive man she rides the train with every morning is a solid reflection of the societal landscape at the time. 

More than anything, the song is catchy and fun. “Single White Female” as a single and an album remains her most successful to date. The song topped the Country Singles charts in both Canada and the US. It peaked at #36 on the Billboard Hot 100. 

18 Should’ve Been A Cowboy by Toby Keith

Album: Toby Keith

Anyone whose ever attended a sporting event at Oklahoma State University will know this song. That’s because it’s played several times in succession as fans exit the stadium. 

It’s the debut that Toby chose to greet the world with on his first album. And it’s become an enduring Country song from the 90s. There was very little about the cowboy lifestyle that this great tune did not romanticize.

If cowboys aren’t American, what is? 

From references to the old western “Gunsmoke” to fantasizing about having your own “sidekick with a funny name” and hunting for Jesse James, this tune has them all. It is brilliantly written, and you couldn’t have hoped for a better debut as a Country musician. 

The track climbed to #1 on both the US and Canadian Country Singles charts. It received more than three million spins on Country radio in America, which made it the most played Country song of the 90s

19 Blue Clear Sky by George Strait

Album: Blue Clear Sky

I wonder if Tom Hanks likes Country music? Whether he does or not, I’m sure that it warms his heart to know a line from “Forrest Gump” inspired John DiPiero to write this wonderful song from George’s sixteenth album. “One day, out of the blue clear sky, I got a letter from Jenny.”

The “backward” nature of the idea is at the center of the song’s message. We all know it’s “Clear Blue Sky.” But love is like that sometimes. You wonder about it when you don’t have it, but when it comes into your life out of the blue, you are certain you’ve found it.

“Blue Clear Sky” reached #1 on the Country Singles charts in both the US and Canada. If you want one of the best 90s Country songs, you’ve found it.

20 Can’t Let Go by Lucinda Williams 

Album: Car Wheels on a Gravel Road

The only cover song to be found on Lucinda William’s seminal fifth album, but it is also the most successful. The track was written by Randy Weeks, who agreed to let Williams have a go at it after she saw him perform it. 

This song has a relentless rumble to it. The rhythm section created by those twangy guitars and bricky kick drum evokes the anguish of hungering for love that has had its day. The lyrics are given a desperate tone when sung through Lucinda’s screechy swing-in-the-park voice. 

The track has become one of the most loved Lucinda Williams songs. It appeared again in one of its writers’ releases. As well as being covered by Led Zeppelin frontman Robert Plant and Alison Krauss. 

21 I Try To Think About Elvis by Patty Loveless

Album: When Fallen Angels Fly

This brilliant little song was written by master song-crafter Gary Burr. It was released as the first single from Patty’s platinum-selling album. This is a great feel-good tune for a day that’s got you down.

Whether it be a lover’s quarrel, getting cut off in traffic, or something else that’s got you firing on all cylinders, it’s good to have a trick to make you feel better. In this case, Patty tells us what she does.

Think of Elvis… 

I suppose the success of this device depends entirely on how much you like Elvis. Regardless, it’s a great country song sung by a great performer.

The track became a big hit for Patty, reaching the Top 20 on the Country Singles chart and peaking at #3 on the Billboard Hot Country Songs chart. 

22 Amazed by Lonestar

Album: Lonely Grill

“Amazed” was written by Marv Green and Grammy-nominated songwriters Aimee Mayo and Chris Lindsey. Originally, the song was offered to Boyz II Men, but they turned it down. What Lonestar ended up doing with the track was, well, amazing. 

A straight-up rock-influenced love ballad… 

One that screams for a live audience chanting the lyrics at the top of their lungs. The verses are subtle, with small keyboard and slide guitar flourishes between the vocal lines. The song rises and falls with the introduction of big crashing chords, which is about when the crowd will get louder than the band. 

“Amazed” was #1 on the Billboard Hot Country Singles and Tracks chart, and it remained there for eight consecutive weeks. It would remain on the chart for a total of 41 weeks. It peaked at #24 on the Billboard Hot 100. Several international chart-topping remixes have been released. 

