Once Upon a Time in Hollywood Has Revived This Iconic ’60s Fall Trend

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Photo: Courtesy of Sony Pictures

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In New York, there is only a small slice of time between seasons when mixing summer favorites with new fall pieces is possible. Even though dressing during transitional weather is challenging, it can also be rewarding. Consider wearing open-toe sandals and a suit, or a sweater and jean cutoffs. While the remaining summer days might skew too hot for turtlenecks or tailored blazers, it’s not too early to introduce other seasonal staples to satisfy your fall fashion itch.

One idea to try now is the miniskirt-and-midi-boot pairing, as seen on Margot Robbie as Sharon Tate in the newly released Quentin Tarantino film Once Upon A Time In Hollywood. Popular in the late ’60s, the calf-length cut offers a fresh take for fall boot fanatics, but styling them with a miniskirt makes them seasonally appropriate for summertime.

Crisp patent A-line skirts from Veda and Tibi are a foolproof way to perfect the mod-inspired look, but classic fall versions in tartan or houndstooth from Alexa Chung and Maje work just as well. A pair of tights is a quick fix for when temperatures start to drop and will look great with midi options from Miista, Gianvito Rossi, and Neous. Here, nine miniskirt-and-midi-boot combinations to try now, wear later.

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Veda Howard skirt

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Dorateymur Crucified ankle boots

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Staud Jig skirt

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Neous Ophry leather boots

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Tibi Croc patent miniskirt

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Simon Miller white stretch boots

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Alexa Chung checked a-line skirt

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Wandler Bente two-tone knee boots

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Topshop black leather look mini skirt

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Attico Betta boots

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Ganni high-waist faux-patent mini skirt

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Miista Carlota croc leather boot

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Maje houndstooth twill mini skirt

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Loeffler Randall Naomi boots

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Reformation Cady skirt

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Tamara Mellon Kindred mid calf boot

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Sandro stripe knitted mini skirt

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Aquazurra Boogie booties