[2026] Taylor Swift’s Best and Most Popular Songs: A Guide for Beginners
Taylor Swift, who announced her engagement in August 2025 and continues to draw even more attention.
Signing with a record label at 13 and debuting at 16, she expanded her career from country music to pop, setting numerous records, including 13 Grammy wins.
Especially since 2020, she has taken on new challenges, such as releasing rerecorded versions of her past songs as “Taylor’s Version” and achieving huge success with the concert film Taylor Swift: The Eras Tour.
In this article, we’ll introduce a wide range of songs that showcase Taylor Swift’s appeal—from recent buzzworthy tracks to classic hits.
It’s perfect for anyone looking to start exploring Taylor Swift’s music.
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[2026] Taylor Swift’s Best and Most Popular Songs (For Beginners) [61–70]
I’m Only Me When I’m With YouTaylor Swift

Taylor Swift is an American singer known for writing love songs based on her real-life experiences, and this track features a refreshing, fast-paced guitar sound.
Taylor’s vocals are adorable as she sings, “The only time I can be my true self is when I’m with you.”
folklore: Long Pond Studio SessionsTaylor Swift
This is a work where you can fully enjoy Taylor Swift’s performance.
What’s showcased here are all the tracks from her 2020 album, folklore.
The album was produced remotely during the COVID-19 pandemic, and this session was apparently the first time Taylor performed together with the other musicians.
While there’s a distinctive sense of tension, you can also savor the lovely atmosphere of the Long Pond recording studio where it was filmed, making for a thoroughly enjoyable piece.
stay beautifulTaylor Swift

A Taylor Swift song singing a love song with an Aloha vibe.
The Japanese title translates to “Stay Beautiful.” It’s a song that expresses the wish for you to remain a wonderful person forever—what a pure love song.
It would be perfect for a wedding venue.
Since she’s a popular artist among teens and people in their twenties, listeners are familiar with her, making it a great choice for a playlist.
Shake It OffTeirā Suwifuto

From the global songstress, Taylor Swift.
Until now, Taylor had been leaning toward a country style, but this track brings a full-on pop vibe and a great groove.
You can dance all the way through to the chorus, so it’s especially recommended for younger listeners.
Shake It OffTeirā Suwifuto

Taylor Swift is super cute, and I recommend listening to the song together with the music video.
The lyrics feel a bit bold and very down-to-earth, which I found charming.
It’s upbeat and easy to get into, so I think it’s perfect for a drive.
1989Taylor Swift

Taylor Swift is a pop star from the United States.
Her fifth album, 1989, is a landmark work that marked her shift from country to pop.
Released in 2014, the album captivated listeners around the world with its fresh sound inspired by 1980s synth-pop.
Generating numerous hit songs like “Shake It Off” and “Blank Space,” it won the Grammy Award for Album of the Year.
Showcasing Swift’s musical talent and expressive power to the fullest, 1989 can be considered a masterpiece that opened up a new horizon in pop music.
All Too Well: The Short FilmTaylor Swift

The second installment in Taylor Swift’s re-recorded album series, Red, features the song All Too Well.
It’s a ballad that conveys the sorrow of heartbreak, crafted with a wet, emotionally saturated feel.
Even simply listening to it on its own is moving, but pairing it with the accompanying visual work, All Too Well: The Short Film, makes it even more affecting.
Also be sure to check out the original pre-remake version, which differs in content from this release.


