New York City’s weather has been testing the sartorial adaptability of its residents, swinging wildly from crisp autumn chills to 73-degree sun within a matter of days. This seasonal whiplash has left many scrambling between summer slip skirts and heavier outerwear, making it difficult to firmly establish a cohesive fall wardrobe. Fortunately, fashion enthusiasts have once again looked to Hollywood’s most prominent style icons for guidance on how to balance practical basics with statement pieces during a transitional period.
Recent weeks have provided a masterclass in modern dressing, proving that leather skirts remain an indispensable cool-weather staple, that white garments are no longer restricted by outdated post-Labor Day rules, and that a straightforward combination of a baseball cap, long coat, and scarf yields effortless chic. Perhaps most refreshing, however, has been the prominent reminder that even the world’s most photographed celebrities are more than willing to embrace outfit repeating.
Week of October 5th
The first full week of October brought a flurry of high-profile appearances that cemented key wardrobe shifts for the cooler months ahead. Celine Dion fully embraced the arrival of fur coat season while stepping out in a rich brown belted jacket featuring a high, cozy neckline, offering a masterclass in cold-weather luxury.
Across the Atlantic in London, British singer Ellie Goulding highlighted the enduring versatility of the leather skirt by styling a midi-length iteration with a light pink pinstriped button-up shirt. Meanwhile, in New York City, Tate McRae opted for a striking evening look, arriving at Chez Margaux in a delicate silver mini slip dress paired with strappy heeled sandals and a signature Saint Laurent clutch.
Archival fashion continued to dominate the red carpet when Daisy Edgar-Jones attended the Los Angeles premiere of Sense and Sensibility. The actor stepped out in a vintage Chloé by Stella McCartney spring/summer 1999 corset and maxi skirt set, paying homage to late-90s design heritage. In contrast, Jennifer Lawrence kept a low, functional profile while navigating the streets of New York City, bundling up in a long black coat, scarf, baseball cap, and dark sunglasses.
In Paris, Soo Joo Park kept her palette firmly neutral for the AJE show, opting for a cream high-top neckline paired with crisp white trousers. The week’s most notable stylistic statement, however, came from Zendaya during the Louis Vuitton presentation. In a powerful nod to sustainable fashion and conscious consumption, Zendaya rewore the very same white ruffled jacket she previously wore to the Paris premiere of The Odyssey. Rather than recreating the original premiere look, she reinvented the statement piece by pairing it with casual denim and a simple white tank top.
Week of September 28th
The transition into late September was marked by the height of the international fashion month calendar, with celebrities bringing their sartorial best to Paris. Nara Smith attended a star-studded Clarins dinner during Paris Fashion Week draped in a sleek black velvet gown accented by a subtle side slit. Meanwhile, Kendall Jenner and Jacob Elordi continued to command attention as one of fashion’s most closely watched couples during a Parisian date night.
Also in the French capital, Greta Lee showcased a minimalist shirt-and-skirt combination designed by Simone Bellotti for Jil Sander at a Tiffany & Co. event. Celine Dion made another notable appearance, stepping out in an olive-green crocodile-embossed leather jacket and skirt set sourced from Ferragamo’s spring/summer 2027 collection. Tate McRae was spotted enjoying a Parisian evening in black leather pants paired with a sheer black lace tank top, while Rosalía offered a glimpse of her downtime via a hotel mirror selfie showcasing a look from Jonathan Anderson’s spring/summer 2027 collection.
Cynthia Erivo leaned heavily into maximalism at Chloé’s spring/summer 2027 runway presentation, wearing a bold blue jacket with exaggerated puffy shoulders, layered knitwear, stacked necklaces, and a long, tiered black maxi skirt. Iris Law balanced casual comfort with luxury during a Parisian stroll, combining baggy camouflage pants with a relaxed white long-sleeve T-shirt, brown satin ballet flats, and a Chanel 22 hobo bag. Florence Pugh celebrated the New York City premiere of East of Eden in a custom Vivienne Westwood creation that featured an embellished chartreuse skirt, a gunmetal silk mermaid silhouette, and a structured, puffy-shouldered shrug.
Week of September 21st
Mid-September brought a mix of international premieres, runway events, and high-profile nuptials. Karlie Kloss navigated New York City in FFORME’s cream-colored Juane dress, an architectural piece distinguished by its asymmetric silhouette and frayed hem detailing. In Tuscany, Dove Cameron and Damiano David celebrated their wedding, with Cameron making a strong case for bridal tailoring in a custom Giorgio Armani wedding suit.
