Nicky and Paris Hilton Take Opposite Approaches to Winter Footwear in New York

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On January 25, 2022, Nicky Hilton stepped out with her sister, Paris Hilton, in New York City, hours after a representative confirmed that she and her husband, James Rothschild, were expecting their third child.

The couple, who married at Kensington Palace in 2015, later welcomed their son, Chasen, in July 2022, joining daughters Lily Grace and Teddy.

Nicky Hilton and Paris Hilton take two different approaches to neutral winter dressing, with Nicky in Chloé ankle boots and Paris in Valentino Garavani Rockstud pumps in New York CityNicky Hilton and Paris Hilton take two different approaches to neutral winter dressing, with Nicky in Chloé ankle boots and Paris in Valentino Garavani Rockstud pumps in New York City on January 25, 2022 (Credit: Mega / WENN)

The sisters both wore winter neutrals, but their footwear took their looks in distinctly different directions. Nicky grounded her maternity outfit with Chloé “Catlyn” ankle boots, a sturdy block-heeled design that has since been discontinued, while Paris chose Valentino Garavani Rockstud caged T-strap pumps, bringing a sharper, more polished finish to her monochromatic LaPointe ensemble.

Nicky Hilton Grounds Her Winter Look in Chloé Catlyn Ankle Boots

For Nicky, the boots worked naturally with the practical layers of her outfit: a houndstooth Monse rope coat, tan knit sweater, skinny jeans, and a black Hermès Birkin bag. Paris took the opposite approach, pairing her pointed Rockstud heels with a sheer duster, bodysuit, faux-leather mini skirt, and nude fishnet tights.

Nicky Hilton layers a tan turtleneck and skinny jeans beneath a Monse houndstooth coat, distinguished by bright yellow rope threaded through oversized brass grommetsNicky Hilton layers a tan turtleneck and skinny jeans beneath a Monse houndstooth coat, distinguished by bright yellow rope threaded through oversized brass grommets (Credit: Mega / WENN)

Nicky layered a tan knit crewneck and blue skinny jeans beneath her Monse houndstooth rope coat.

Originally priced at $2,090, the double-breasted design stood out with brass grommets threaded with thick yellow rope, an unexpected nautical detail against the traditional houndstooth pattern.

A black Hermès Birkin with gold hardware adds a classic luxury counterpoint to Nicky Hilton’s unconventional rope-trimmed Monse coatA black Hermès Birkin with gold hardware adds a classic luxury counterpoint to Nicky Hilton’s unconventional rope-trimmed Monse coat (Credit: Mega / WENN)

She kept accessories relatively restrained: hoop earrings, a diamond ring, black square-frame sunglasses, and a black leather Hermès Birkin with gold hardware.

Her footwear was the most substantial element. Nicky wore Chloé “Catlyn” ankle boots, an older design with folded cuffs, contrasting lace-up closures, almond-shaped toes, and stacked block heels measuring about four inches.

Chloé has since discontinued the Catlyn, making Nicky’s pair an archive style rather than a current retail offering. The boots occasionally surface through luxury resale and consignment sellers, where pricing varies considerably by size and condition. Their heavier construction and block heel gave her otherwise polished maternity look a practical, slightly utilitarian edge.

Nicky Hilton’s Chloé “Catlyn” ankle boots feature folded leather cuffs, contrasting laces, almond-shaped toes, and stacked block heelsNicky Hilton’s Chloé “Catlyn” ankle boots feature folded leather cuffs, contrasting laces, almond-shaped toes, and stacked block heels (Credit: Mega / WENN)

Paris Hilton Goes Glam in Valentino Garavani Rockstud Pumps

Paris coordinated with her younger sister in a neutral palette but interpreted winter dressing very differently, trading Nicky’s jeans, substantial coat, and block-heeled boots for a leg-baring monochromatic LaPointe look and slender Valentino stilettos.

Paris Hilton embraces head-to-toe neutrals in a LaPointe bodysuit, ruched faux-leather mini skirt, sheer duster, and Valentino Garavani Rockstud pumpsParis Hilton embraces head-to-toe neutrals in a LaPointe bodysuit, ruched faux-leather mini skirt, sheer duster, and Valentino Garavani Rockstud pumps (Credit: Mega / WENN)

Her three-piece, stone-colored LaPointe ensemble paired a neoprene jersey bodysuit with a high-waisted, ruched faux-leather mini skirt and a long, sheer viscose duster. Nude fishnet tights extended the tonal palette down to her shoes.

Paris Hilton’s flowing LaPointe duster softens the fitted silhouette of her bodysuit and ruched mini skirt, while nude Rockstud heels continue the tonal paletteParis Hilton’s flowing LaPointe duster softens the fitted silhouette of her bodysuit and ruched mini skirt, while nude Rockstud heels continue the tonal palette (Credit: Mega / WENN)

Paris finished the look with her Valentino Garavani Rockstud pumps in Poudre patent leather.

The pointed-toe T-strap design features the house’s platinum-finish pyramid studs along the caged leather trim, adjustable ankle straps, and a 100mm stiletto heel.

Valentino Garavani’s pyramid studs trace the caged straps of Paris Hilton’s Poudre patent Rockstud pumps, adding a harder edge to the otherwise tonal lookValentino Garavani’s pyramid studs trace the caged straps of Paris Hilton’s Poudre patent Rockstud pumps, adding a harder edge to the otherwise tonal look (Credit: Mega / WENN)

Unlike Nicky’s discontinued Chloé boots, Valentino’s Rockstud remains firmly in circulation.

As of August 2026, Farfetch still carries a wide selection of Valentino Garavani Rockstud footwear, including 100mm pumps priced at $1,190. Paris’s Poudre patent pair reflects the same signature formula—pointed toes, slender straps, and pyramid studs—while its nude finish blends with her fishnet tights and stone-colored clothing for a more overtly glamorous approach than Nicky’s heavier winter boots.

Valentino Garavani Rockstud pumps in Poudre patent leather feature a sharply pointed toe, signature pyramid-studded caged straps, adjustable ankle fastening, and a slender 100mm stiletto heelValentino Garavani Rockstud pumps in Poudre patent leather feature a sharply pointed toe, signature pyramid-studded caged straps, adjustable ankle fastening, and a slender 100mm stiletto heel

Paris finished with diamond studs, oversized nude cat-eye sunglasses, and a Christian Louboutin Sweet Charity crossbody bag in nude patent leather.

Paris Hilton finishes her LaPointe ensemble with oversized cat-eye sunglasses, diamond studs, and a nude patent Christian Louboutin Sweet Charity bagParis Hilton finishes her LaPointe ensemble with oversized cat-eye sunglasses, diamond studs, and a nude patent Christian Louboutin Sweet Charity bag (Credit: Mega / WENN)

Why Valentino and Chloé Remain Celebrity Fashion Favorites

Nicky and Paris Hilton’s contrasting shoe choices also show why Valentino and Chloé have remained fixtures in celebrity wardrobes. Valentino is particularly recognizable for the polished glamour and pyramid-studded hardware of its Rockstud designs, which can add an edge to everything from evening dresses to more casual looks. Chloé approaches luxury from a different direction, with a softer, bohemian sensibility reflected in relaxed silhouettes, tactile materials, and enduring accessories such as its studded ankle boots and leather bags.

Both houses move easily between statement dressing and everyday wear, which helps explain their lasting appeal beyond a single trend or season. The Hilton sisters have worn both labels repeatedly over the years, often styling their shoes in distinctly different ways.

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