23 Love Me by Collin Raye 

Album: All Can Be

An acoustic guitar and a Fender Rhodes are all you need to add to Colin’s voice to get something special. This track was written by Skip Ewing and Max T. Barnes. It was the second single off the album. And it has been noted as being a popular request at funerals. 

Why is that?

The soulful ballad is a man’s recollection of being fifteen when his grandmother passed. He reads a heartfelt note by his grandfather, promising to meet his grandmother at a tree and to love her forever. 

The story culminates in the boy witnessing his grandad’s breakdown as he reads the note at the funeral of his beloved. 

The song became Collin Raye’s first #1 single and climbed to #1 on the Country charts in the US and Canada. More importantly, it climbed into the hearts of country fans all over. And that is why it is one of the best 90s Country songs.

24 Please Remember Me by Tim McGraw

Album: A Place In The Sun

Country music has had its dark tunes since the very beginning. While this track may not be dark in tone, it does deal with a dark subject. Originally written and released by Rodney Crowell, the track was given new life four years later when McGraw covered it for his fifth album. 

Wondering about what might happen to loved ones should you disappear from the world one day is natural. In this heartfelt lament, we find a lover, reassuring his better half that regardless of what happens, they’ll be able to find love and happiness. 

His only request is to be fondly remembered. Patty Loveless was featured for harmony vocals on this ballad. 

More of a success than the original… 

“Remember Me” topped the US and Canadian Country charts. It managed to hold onto #1 on the Billboard Hot Country Singles & Tracks chart for five weeks. 

25 Every Light In The House by Trace Adkins

Album: Dreamin’ Out Loud

The old “regretting that I left you” song is given a creative face in this beautiful track from Trace Atkin’s debut album. It’s not often that a tired theme gets refreshed in a way that makes you want to keep listening. This track is a great example of that. 

The vocal performance is easily one of the best that Trace has ever done. There is a real weight to his voice that helps to give credence to the emotion in the lyrics. You can see this man walking through an empty house and turning lights on one by one, hoping that one of them might be seen by his lover. 

The track was Adkin’s first Top 5 on the Country Singles chart, where it peaked at #3. It also debuted at #78 on the Billboard Hot 100, which was another first for Trace Adkins.

26 Any Man of Mine by Shania Twain

Album: The Woman In Me

Written by the then-power couple of Twain and her husband and producer Mutt Lange. “Any Man of Mine” is a dancefloor banger that is guaranteed to get folks off their chairs. 

The lyrics are not particularly deep…

However, the production is some of the best of the era. There’s a punch to how the low-end is mixed, which is reminiscent of Lange’s work with rock bands such as ACDC and Def Lepard. Yet, there is still enough of a country twang to make the track perfect for dance bars.

“Any Man Of Mine” was a commercial success, peaking at #1 on both the Canadian Country charts and the Billboard Hot Country Songs Chart. It was also the Canadian singer’s first single to chart on the Billboard Hot 100, where it peaked at #31. 

The track earned two Grammy nominations and Single of the Year at the Canadian Country Music Awards. It has been certified as double platinum in the US.

27 Fast As You by Dwight Yoakam 

Album: This Time

Here’s to hoping you’ll run into an old flame someday to show them you’re all better now. Or to hope they’ll get the chance to slow down and feel the hurt like you did. This is a superb Country-Rock crossover tune from Yoakam’s fifth album. 

This one could easily have gone down the more ballad-type lane in terms of tone and production. But, it is the upbeat arrangement that made this one stand out. Yoakam’s vocal performance was smooth and confident as ever. 

The single was a big hit in both the US and Canada, where it peaked at #2 and #5 on the country charts, respectively. The track was also Yoakams first to chart on the Billboard Hot 100, where it reached #71. 

28 Fancy by Reba McEntire

Album: Rumor Has It

If you can’t tell a good story, then you’re probably not worth your salt as a Country musician. This fantastic cover of Bobbie Gentry’s 1969 crossover hit has become synonymous with Reba. She has even stated that it feels like her signature song. Reba recorded it for her seventeenth album.

