As October draws to a close, fashion enthusiasts and industry insiders find themselves navigating a transitional period in their wardrobes. While unpredictable autumn temperatures bring the occasional afternoon spike into the seventies, the looming prospect of winter snowstorms and bitter cold drives an eclectic mix of seasonal styling. This meteorological flux has inspired celebrities across the globe to experiment with contrasting aesthetics, blending remnants of summer silhouettes with heavy-duty fall outerwear, archival luxury pieces, and avant-garde red carpet statements.
Recent weeks have delivered an abundance of high-profile premieres, fashion weeks, and charity galas, offering a comprehensive look at how top-tier talent and their stylists are interpreting current trends. From the star-studded Academy Museum Gala in Los Angeles to the bustling streets of Paris and New York City, the past month has provided a masterclass in modern celebrity style.
Week of October 19th
The latter half of October was dominated by major cultural events, chief among them the Academy Museum Gala. The gathering drew Hollywood’s elite, resulting in some of the most talked-about red carpet moments of the season. Taylor Swift captured widespread attention in a custom silver-blue gown designed by Jonathan Anderson for Dior, a silhouette that many fashion commentators quickly hailed as one of her finest red carpet appearances to date. Joining her in making a strong visual statement was Kendall Jenner, who leaned heavily into pattern-mixing with a custom black-and-white polka-dot Valentino gown.
Away from the gala circuit, individual style continued to turn heads. Adéla demonstrated that the sheer "naked-dressing" trend transcends seasonal boundaries, stepping out in a vibrant pink polka-dot sheer dress. Meanwhile, on the East Coast, Kristen Bell made a compelling case for navy blue as the definitive core neutral for the cooler months while out and about in New York City.
Among the most talked-about unconventional looks of the week was actor Alexander Skarsgård’s appearance at the Los Angeles premiere of the film Wicker. Skarsgård arrived in a tartan pleated Chopova Lowena skirt paired with a custom shirt from the brand that featured a prominent photographic print of fellow actor Olivia Colman, instantly sparking widespread discussion online.
In New York, Sarah Paulson embraced the sparkling textures of the upcoming season by wearing the sequined closing look from Ferragamo’s Spring/Summer 2027 collection to the Academy Museum Gala. Jenna Ortega continued her busy press tour for the film Klara and the Sun, attending a New York City screening in a custom metal fringe gown created by Elias Matso.
Week of October 12th
Earlier in the month, international style hubs served as backdrops for notable celebrity sightings. In Paris, Celine Dion exemplified luxurious autumn dressing by stepping out in Look 50 from Ferragamo’s Spring/Summer 2027 collection, featuring a camel suede jacket, cape, and matching skirt.
Charli XCX delivered multiple high-impact looks during mid-October. For MISTR’s National PrEP Day, the musician wore black lace-up micro shorts paired with a sheer black blouse featuring dramatic sleeves. Shortly afterward, at the InStyle Imagemaker Awards, she opted for an all-Balmain ensemble consisting of leather microshorts, a silk tie, and a structured leather blazer dress.
Jenna Ortega made further waves at the premiere of Klara and the Sun, where she wore a gleaming golden slip gown detailed with black lace and accented by a matching gold headpiece. On the television circuit, Kim Kardashian appeared on Jimmy Kimmel Live! wearing a sophisticated black gown accented by a sculptural peplum detail. In the realm of high fashion, Nara Smith embraced avant-garde motifs, stepping out in the Elsa vegetable-embroidered black velvet jacket from Schiaparelli’s Spring/Summer 2027 collection.
Week of October 5th
As the calendar turned deeper into autumn, heavy outerwear and tactile fabrics took center stage. Celine Dion reaffirmed the arrival of fur coat season, emerging in a rich brown belted jacket characterized by a high, cozy neckline. In London, Ellie Goulding underscored the enduring appeal of leather as a fall staple, pairing a midi-length leather skirt with a light pink pinstriped button-up shirt.
Nightlife style also saw notable moments, with Tate McRae arriving at Chez Margaux in New York City wearing a silver mini slip dress accessorized with strappy heeled sandals and a Saint Laurent clutch. For the Los Angeles premiere of Sense and Sensibility, Daisy Edgar-Jones dipped into fashion history, wearing a vintage Chloé by Stella McCartney corset and maxi skirt set from Spring/Summer 1999.
Keeping a low profile in New York City, Jennifer Lawrence opted for comfort and discretion in a long black coat, scarf, baseball cap, and sunglasses. In Paris, Soo Joo Park maintained a minimalist palette for the AJE show, wearing a cream high-neck top paired with white trousers. Zendaya offered a sustainable and self-referential styling choice at the Louis Vuitton show in Paris, rewriting the white ruffled jacket she previously wore to the Paris premiere of The Odyssey, pairing it this time with casual jeans and a white tank top.
Week of September 28th
The tail end of September brought the conclusion of Paris Fashion Week, yielding a high concentration of runway-fresh and archival looks. Nara Smith attended a star-studded Clarins dinner in the French capital wearing a sleek black velvet gown featuring a high side slit. Meanwhile, Kendall Jenner and Jacob Elordi stepped out together for a date night in Paris, solidifying their status as one of fashion’s most closely watched celebrity couples.
At a Tiffany & Co. event during Paris Fashion Week, Greta Lee wore a clean, tailored shirt-and-skirt combination designed by Simone Bellotti for Jil Sander. Celine Dion was spotted on multiple occasions in the city, including an outing in an olive green croc-embossed leather jacket and skirt set from Ferragamo’s Spring/Summer 2027 collection. Tate McRae also leaned into Parisian nightlife aesthetics, pairing black leather pants with a sheer black lace tank top.
