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What are Buddy Holly’s popular songs that laid the foundation for rock bands?

Singer-songwriter Buddy Holly, who was active with a small ensemble during an era when big band style was mainstream, is said to have had a major influence on later band formats.

Not only did he feature guitar-driven music, but he also pushed the possibilities of recording techniques—truly a visionary in his approach.

Although he passed away at the young age of 22 in a small-plane crash, his achievements are still remembered today.

In this article, we present a ranking of Buddy Holly’s most popular songs.

We hope you’ll listen and feel the history of rock.

Did he lay the foundations for rock bands? Buddy Holly’s popular songs (1–10)

Raining In My HeartBuddy Holly8rank/position

Buddy Holly, known as a pioneer of rock ’n’ roll.

His black-rimmed glasses and suit look so stylish, don’t they? A lot of people have probably heard his name because it’s also the title of a song by Weezer.

This is a song called “Raining In My Heart.” Buddy Holly’s dapper vocals paired with the sound of strings make it feel so romantic.

Sad feelings have long been associated with rain, haven’t they? In this song, too, it’s expressed as, “The sun is out, the sky is blue, there’s not a cloud in sight, but it’s raining in my heart.” It was recorded in the ’50s, but isn’t it amazing how relatable it still is today?

Rock Around With Ollie VeeBuddy Holly9rank/position

Buddy Holly – Rock Around with Ollie Vee
Rock Around With Ollie VeeBuddy Holly

This is a country-tinged rockabilly song released by the popular Buddy Holly, known for his distinctive singing style.

His youthful vocals pair with the satisfying sound of a Stratocaster, and the simple, catchy guitar solo adds real depth.

Oh, Boy!Buddy Holly & The Crickets10rank/position

Buddy Holly & The Crickets “Oh, Boy!” on The Ed Sullivan Show
Oh, Boy!Buddy Holly & The Crickets

When you think of rockabilly, many people picture a pompadour and a leather jacket.

Buddy Holly, who rose to prominence in the 1950s, was a legendary singer-songwriter who brought rock ’n’ roll to life with an intellectual look—black-rimmed glasses paired with suits and sweaters.

Hailing from Lubbock, Texas, Buddy led a band called The Crickets and played a crucial role in the American rock ’n’ roll scene of the late 1950s, scoring a massive hit in 1957 with “That’ll Be the Day.” Just as his career was poised to soar, he tragically passed away in a plane crash on February 3, 1959, at the young age of 22.

His sound—fusing rock ’n’ roll with country and R&B—had a profound influence on later artists, including The Beatles and The Rolling Stones.

If you’re interested in the history of not only rockabilly but rock ’n’ roll as a whole, Buddy Holly is an artist you absolutely must check out!

Did he lay the foundations of rock bands? Buddy Holly’s popular songs (11–20)

Peggy SueBuddy Holly & The Crickets11rank/position

Buddy Holly & The Crickets “Peggy Sue” on The Ed Sullivan Show
Peggy SueBuddy Holly & The Crickets

Known as a timeless classic in the history of rock ’n’ roll, this song was released in August 1956.

As one of Buddy Holly & The Crickets’ signature tracks, it’s etched in the hearts of many.

With lyrics that candidly express feelings for a loved woman and a catchy melody, it captivates listeners and doesn’t let go.

Holly’s distinctive vocals and the Crickets’ breezy performance are a perfect match.

The song also plays a key role in the film The Buddy Holly Story, showcasing the full appeal of rock ’n’ roll.

It’s the perfect track to lift your spirits—whether you’re on a drive or spending time with your sweetheart.