The track is one of the most unique spins on the classic rags-to-riches tale. A young girl raised in poverty is forced into a dubious lifestyle from a young age. She is eventually elevated to an upper-class lifestyle and celebrates her wealth despite the road she had to take to get there. 

The music video features Reba playing the character of Fancy and expands the story in the lyrics even further. 

A crowd favorite…

Reba’s success with “Fancy” far surpassed the original. The track made it to the Top 10 in both the US and Canada. Reba’s live performances would often end with “Fancy” performed as an encore. 

She would sing one half of the song in rags and then remove them to sing the second half in a much more “fancy” attire. The track has been certified Platinum. 

29 Dust On The Bottle by David Lee Murphy

Album: Out With A Bang

Good advice is a thing often sought and found in Country music. This track from Murphy’s debut album rolls up some advice about courtship with acoustic guitars and power chords. Murphy wrote the song in about fifteen minutes while playing guitar on his kitchen table. 

The narrator of the story goes to an old man he knows named Creole Williams for advice on winning a lady. The old man gives him a dusty wine bottle along with a metaphor about time and love that will stick with him and you forever.

The track was a Top 10 hit in Canada, peaking at #9. In the US, it became Murphy’s first #1 on the Billboard Hot Country Songs Chart.

30 Independence Day by Martina McBride 

Album: Way That I Am

I would consider this an important track. It comes from McBride’s second album and has become an anthem for women everywhere.

The lyrics tell the story of a woman who recalls an accident involving her mother and her abusive father from her childhood. She finally gains freedom by burning down the house on Independence Day. The double meaning was not lost on fans or critics, and the track became etched in history. 

The song and its accompanying music video won Country Music Association Awards for Song and Video of the Year, respectively. “Independence Day” was a Top 20 hit in both the US and Canada and has been certified platinum. 

31 I Like It, I Love It by Tim McGraw

Album: All I Want

Tim McGraw’s Third studio offering was packed full of singles. And they would end up making the album one of the most successful of the year. This catchy honky-tonk-style song about infatuation with a new girlfriend was the first single off the album.

The track rolls along on a lovely blend of honky-tonk piano and guitar chords that you can tap your feet and swing your hips to. In the verses, Tim explains how he’s sacrificing all his downtime for this new girl. The chorus is more explosive. And exploding is what crowds do when he sings it live. 

“I Like It, I Love It” was a smash hit, making it to the summit of the Country charts in both the US and Canada, making it Tim’s third single to do so. It also peaked at #25 on the US Billboard Hot 100. “I Like It, I Love It” has been certified platinum.

32 Friends In Low Places by Garth Brooks 

Album: No Fences

Songwriter Earl Lee Bud was having lunch with friends in Nashville one day. But, he was caught without his wallet and had no way to pay the bill. When asked how he was going to handle the predicament, he replied that he had friends in low places. He was referring to the fact that he knew the cook. 

As a songwriter, he saw potential in the line, and this wonderful tune was born. Being able to relax with friends in low places is sometimes the most reassuring thing in the world. And this tune is perfect for escaping to your favorite dive bar. 

“Friends in Low Places” was a smash hit that ended up topping the Country charts for four weeks. It won Single of the Year and even managed to enter the Top 40 of the UK Singles chart. Today, it remains one of the most popular 1990s Country songs.

33 This Kiss by Faith Hill

Album: Faith

Faith is one of the Queens of Country Music. But, the immense success of this radio-friendly hit from her third album solidified her as a crossover artist. As a result, it’s become one of the best 90s Country songs you will find.

The track is brilliantly produced and has an award-winning music video to accompany it. Few people know that Faith was pregnant with her second daughter at the time of the filming. 

A fantastic celebration of the simple things… 

Especially those that one can share with a lover. Taking walks and stealing kisses may seem like childish things, but they can bring immense joy. Songs like this remind us of those things. 