Rosalía offered a direct view of the runway by posing in a hotel mirror wearing Look 4 from Jonathan Anderson’s Spring/Summer 2027 collection. Cynthia Erivo embraced maximalism at the Chloé Spring/Summer 2027 show, layering a blue jacket with puffy shoulders over knitwear, accessorizing with stacked necklaces and a tiered black maxi skirt.
Iris Law opted for relaxed street style during a Parisian stroll, combining baggy camouflage pants with a relaxed white long-sleeve T-shirt, brown satin ballet flats, and Chanel’s 22 Hobo Bag. Florence Pugh rounded out the week’s major film premieres at the New York City debut of East of Eden, wearing a custom Vivienne Westwood dress featuring an embellished chartreuse skirt, a gunmetal silk mermaid silhouette, and a voluminous puffy-shouldered shrug.
Week of September 21st
Mid-September fashion choices balanced late-summer lightness with early autumn tailoring. In New York City, Karlie Kloss wore FFORME’s cream-colored Juane Dress, notable for its asymmetric silhouette and frayed hem detailing. In Europe, Dove Cameron and Damiano David celebrated their wedding in Tuscany, with Cameron wearing a custom Giorgio Armani wedding suit that garnered praise for its modern tailoring.
In Milan, Camila Morrone departed her hotel in a lingerie-inspired little black dress trimmed with lace, paired with sheer tights, black pumps, and a luxury fur coat. Daisy Edgar-Jones continued her promotional tour for Sense and Sensibility, wearing a silky, embellished-shoulder gown from Armani Privé’s Spring 2005 collection at the Berlin premiere, followed by a Chloé lace-trimmed bodysuit and matching draped skirt from the Spring/Summer 2026 collection after an appearance at BBC Studios.
Cardi B made a dramatic statement at the Gucci show in Milan, stepping out in an oversized white fur coat worn over monogrammed Gucci tights. Florence Pugh was similarly spotted leaving BBC Studios in high-waisted pinstriped Vivienne Westwood trousers and a contrasting striped button-down.
Additional notable appearances included Celine Dion in a black asymmetric draped Balenciaga dress in Paris, Rihanna in a tailored black wool and silk bar jacket with ruched satin trim by Dior, and Sienna Miller highlighting the structured leather jacket trend in Balmain’s Leather Fitted Peplum Jacket paired with tailored black pants and strappy sandals.
Week of September 15th
The September calendar also featured the Emmy Awards and ongoing seasonal transitions. Selena Gomez demonstrated the versatility of wearing white past Labor Day, stepping out in New York City in a monochromatic white ensemble before attending the 2027 Emmy Awards as a nominee in a custom gold chainmail dress by Louis Vuitton.
Kaia Gerber debuted a look straight from the runway at the Specs Launch Keynote in Beverly Hills, wearing a strapless top with an embellished tiger print panel and a black-and-white midi skirt from Proenza Schouler’s Spring/Summer 2026 collection, which had debuted just six days prior.
Bella Hadid showcased a range of transitional aesthetics in New York City, alternating between a vibrant orange baby-doll dress with a red gingham headscarf, a champagne satin and sheer midi dress paired with red slingback heels, and a vintage chainmail dress from Ralph Lauren’s Spring 2008 collection worn to a Chopard event.
Lili Reinhart promoted her upcoming project The Love Hypothesis in New York by wearing vintage designs, including a pink and green Dolce & Gabbana dress with corset sides and an embellished pink and green gown from Elie Saab’s Spring 2004 Haute Couture collection. Anna Van Patten attended the Magda Butrym after-party in the brand’s V-neck corset mini dress, while Daisy Edgar-Jones paired a white military jacket with blue jeans and white pumps during her London press stops.
Early September and Late August Highlights
As the transition from late summer to fall began taking shape at the start of September and through August, celebrities leaned into foundational wardrobe pieces and major brand debuts. Kaia Gerber attended a New York Fashion Week party hosted by RE/DONE in a classic baby tee and straight-leg jeans, accented by red heels and a zebra-print bag. Dakota Johnson wore a dramatic black Maison Valentino gown to the Kering Foundation Caring for Women dinner, featuring a deep plunge, flowy sleeves, and an extended train.
Gigi Hadid walked the Tommy Hilfiger Spring/Summer 2027 runway and departed in the brand’s boot-cut jeans and a graphic T-shirt. Emily Ratajkowski turned to archival fashion for a Kiko Milano event, wearing a vintage pink satin John Galliano dress with floral details and a matching fringed scarf. Dua Lipa and Anne Hathaway both made notable impressions at a Bvlgari event in New York City, with Lipa in a gold corseted top and trousers, and Hathaway wearing a flowy lilac chiffon Alexander McQueen maternity gown. Lisa of BLACKPINK also attended in a black lace corseted dress featuring flared sleeves and a thigh slit.
Earlier August events included the Venice Film Festival and the premiere of Practical Magic 2, where Nicole Kidman debuted Pieter Mulier’s inaugural design as Versace’s creative director—a sheer black lace asymmetrical dress with a matching choker. Joey King showcased multiple standout looks, including a witchy Ilya Migmoon dress with a black lace overlay and exaggerated hips, and a sheer yellow Miu Miu gown adorned with floral details.
Throughout the late summer and early fall seasons, celebrity style has consistently highlighted the fluidity of contemporary fashion. Whether through archival revivals, bold statement pieces, or tailored cold-weather outerwear, public figures continue to set the tone for how wardrobes adapt to changing temperatures and high-profile social calendars alike.
