1
Sounds Like Something I’d Do
Songs
See All
2
Over Drinkin’ Under Thinkin’
3
I Got A Problem
4
Hating Everything She Tries On
5
Kiss Goodbye All Night
Albums
Tumbleweed
2025
Dallas/Fort Worth
2022
Singles & EPs
A Drake Milligan Christmas
EP • 2026
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
It Ain't Really Christmas
Here Comes Santa Claus
Sleigh Ride
Silver Bells
Sounds Like Something I’d Do
Over Drinkin’ Under Thinkin’
I Got A Problem (Full Length)
Hating Everything She Tries On
Kiss Goodbye All Night
Bad Day To Be A Beer
Live performances
See All
Honky Tonkin' About (Live at the 2023 CCMAs)
Hearts Together
Long Haul (feat. James Burton)
Tumbleweed
Girl Like You
Old Flames, Old Whiskey
Turn It Off
Drake Milligan - Like The Moon (Soundcheck Sessions)
Cryin’ Shoulder
Slow Dancing To A Fast Song
Featured on
Real Country
Playlist • YouTube Music
Texas Country Hotlist
Playlist • YouTube Music
Country Christmas
Playlist • YouTube Music
Playlists by Drake Milligan
See All
A Drake Milligan Christmas
Official Music Videos
Drake Milligan - Jukebox Songs
Drake Milligan - Dallas/Fort Worth
Drake Milligan - Living Room Sessions
Drake Milligan - Tumbleweed
Drake Milligan: My Influences
TV Appearances
Drake Milligan - On Tour
Drake Milligan: Dreamsville
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