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[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.

[2026] A Beginner’s Guide to Taylor Swift’s Best and Most Popular Songs (71–80)

CrazierTaylor Swift

Taylor Swift – Crazier [HD]
CrazierTaylor Swift

It’s a country ballad that sings about fearless passion.

The track was used in the movie Hannah Montana: The Movie, starring Miley Cyrus.

It was released in 2009 by American artist Taylor Swift.

Dancing With Our Hands TiedTaylor Swift

When it comes to Taylor Swift, many people associate her with a poppy, catchy image because she started out in country music.

Of course, it’s true that many of her songs fit that mold, but there are exceptions.

One such exception is “Dancing With Our Hands Tied.” This track is categorized as synth-pop, a genre that has been trending since the 2020s.

Its stylish sound makes it an excellent match for figure skating.

EnchantedTaylor Swift

Enchanted Taylor Swift Lyrics
EnchantedTaylor Swift

This song by Taylor Swift dramatically conveys the feelings of a girl who meets a man and becomes completely captivated by him.

It is said to be about Adam Young, known as Owl City, and later Adam created a response song addressed to Taylor.

[2026] Taylor Swift’s Best and Most Popular Songs Summary [For Beginners] (81–90)

EpiphanyTaylor Swift

Taylor Swift – epiphany (Official Lyric Video)
EpiphanyTaylor Swift

Global songstress Taylor Swift.

Her 2020 release “Epiphany” is known as a song honoring healthcare workers.

However, it’s also actually a track themed around her grandfather.

The first half of the lyrics specifically sing about her grandfather, drawing on his experiences in World War II to convey the preciousness of life.

The song as a whole has a sacred atmosphere, built on a gentle melody and soaring high vocals.

Just listening to it can be healing and make your heart feel lighter.

Forever WinterTaylor Swift

Taylor Swift – Forever Winter (Taylor’s Version) (From The Vault) (Lyric Video)
Forever WinterTaylor Swift

A masterpiece that lets you feel deep affection, “Forever Winter.” It’s a track included on Taylor Swift’s album Red (Taylor’s Version).

The lyrics use winter and cold to symbolize the harsh seasons of life, and the summer sun to symbolize love.

The key point, though, is that the message is addressed to a former lover.

Because of that, you can feel a heartwarming message while also being moved by a bittersweet sadness.

With that in mind, the title’s meaning also feels more profound when you listen.

Forever Winter (Taylor’s Version)Taylor Swift

Taylor Swift – Forever Winter (Taylor’s Version) (From The Vault) (Lyric Video)
Forever Winter (Taylor's Version)Taylor Swift

Let me introduce a classic winter song that really hits home, with its simple band ensemble, Taylor’s slightly wistful vocals, and an emotional melody.

Forever Winter was newly released in 2021 as part of Red (Taylor’s Version), the re-recorded edition of her fourth album Red, which originally came out in 2012 and was a huge hit.

The lyrics are heartbreakingly poignant, expressing the realization of a loved one’s struggles and hardships, and the vow to remain “the summer sun” for someone living through an eternal winter.

Since Taylor herself has said that Red is “an album about heartbreak,” there are various theories about who the “he” in this song might be.

But rather than focusing on the song’s backstory, it can be wonderful to listen while reflecting on your own life and love experiences.

I Almost DoTaylor Swift

Originally, she was a country music singer.

This song is packed with her true charm, isn’t it? The lyrics she writes feel so real and come straight into the heart of anyone in love.

If you’re in a love that can’t be, it’ll really tug at your heartstrings.

The guitar in this track also stirs your emotions.

It’s a song you want to listen to quietly, alone.

I think it’s one of her masterpiece-level works—she’s a genius.