Few pop stars reinvent themselves like Taylor Swift — and her hats have kept pace with every era. From cowboy hats in her country days to the black “22” hat she famously gives away on the Eras Tour, headwear has been part of the story all along. Here are her most memorable hat moments, era by era, and how to get each look.
Fearless & the country years — the straw cowboy hat
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Before the stadium pop, there was a teenager with a guitar and a cowboy hat. Taylor came up in country music, and a wide-brim straw cowboy hat was part of that early, Fearless-era uniform — the look Swifties still reach for on Eras Tour nights.
Get the look:
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Bailey Western Kace 10X Western Straw Hat — a natural straw cowboy hat with the clean, classic shape of Taylor's country days.
Red — the “22” black felt fedora
The Red era gave us the most famous Taylor hat of all: the black felt hat from “22.” On the Eras Tour she takes it off mid-song and places it on one lucky fan each night — a friendship-bracelet moment Swifties dream about. It's a flat-brimmed black felt fedora, worn low and a little playful.
Get the look:
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Scala Fremont Crushable Wool Felt Fedora — a black wool-felt fedora with the flat, low profile of the “22” hat, and it's crushable, so it packs for the show.
evermore — the newsboy cap
Here's a fun bit of Swiftie trivia: the cozy newsboy cap on the cover of Red (Taylor's Version) was actually photographed during her evermore era — the cottagecore world of cardigans, autumn leaves, and warm rust tones. That soft, woodsy cap look belongs as much to evermore as it does to Red.
Get the look:
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Kangol Wool Spitfire in Mahogany — a soft wool newsboy in a warm red-brown that echoes the Red (Taylor's Version) cover.
Get the look yourself
Whatever your era, the hat makes the outfit. Measure your size with our hat sizing guide, then browse women's hats — from cowboy hats and newsboy caps to fedoras — at Fedoras.com. Into country-pop crossovers? See our Cowboy Carter cowgirl hat guide too.
Fedoras.com is not affiliated with or endorsed by Taylor Swift. Style references are provided for inspiration only.
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