1
Sounds Like Something I’d Do
Songs
See All
2
Over Drinkin’ Under Thinkin’
3
Tumbleweed
4
I Got A Problem
5
Kiss Goodbye All Night
Albums
Tumbleweed
2025
Dallas/Fort Worth
2022
Singles & EPs
How Much Beer
Single • 2025
Old Flames, Old Whiskey
Single • 2025
Tumbleweed
Single • 2025
Jukebox Songs
EP • 2024
Don't Leave Me Loving You
Single • 2024
I Got A Problem (Full Length)
Single • 2023
Honky Tonkin' About
Single • 2023
Cowgirl For Christmas
Single • 2021
Drake Milligan - EP
Single • 2021
Videos
See All
Hard Headed Cowboy
Girl Like You
Sounds Like Something I’d Do
Drake Milligan - Over Drinkin' Under Thinkin' (Official Music Video)
I Got A Problem (Full Length)
Kiss Goodbye All Night
What I Couldn’t Forget
How Much Beer
Tumbleweed
Hating Everything She Tries On
Live performances
See All
Cryin’ Shoulder
Slow Dancing to a Fast Song
Honky Tonkin' About (Live at the 2023 CCMAs)
Drake Milligan - Like The Moon (Soundcheck Sessions)
Hard Headed Cowboy
Hearts Together
Long Haul (feat. James Burton)
Turn It Off
Tumbleweed
Tumbleweed
Featured on
Real Country
Playlist • YouTube Music
Texas Country Hotlist
Playlist • YouTube Music
Country's New Crop
Playlist • YouTube Music
Country on the Rise
Playlist • YouTube Music
Country Christmas
Playlist • YouTube Music
Playlists by Drake Milligan
See All
Official Music Videos
Drake Milligan - Dallas/Fort Worth
Drake Milligan - Jukebox Songs
Drake Milligan - Living Room Sessions
Drake Milligan: My Influences
TV Appearances
Drake Milligan - Tumbleweed
Drake Milligan: Dreamsville
Drake Milligan - On Tour
Drake Milligan - Christmas / Holiday
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