The track was a smash hit on Country stations. It also was in the Top 10 of the US Billboard Hot 100 and Adult Contemporary charts. “This Kiss” was nominated for two Grammys and has been certified platinum in both the US and Canada. It is known as one of the most successful Country songs ever. 

34 She’s Not The Cheatin’ Kind by Brooks & Dunn

35 Don’t Rock The Jukebox by Alan Jackson

36 Don’t Take The Girl by Tim McGraw

37 Sold (The Grundy County Auction Incident) by John Michael Montgomery

38 My Maria by Brooks & Dunn

39 Strawberry Wine by Deana Carter

40 If Tomorrow Never Comes by Garth Brooks

41 How Do I Live by LeAnn Rimes

42 I Think About You by Collin Raye

43 I Will Always Love You by Dolly Parton

44 Something Like That by Tim McGraw

45 Little Good-Byes by SHeDAISY

46 Just To See You Smile by Tim McGraw

47 A Bad Goodbye by Clint Black & Wynonna Judd

48 The Heart Won’t Lie by Reba McEntire & Vince Gill

49 You Win My Love by Shania Twain

50 It Matters To Me by Faith Hill

More 100 Best 90s Country Songs

    1. I’m In A Hurry (And Don’t Know Why) by Alabama
    2. Independence Day by Martina McBride
    3. Something In Red by Lorrie Morgan
    4. I Cross My Heart by George Strait
    5. My Second Home by Tracy Lawrence
    6. You Were Mine by Dixie Chicks
    7. Straight Tequila Night by John Anderson
    8. The Dance by Garth Brooks
    9. Blame It On Your Heart by Patty Loveless
    10. Every Little Thing by Carlene Carter
    11. Pickup Man by Joe Diffie
    12. What She’s Doing Now by Garth Brooks
    13. Born To Fly by Sara Evans
    14. Does He Love You by Reba McEntire & Linda Davis
    15. Why Didn’t I Think Of That by Doug Stone
    16. Maybe It Was Memphis by Pam Tillis
    17. The River by Garth Brooks
    18. Something That We Do by Clint Black
    19. I Can Love You Better by Dixie Chicks
    20. Tall, Tall Trees by Alan Jackson
    21. Is There Life Out There by Reba McEntire
    22. Tell Me Why by Wynonna
    23. Go Away by Lorrie Morgan
    24. Bluest Eyes In Texas by Restless Heart
    25. Queen Of Memphis by Confederate Railroad
    26. Fancy Free by The Oak Ridge Boys
    27. Dreaming With My Eyes Open by Clay Walker
    28. Daddy’s Money by Ricochet
    29. Goin’ Through The Big D by Mark Chesnutt
    30. What Kind of Fool Do You Think I Am by Lee Roy Parnell
    31. She’s In Love With The Boy by Trisha Yearwood
    32. I’d Love To Lay You Down by Conway Twitty
    33. John Deere Green by Joe Diffie
    34. Alibis by Tracy Lawrence
    35. The Thunder Rolls by Garth Brooks
    36. No One Else On Earth by Wynonna Judd
    37. Small Town Saturday Night by Hal Ketchum
    38. Too Busy Being In Love by Doug Stone
    39. Somebody Like You by Keith Urban
    40. She’s Got The Rhythm (And I Got The Blues) by Alan Jackson
    41. Walking In Memphis by Lonestar
    42. Why Haven’t I Heard From You by Reba McEntire
    43. The Keeper Of The Stars by Tracy Byrd
    44. If You Love Me (Let Me Know) by Olivia Newton-John
    45. What’s It To You by Clay Walker
    46. Standing Outside The Fire by Garth Brooks
    47. Texas Tornado by Tracy Lawrence
    48. Better Things To Do by Terri Clark
    49. Life’s A Dance by John Michael Montgomery
    50. We Danced Anyway by Deana Carter
    51. The Whiskey Ain’t Workin’ by Travis Tritt & Marty Stuart
    52. One More Last Chance by Vince Gill
    53. I Don’t Even Know Your Name by Alan Jackson
    54. Bye Bye by Jo Dee Messina
    55. Don’t Happen Twice by Kenny Chesney
    56. This Ain’t No Thinkin’ Thing by Trace Adkins
    57. I Don’t Want To Miss A Thing by Mark Chesnutt
    58. One Night At A Time by George Strait
    59. Heads Carolina, Tails California by Jo Dee Messina
    60. Blue by LeAnn Rimes
    61. Carrying Your Love With Me by George Strait
    62. Should’ve Asked Her Faster by Ty England
    63. You’re Easy On The Eyes by Terri Clark
    64. I’ll Go On Loving You by Alan Jackson
    65. It’s A Little Too Late by Tanya Tucker
    66. One Boy, One Girl by Collin Raye
    67. Should’ve Said No by Taylor Swift
    68. Wide Open Spaces by Dixie Chicks
    69. Dust on the Bottle by David Lee Murphy
    70. I Like It, I Love It by Tim McGraw
    71. Don’t Laugh at Me by Mark Wills
    72. My Baby Loves Me by Martina McBride
    73. You’re Gonna Miss Me When I’m Gone by Brooks & Dunn
    74. If You Love Somebody by Kevin Sharp
    75. Don’t Let Our Love Start Slippin’ Away by Vince Gill
    76. If The World Had A Front Porch by Tracy Lawrence
    77. No Doubt About It by Neal McCoy
    78. Sold by John Michael Montgomery
    79. What Might Have Been by Little Texas
    80. When You Walk In The Room by Pam Tillis
    81. Shameless by Garth Brooks
    82. The Church On Cumberland Road by Shenandoah
    83. 10 Feet Away by Keith Whitley
    84. Forever’s As Far As I’ll Go by Alabama
    85. Almost Home by Mary Chapin Carpenter
    86. I’m Over You by Keith Whitley
    87. I Can’t Reach Her Anymore by Sammy Kershaw
    88. Fallin’ Never Felt So Good by Mark Chesnutt
    89. What The Cowgirls Do by Vince Gill
    90. Indian Outlaw by Tim McGraw
    91. Just Another Day In Paradise by Phil Vassar
    92. Heartache Tonight by John Anderson
    93. A Broken Wing by Martina McBride
    94. I’m Holding My Own by Lee Roy Parnell
    95. All These Years by Sawyer Brown
    96. Meet in the Middle by Diamond Rio
    97. Boot Scootin’ Boogie by Brooks & Dunn
    98. I Swear by John Michael Montgomery
    99. Love’s Got A Hold On You by Alan Jackson
    100. Walkin’ Away by Clint Black

