10 Best Bob Dylan Songs
Bob Dylan has written some of the greatest songs of our era. The man is a definition of an iconic cultural figure who inspired generations of artists who came after him. His biggest songs have become folk anthems and classics, which we all heard from TV, radio, online playlists, and movies. And that’s what this article is about: his greatest tracks.
I went through his massive catalog and picked 10 Best Bob Dylan songs – both legendary hits and hidden gems. It’s a perfect mix if you’re a lifelong fan and want to relive the Bob Dylan experience, and it’s the ultimate collection for anyone just discovering his music.
How I Chose His Best Hits
I’ve been doing this for a while, and one thing I’ve learned is that the bigger the artist, the harder it is to choose their greatest songs. First, their discography is usually massive. Second, legendary artists tend to create multiple super hits. As you can imagine, picking the best Bob Dylan songs isn’t easy for these same reasons.
So in order to make a truly ultimate list, I focused on songs that had the biggest musical and cultural impact. That means songs that non only became fan favorite but also shaped music history. I chose compositions that 100% stood the test of time.
I also included some of his hidden gems – songs that many music fans may not be as familiar with as with his widely recognized hits. Yet, these are the tracks with the most incredible lyrics, melodies, and lasting influence.
10 Best Bob Dylan Songs

Enjoy these timeless music wonders by the great Bob Dylan. Not trying to sound like a grumpy old-timer, but they really don’t make ’em like that anymore.
🎧 Bob Dylan’s Greatest Songs:
- Like a Rolling Stone – From Highway 61 Revisited (1965)
- Hurricane – From Desire (1976)
- One More Cup of Coffee – From Desire (1976)
- Blowin’ in the Wind – From The Freewheelin’ Bob Dylan (1963)
- Girl from the North Country – From The Freewheelin’ Bob Dylan (1963)
- The Times They Are A-Changin’ – From The Times They Are A-Changin’ (1964)
- Knockin’ on Heaven’s Door – From Pat Garrett & Billy the Kid (1973)
- One Too Many Mornings – From The Times They Are A-Changin’ (1964)
- It Ain’t Me Babe – From Another Side of Bob Dylan (1964)
- Mr. Tambourine Man – From Bringing It All Back Home (1965)
Listen to these tracks in my playlist on Spotify:
Or enjoy them via YouTube playlist:
Underrated Bob Dylan Hidden Gems
As with every artist, some of Bob Dylan’s songs are well known to the general public, but there are also others that remained under the radar for years. These hidden gems might not have topped the charts or been featured in the movies, but they are just as impressive as his celebrated hits, both in songwriting and storytelling. I included such gems in the list of Best Bob Dylan Songs.
Here are my top three underrated Bob Dylan hidden gems:
- “It’s Alright, Ma (I’m Only Bleeding)” – A beautiful dark masterpiece. It’s pure Bob Dylan vibe in its best, just the man and his guitar.
- “One More Cup of Coffee” – Unique folk composition with a mysterious, almost mystical feel. The song touches themes like love, loss, and a farewell. I also recommend checking Tom Jone’s cover version.
- “Ballad in Plain D” – A deeply personal song where Bob Dylan reflects on a painful falling out of a relationship.
“It’s Alright, Ma (I’m Only Bleeding)”
“One More Cup of Coffee”
“Ballad in Plain D”
Interesting Facts About Bob
Bob Dylan’s life has been covered in full. For a short version you can always check his Wiki page. So instead of repeating all that, I’ll just share some interesting facts about him that you might haven’t heard before.
For example, did you know that he once secretly recorded an album under a fake name of Blind Boy Grunt? In 1963, a few of his songs were released in the compilation album Broadside Ballads Vol. 1. Bob used that alias to possibly avoid problems with the record company he was signed at the time.

Another interesting fact about Dylan: he won a Nobel Prize in Literature in 2016 “for having created new poetic expressions within the great American song tradition.” He became the first songwriter to receive the honor.
Despite his fame, he’s always kept a low profile. Avoiding interviews and letting his music speak for itself became his motto. Dylan has always done things his own way.
And did you know that Bob Dylan did a table read of a script for the film A Complete Unknown (2024) starring Timothée Chalamet? It’s unknown if he had seen the movie itself, but at least he directly approved the storytelling in it.

For the latest tour dates and news about Mr. Dylan check his official website.