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

woman wearing knee-high boots

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

model posing
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

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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

model posing
model posing

  1. G. Label Brigette Buckle Ring goop, $1,990

    G. Label
    Brigette Buckle Ring
    goop, $1,990

    SHOP NOW

  2. Ami Cole lip oil goop, $20

    Ami Colé
    lip oil
    goop, $20

    SHOP NOW

  3. Khaite boots Net-a-Porter, $890

    Khaite
    boots
    Net-a-Porter, $890

    SHOP NOW

  1. Proenza Schouler turtleneck goop, $550

    Proenza Schouler White Label
    turtleneck
    goop, $550

    SHOP NOW

  2. Khaite skirt Khaite, $420

    Khaite
    skirt
    Khaite, $420

    SHOP NOW

  3. Neous boots goop, $595

    Neous
    boots
    goop, $595

    SHOP NOW

  1. G. Label Emily Yellow Gold and Pavé Split Earrings goop, $895

    G. Label
    Emily Yellow Gold and Pavé Split Earrings
    goop, $895

    SHOP NOW

  2. Aesther Ekme mini bag goop, $450

    Aesther Ekme
    mini bag
    goop, $450

    SHOP NOW

  3. Toteme boot Toteme, $800

    Totême
    boots
    Totême, $800

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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

model posing
model posing

  1. Ganni creepers goop, $495

    Ganni
    creepers
    goop, $495

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  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

model posing
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

  1. Ulla Johnson boots goop, $650

    Ulla Johnson
    boots
    goop, $650

    SHOP NOW

  2. Bottega Veneta sunglasses Net-a-Porter, $415

    Bottega Veneta
    sunglasses
    Net-a-Porter, $415

    SHOP NOW

  3. Foundrae necklace goop, $1,595

    Foundrae
    necklace
    goop, $1,595

    SHOP NOW

  4. Cece Jewelry ring goop, $3,518

    Cece Jewellery
    ring
    goop, $3,517.80

    SHOP NOW

  1. Chloé boots Net-a-Porter, $925

    Chloé
    boots
    Net-a-Porter, $925

    SHOP NOW

  2. Alex Mill sweater goop, $155

    Alex Mill
    sweater
    goop, $155

    SHOP NOW

  3. DeMellier bag goop, $595

    DeMellier
    bag
    goop, $595

    SHOP NOW

  1. Proenza Schouler boots goop, $675

    Proenza Schouler
    boots
    goop, $675

    SHOP NOW

  2. The Elderstatesman cashmere socks The Elderstatesman, $250

    The Elder Statesman
    socks
    The Elder Statesman, $215

    SHOP NOW

  3. Alex Mill pant goop, $155

    Alex Mill
    pants
    goop, $155

    SHOP NOW

Related Reading

The Something-for-Everyone Sneaker Guide

The Definitive Fall Boot Guide

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