Looking for More Great Country Music Songs and Artists?

If you are, take a look at our detailed articles on the Best Garth Brooks Songs of All Time, the Best Clay Walker Songs of All Time, the Best Cody Jinks Songs of All Time, the Best Elle King Songs of All Time, and the Best Uncle Kracker Songs of All Time for lots more awesome song selections.

And, of course, you’ll need to hear those songs. So, check out our in-depth reviews of the Best True Wireless Earbuds, the Best Sound Quality Earbuds, the Best iPhone Earbuds, the Best Headphones for Music, and the Best JBL Wireless Headphones you can buy in 2023.

Best 90s Country Songs – Final Thoughts

The 90s sure did supply us with some great country songs. Many artists owe their careers to these hits, and listeners were given soundtracks to their fondest memories. Jokes and stories, love and laughter, it’s all there in the music. Just take your pick.

Until next time, happy listening.

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About Joseph L. Hollen

Joseph is a session musician, writer, and filmmaker from south Florida. He has recorded a number of albums and made numerous short films, as well as contributing music to shorts and commercials. 

He doesn't get as much time to practice and play as he used to, but still manages (just about!) to fulfill all his session requests. According to Joseph, it just gets harder as you get older; you rely on what you learned decades ago and can play without thinking. Thankfully that's what most producers still want from him.

He is a devout gear heat and has been collecting musical instruments all his life. As his wife, Jill, keeps on saying, "You're very good at buying nice instruments, but terrible at selling them!".

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