
Hitchhiking Highway 61 is a personal journey through the songs of Bob Dylan—one track at a time. Each episode dives into a Dylan song, exploring its lyrics, themes, and impact while weaving in personal stories and reflections.
| Publishes | Monthly | Episodes | 25 | Founded | 2 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | Music CommentaryMusic | |||

Why does Bob Dylan switch to piano on Black Crow Blues? On this episode, we explore this overlooked song from Another Side of Bob Dylan and how it foreshadows his fearless artistic evolution.
In this episode of Hitchhiking Highway 61, host Kevin Fallon looks at the first song on Another Side of Bob Dylan, All I Really Want To Do. The song marks a turning point for Dylan as the singer is looking to break free of exceptions and create on hi... more
In this episode of Hitchhiking Highway 61 we explore Restless Farewell by Bob Dylan, where he says goodbye to his folk era on The Times They Are A-Changin'. The song touches on fame, identity, media backlash, and the need to move forward. Blending mu... more
In this episode of Hitchhiking Highway 61, we explore The Lonesome Death of Hattie Carroll and how it reflects the tension between hope and injustice in 1960s America. After performing at the March on Washington, Bob Dylan was inspired by the real-li... more
In this episode of Hitchhiking Highway 61, we explore “When the Ship Comes In” from The Times They Are a-Changin' by Bob Dylan. First performed with Joan Baez at the March on Washington for Jobs and Freedom in 1963, the song sounds like a sweeping ci... more
In this episode of Hitchhiking Highway 61, host Kevin Fallon explores Bob Dylan’s haunting ballad “Boots of Spanish Leather” from The Times They Are A-Changin’, weaving together lyrical analysis, music history, and a deeply personal story about child... more
In this episode of Hitchhiking Highway 61, host Kevin Fallon examines Bob Dylan’s 1964 protest song “Only a Pawn in Their Game” from The Times They Are A-Changin’, written in the aftermath of Medgar Evers’s assassination. His murder—and the decades-l... more
In this episode of Hitchhiking Highway 61, we take a deep dive into Bob Dylan’s “North Country Blues,” a haunting narrative about life in a failing mining town and the quiet weight of staying put. From its roots in Woody Guthrie–style folk storytelli... more
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Listeners, social reach, demographics and more for this podcast.
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This show takes a close, thoughtful look at individual Bob Dylan songs, balancing lyric analysis with personal storytelling and historical context. Episodes often trace how a track fits Dylan's artistic evolution, exploring themes from protest to intimate reflection, while weaving in the host's memories and lived experiences. The approach is consistently character-driven yet anchored in music history, offering both scholarly touchpoints (references to era, events, and influences) and relatable, memoir-like moments. A standout trait is the blend of rigorous close-reading with intimate narrative, creating a listening experience that appeals to both devoted Dylan fans and listeners who enjoy reflective music commentary tied to broader social a... more
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this podcast launched 2 years ago and published 25 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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