Hailey Bieber’s Footwear Formula: From Chunky The Row Boots to Casablanca Sneakers

Hailey Bieber moved through Halloween weekend in Los Angeles in October 2021 with a wardrobe that balanced costume dressing, off-duty tailoring, and footwear choices that quietly shaped each look.

Rather than relying on one dramatic outfit, the article tracks several distinct style moments — from her Catwoman-inspired party look in chunky The Row ankle boots to sporty streetwear grounded by retro-inspired sneakers.

The strongest throughline is Bieber’s use of shoes to shift an outfit’s mood. Heavy-soled leather boots toughened glossy vinyl and leather pieces, while her Casablanca x New Balance 327 sneakers softened oversized athleisure looks with a lighter, more relaxed finish.

Even across different outfits and settings, the footwear keeps the styling cohesive rather than costume-like.

Catwoman Edge: Hailey Bieber Grounds Her Halloween Look With Chunky The Row Boots

Leaving the Vas Morgan and Michael Braun’s Halloween party in West Hollywood, the Stay hitmaker wore a fluffy brown bear onesie, which he styled with a selection of chunky silver chain necklaces and a pair of white-and-pink sneakers.

Justin Bieber and Hailey Bieber attend Vas Morgan and Michael Braun’s Halloween party in West Hollywood on October 31, 2021 (Credit: Mega / WENN)

His wife, meanwhile, kept things low-key as she wrapped up in a black leather trench coat from David Koma Resort 2022.

Inside the venue, however, she transformed into Catwoman, wearing a $4,990 Wolford x Amina Muaddi two-piece catsuit and a $255 Sami Miro Vintage velvet patch mesh bodysuit.

Justin Bieber embraced playful Halloween dressing in a plush brown bear costume and white-and-pink sneakers, while Hailey Bieber sharpened the contrast beside him in a sweeping black leather trench layered over her Catwoman look and chunky-soled The Row ankle boots (Credit: Mega / WENN)

She also wore a cat-ears headband to complete her costume and kept the look sultry with wavy raven tresses, bronzed makeup, and red lipstick.

Hailey Bieber completes a sultry Catwoman look with a cat-ear headband and bronzed makeup with red lipstick (Credit: Mega / WENN)

Adding a few inches to her tall height, Hailey slipped into a pair of The Row ankle boots. They’re from the Fall 2019 runway and feature a front zipper and a chunky rubber sole with a 2-inch heel and 1-inch platform.

A combat-inspired ankle boot made from supple leather with a front zipper and a chunky sole

Britney Spears Tribute: Hailey Bieber Recreates Iconic Pop-Culture Looks for Halloween

Hailey wowed her Instagram followers by posting a series of Britney Spears-inspired Halloween costumes.

Paying tribute to the ‘90s pop star, the model recreated Britney’s most iconic looks throughout her career. She wore a flirty schoolgirl outfit from the singer’s Baby One More Time music video, a red latex catsuit from Oops, I Did It Again, and a pink bra with a thong-over-pants outfit from I’m a Slave 4 U video.

She also channeled Britney from her Rolling Stone magazine cover, wearing lingerie while holding Teletubbies’ Tinky Winky.

Off-Duty Black: The Row Boots Add Weight to Hailey Bieber’s Tailored Shopping Look

A week after releasing a statement about the tragic incident involving her uncle, Alec Baldwin, Hailey Bieber stepped out for some retail therapy with her friend Justine Skye.

The duo was seen stopping by Trashy Lingerie in casual-chic ensembles, with Hailey in a somber black monochrome outfit and Justine in a bright green-and-yellow tee and camo cargo pants.

Justine Skye mixed camo cargo pants with white high-top sneakers and a graphic crop tee, while Hailey Bieber sharpened her monochrome black separates with chunky The Row ankle boots, a cropped tank, and oversized tailoring during a shopping stop at Trashy Lingerie in Los Angeles on October 29, 2021 (Credit: Mega / WENN)

Showcasing her toned abs, Justin Bieber’s wife wore high-waisted black slacks and a button-down shirt, leaving it open to reveal her crop top.

