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5 Fall Boots Worthy of Your Collection (and How to Style Them)

5 Fall Boots Worthy of Your Collection (and How to Style Them)

Written by: Giana León

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Published on: October 4, 2022

Fashion editor: Sandra Slusarczyk

Along with shorter days and pumpkin-spice everything, fall always brings with it a batch of boots—some classic, some fresh—to add to your collection. Below, how to wear everything from equestrian-inspired knee-highs to sculptural kitten heels.

off-white

Cream or ecru is a chic yet versatile alternative to classic black. Style them with dark, monochromatic looks to play up their palette-cleansing quality. To protect from spills and stains, treat them with a leather protectant before your first wear.

FROM LEFT: MARIA MCMANUS SWEATER, GOOP, $490; PROENZA SCHOULER WHITE LABEL PANTS, goop, $395; TOTÊME ZIPPER KNIT, goop, $680; G. LABEL FAHN HIGH-WAISTED PLEATED PANTS, goop, $495

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model posing


  1. Legres Boots goop, $745

    Legres
    Boots
    goop, $745

    SHOP NOW


  2. Aeyde Boots goop, $495

    Aeyde
    Boots
    goop, $495

    SHOP NOW


  3. A Emery Boots goop, $720

    A Emery
    Boots
    goop, $720

    SHOP NOW

Kitten Heels

Sensible enough for the office but dressy enough for a night out, LBBs (little black booties) are the quintessential day-to-night shoes. These sleek, pointy-toe options lend an elegant edge to a plush turtleneck and denim skirt.

FROM LEFT: G. LABEL EVELYN LEATHER TOP, goop, $795; G. LABEL ARLO STRAIGHT LEATHER SKIRT, goop, $945

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model posing

Chelsea 2.0

Historically understated, the Chelsea boots of 2022 are transformed by contemporary details like contrast stitching, platform soles, and moccasin-style toes. Wear yours with wide-legs to balance out the bulk.

FROM LEFT: SEA PANTS, goop, $295; GANNI CARDIGAN, goop, $395; MOTHER JEANS, goop, $198

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model posing


  1. Ganni creepers goop, $495

    Ganni
    creepers
    goop, $495

    SHOP NOW


  2. Hereu Boots goop, $595

    Hereu
    Boots
    goop, $595

    SHOP NOW


  3. Proenza Schouler Boots goop, $995

    Proenza Schouler
    Boots
    goop, $995

    SHOP NOW

Knee-Highs

The beauty of riding boots is that they elevate virtually anything: polished wool shorts, puff-sleeve dresses, and crisp cotton shirting layered under a Jacquard minidress.

FROM LEFT: PLAN C CARDIGAN, goop, $1,190; PLAN C SHORT TROUSERS, goop, $820; SEA DRESS, goop, $395

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model posing


  1. Ganni shirt goop, $215

    Ganni
    shirt
    goop, $215

    SHOP NOW


  2. Sophie Ratner hoops goop, $950

    Sophie Ratner
    hoops
    goop, $950

    SHOP NOW


  3. Ciao Lucia dress goop, $280

    Ciao Lucia
    dress
    goop, $280

    SHOP NOW


  4. Jil Sander boots Net-a-Porter, $1,590

    Jil Sander
    boots
    Net-a-Porter, $1,590

    SHOP NOW

Lug Soles

Not just for weekend hikes, toothy tread soles can be citified with plush cashmere socks, corduroy trousers, and a petal-pink sweater that softens the rugged vibe.

FROM LEFT: TOTÊME JACKET, goop, $600; G. LABEL MARNEY FRENCH-STRIPED SHIRT, goop, $245; G. LABEL DE LA CRUZ PLEATED PANTS, goop, $495

model posing
model posing

We hope you enjoy the products recommended here. Our goal is to suggest only things we love and think you might, as well. We also like transparency, so, full disclosure: We may collect a share of sales or other compensation if you purchase through the external links on this page.


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