Camila Morrone departed her Milan hotel embodying vintage glamour, wearing a lace-trimmed, lingerie-inspired little black dress layered with sheer tights, classic black pumps, and a voluminous fur coat. Daisy Edgar-Jones continued her promotional tour for Sense and Sensibility, pulling a silky gown featuring embellished shoulder details from Armani Privé’s spring 2005 archives for the Berlin premiere, later stepping out in London wearing a lace-trimmed bodysuit and matching draped skirt from Chloé’s spring/summer 2026 collection.
Cardi B turned heads at the Gucci show in Milan by pairing a dramatic, oversized white fur coat with monogrammed Gucci tights. Florence Pugh was seen leaving BBC Studios in high-waisted pinstriped Vivienne Westwood trousers and a contrasting striped button-down shirt. Additional sightings in Paris included Celine Dion in an asymmetric draped black Balenciaga dress, Rihanna leaving a dinner in a tailored black wool-and-silk Dior bar jacket with ruched satin trim, and Sienna Miller demonstrating the enduring appeal of structured outerwear in Balmain’s fitted lambskin peplum leather jacket.
Week of September 14th
As mid-September arrived, Selena Gomez delivered a double dose of notable style moments in New York City. First, she challenged outdated seasonal rules by stepping out in an all-white monochromatic ensemble, later changing into a custom gold chainmail dress by Louis Vuitton for the Emmy Awards. Kaia Gerber debuted a piece from Proenza Schouler’s spring/summer 2026 collection just six days after it appeared on the runway, wearing a strapless black top with an embellished tiger print panel alongside a black-and-white midi skirt for an event in Beverly Hills.
Bella Hadid offered multiple distinct looks throughout the week, ranging from a vibrant orange baby-doll dress paired with a red gingham headscarf to a champagne satin and sheer midi dress accessorized with red slingback heels and a Prada bowling bag. For a Chopard event, Hadid reached into fashion history once more, wearing a chainmail dress from Ralph Lauren’s spring 2008 collection.
Lili Reinhart promoted The Love Hypothesis in New York by alternating between a vintage pink-and-green Dolce & Gabbana corset dress and an embellished Elie Saab haute couture gown from spring 2004. Anna Van Patten celebrated at a Magda Butrym after-party in a V-neck cream corset mini dress, while Daisy Edgar-Jones paired a white military-style jacket with blue jeans and white pumps during her London press engagements.
Week of September 7th
The official kickoff of New York Fashion Week brought an influx of star-studded presentations and celebratory events. Kaia Gerber attended a RE/DONE party wearing a classic baby tee, straight-leg jeans, red heels, and a zebra-print bag. Dakota Johnson commanded the red carpet at the Kering Foundation Caring for Women dinner in a sweeping black Maison Valentino gown featuring a plunging neckline and a dramatic train.
Gigi Hadid demonstrated her ongoing partnership with Tommy Hilfiger by walking the house’s spring/summer 2027 runway and departing in boot-cut jeans paired with a graphic T-shirt. Emily Ratajkowski opted for vintage archival design, wearing a pink satin John Galliano dress adorned with floral details and a matching fringed scarf for a flagship store opening.
At a Bvlgari event in New York City, Dua Lipa wore a gold-embellished corset top with black trousers, Anne Hathaway wore a lilac chiffon Alexander McQueen maternity gown, and Lisa wore a black lace corseted dress featuring flared sleeves and a high thigh slit.
Late August Highlights
Earlier in the month, Joey King showcased a variety of bold looks, including a custom satin Rodarte dress and a gothic-inspired lace-and-bustier creation by Ilya Migmoon for the Practical Magic 2 premiere. Zoë Kravitz provided a masterclass in effortless dressing through a rotation of black midi slip skirts, baby tees, and casual strolls through New York City.
Kendall Jenner made waves at the Venice Film Festival by reaching into Giorgio Armani’s archives for a gold-floral dress from the brand’s fall/winter 1995 collection, alongside an unreleased quilted Chanel weekender bag. Nicole Kidman made her first major red carpet appearance in Pieter Mulier’s debut design for Versace—a sheer black lace dress with an asymmetric silhouette.
The weeks leading into September also featured notable appearances from Rihanna in an orange velour Chloé tracksuit, A$AP Rocky in head-to-toe Chanel accompanied by a burgundy Maxi Flap bag, and Hailey Bieber in a vintage yellow Dolce & Gabbana lace-trimmed camisole. Across music festivals, red carpets, and casual street style outings, celebrities continued to balance functional seasonal layers with high-impact statement pieces, offering a comprehensive blueprint for autumn dressing.