For a hint of glam, Hailey wore several rings and a pair of hoop earrings. She also layered two gold necklaces around her neck, including a custom Crystal Letters on a Chain Link necklace from The Sis Kiss.

Hailey Bieber flashes her abs in a black crop top with an oversized shirt and slacks (Credit: Mega / WENN)

Hailey then pulled her tresses back into a sleek bun and covered her face with a black face mask and a pair of Prada Pr17 sunnies.

As for her essentials, she kept them in a Saint Laurent Le 5 à 7 leather shoulder bag ($1,690). A pair of the same The Row Fall 2019 leather ankle boots completed Hailey’s afternoon shopping look.

Hailey Bieber finishes her monochrome black look with The Row’s ankle boots (Credit: Mega / WENN)

Sporty Streetwear: Casablanca x New Balance 327 Sneakers Soften Hailey Bieber’s Oversized Jets Sweater

The previous day, the American model was spotted grabbing lunch at Honor Bar in Beverly Hills with her pal, Justine Skye.

Opting for a chic athleisure outfit, Justine wore a blue-gray sweater with matching sweatpants, white high-top sneakers, and a denim cap.

Hailey Bieber leaned into the pantless trend in an oversized New York Jets sweater, styling the sporty look with white crew socks and Casablanca x New Balance 327 sneakers, while Justine Skye kept things relaxed in powder-blue sweats and white high-top sneakers during a lunch outing at Honor Bar in Los Angeles on October 28, 2021 (Credit: Mega / WENN)

Meanwhile, Hailey embraced the pantless trend as she paraded her legs in a light gray long-sleeved sweater. Her oversized top has a green graphic print on the front that features the New York Jets logo.

She added some bling to her relaxed outfit by accessorizing with several gold necklaces, gold hoop earrings, and her engagement ring.

Leggy Hailey Bieber goes pantless in a large gray New York Jets sweater (Credit: Mega / WENN)

Wearing her signature sleek bun hairstyle, Hailey hid her face behind a pair of sunglasses and a black face mask. She then carried a cream-colored Saint Laurent hobo bag that features the brand’s interlocking initials, first used in 1961.

Hailey Bieber wears her signature sleek bun and carries her essentials in a Saint Laurent hobo bag (Credit: Mega / WENN)

Hailey finished the look with tall white socks and the now-iconic Casablanca x New Balance 327 sneakers, a collaboration that helped transform the 327 from a niche retro runner into one of the defining fashion sneakers of the early 2020s.

First unveiled during Paris Fashion Week FW20, the partnership between New Balance and Charaf Tajer’s Casablanca label introduced Charlotte Lee’s 327 silhouette through a more elevated “après-sport” lens, blending 1970s running references with luxury styling cues.

Hailey Bieber grounded her sporty off-duty look with Casablanca x New Balance 327 sneakers, pairing the retro-inspired silhouette’s perforated leather panels, oversized “N” logo, and trail-style outsole with crisp white crew socks for a clean 1970s runner revival feel (Credit: Mega / WENN)

Her pair featured the collaboration’s signature details: perforated white leather instead of standard mesh, taupe suede overlays, and the oversized “N” logo outlined in green for a sharper, more tailored finish.

The studded wraparound outsole, inspired by archival New Balance trail runners, added texture beneath the otherwise clean palette. Against Hailey’s oversized New York Jets sweater and bare-leg styling, the sneakers softened the outfit while still giving it enough structure to feel intentional rather than purely casual.

This New Balance and Casablanca collaboration features a perforated upper with taupe suede overlays and green trims

Hailey Bieber’s Shoe Wardrobe Shows How Footwear Defines the Mood

From chunky The Row boots to retro Casablanca x New Balance sneakers, Hailey Bieber’s Halloween-weekend outfits showed how one styling detail can change the entire tone of a look. Her footwear moved the story from costume dressing to off-duty polish, tying together leather, athleisure, and streetwear with the kind of quiet precision that has made her style so closely watched.