This week Carrie Cunningham returns to My Weekly Mixtape as we build the Ultimate ’90s Country Music Playlist. From boot-scootin’ anthems to honky-tonk favorites, we’re digging into the artists, songs, and moments that defined the decade.

Whether you’re a seasoned country veteran, or you’re just discovering what made ’90s country so iconic, this episode outlines the perfect soundtrack for line dancing, road trips, or pure nostalgia.

🎙️ Subscribe now on Apple Podcasts, Spotify, or your favorite podcast platform—and don’t forget to leave a 5-star review to help more music fans find the show! Then, scroll down to hear all of the songs discussed in this episode! 👇

Shania Twain – Whose Bed Have Your Boots Been Under?

John Michael Montgomery – Sold (The Grundy County Auction Incident)

Alan Jackson – Chattahoochee

Chris LeDoux – Five Dollar Fine

Alison Krauss – When You Say Nothing At All

Brooks & Dunn – Brand New Man

Tracy Byrd – I’m From the Country

Deana Carter – Strawberry Wine

Trisha Yearwood – She’s In Love With The Boy

Garth Brooks – Callin’ Baton Rouge

Toby Keith – How Do You Like Me Now?

Reba – The Lights Went Out in Georgia

John Anderson – Seminole Wind

Dwight Yoakam – A Thousand Miles from Nowhere

Joe Diffie – Pickup Man

The Mavericks – What a Crying Shame

Dixie Chicks – Goodbye Earl

Patty Loveless – Blame it on Your Heart

Tim McGraw – My Best Friend

Travis Tritt – T-R-O-U-B-L-E

JJ Grey & Mofro – Seminole Wind (John Anderson Cover)

Sons of the Desert – Goodbye Earl (Original Version)