The albums that define
outlaw country.
Our picks for where to start with outlaw country — with a one-line read on why each one matters.
Top outlaw country artists
Start with one of these.
The outlaw country essentials
Twenty-four picks. Press play on any of them.
Hank Williams Jr.
Montana Cafe
A vibrant fusion of country rock and blues, filled with storytelling and a playful spirit.
Start here
Willie Nelson
Across the Borderline
A rich tapestry of reflective ballads and heartfelt anthems, showcasing Nelson's signature storytelling and timeless melodies.
Start here
Willie Nelson
Stardust
A lush collection of timeless ballads, blending Nelson's warm vocals with sophisticated arrangements.
Start here
Waylon Jennings
I've Always Been Crazy
A raw blend of outlaw country and rockabilly that captures the spirit of rebellion and introspection.
Start here
Willie Nelson
What a Wonderful World
A warm blend of traditional pop and country, infused with heartfelt interpretations and lush orchestral arrangements.
Start here
Willie Nelson
Laying My Burdens Down
A heartfelt blend of folk-inflected melodies and introspective lyrics that echo the struggles of everyday life.
Start here
Willie Nelson
Tougher Than Leather
A blend of heartfelt storytelling and laid-back melodies that define Nelson's enduring outlaw country style.
Start here
Willie Nelson
Songbird
A haunting blend of reflective ballads and heartfelt storytelling, steeped in Americana roots.
Start here
Willie Nelson
American Classic
A lush, nostalgic collection of timeless standards delivered with Willie Nelson's signature warmth and storytelling flair.
Start here
Willie Nelson
Moment of Forever
A reflective blend of country and Americana rich with heartfelt storytelling and understated instrumentation.
Start here
Willie Nelson
The Border
A reflective journey through heartache and nostalgia, blending traditional country melodies with contemporary themes.
Start here
Willie Nelson
Good Times
A heartfelt blend of traditional country melodies and introspective lyrics that resonate with universal themes of love and loss.
Start here
Waylon Jennings
Waylon Live
A raw, electrifying live performance blending traditional country with rock-infused outlaw spirit.
Start here
Willie Nelson
…And Then I Wrote
A heartfelt blend of poignant storytelling and lush melodies that define classic country music.
Start here
Waylon Jennings
Honky Tonk Heroes
A raw and authentic blend of storytelling and honky-tonk rhythms that define outlaw country.
Start here
Willie Nelson
Pretty Paper
A warm, nostalgic embrace of classic holiday tunes wrapped in Willie Nelson's signature laid-back charm.
Start here
Waylon Jennings
Singer of Sad Songs
A heartfelt blend of honky-tonk rhythms and reflective storytelling that defines outlaw country.
Start here
Willie Nelson
Remember Me, Vol. 1
A reflective collection of classic country tunes delivered with Willie Nelson's signature warmth and storytelling finesse.
Start here
Willie Nelson
Country Favorites-Willie Nelson Style
A heartfelt collection of classic country tunes delivered with Willie Nelson's signature warmth and distinctive vocals.
Start here
Willie Nelson
Texas in My Soul
A heartfelt ode to Texas, blending traditional country melodies with vivid storytelling and nostalgia.
Start here
Willie Nelson
The Troublemaker
A heartfelt blend of traditional hymns and soulful country, infused with Nelson's distinctive storytelling.
Start here
Willie Nelson
Both Sides Now
A heartfelt blend of traditional country and introspective songwriting that captures the essence of Americana.
Start here
Waylon Jennings
Hangin' Tough
A fusion of classic country storytelling with rock influences, balancing heartfelt emotion and raucous energy.
Start here
Willie Nelson
Red Headed Stranger
A haunting narrative unfolds through minimalist arrangements and poignant storytelling steeped in traditional country roots.
Start here