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

Published on: October 4, 2022

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.

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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

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

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

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

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