Now that we have consistently cool weather, it is safe to settle into the fall mindset—that is, until the temperatures randomly drop and winter suddenly arrives. In the fast-moving fashion landscape of 2026, you can never trust the seasons or the weather too much. Instead, wardrobes are carefully curated to withstand any and all climates, balancing transitional layering with heavy-duty cold-weather armor. As the holiday season approaches, fashion enthusiasts are taking holiday party dressing inspiration wherever they can find it, and as always, celebrity style remains the primary source for trend forecasting and styling cues.
Recent weeks have delivered a masterclass in modern wardrobe building. Observers were reminded of the enduring power of a woman in menswear, particularly tailored suits that command attention in any room. At the same time, Hollywood and the fashion capitals provided a friendly reminder to stock up on long leather skirts as the ultimate wardrobe staple of the moment, to embrace lingerie-inspired moments for evening outings, and to show a little skin before the winter cold becomes unbearable. From red carpets and film premieres to off-duty street style in New York, Paris, and London, the most influential names in entertainment continue to dictate the rhythm of contemporary fashion.
Week of November 9th
The second week of November brought an influx of high-profile events, spearheaded by major industry parties and press junkets. Ayo Edebiri understood the assignment for GQ’s Men of the Year Party, stepping out in a sharp navy pinstriped suit from Connor Ives’s Spring 2027 collection, paired artfully with a turquoise button-up top and a contrasting burgundy tie. Sticking to the menswear-inspired theme at the same event, Cara Delevingne opted for an oversized black suit by Saint Laurent, worn completely bare underneath with no shirt. Meanwhile, Tinashe chose a strapless sequined burgundy gown from Mowalola’s Spring/Summer 2027 collection, where the undeniable star of the show was a series of dramatic keyhole cutouts.
Leather continued its dominance as a cool-weather favorite. For EVEREVE’s holiday cocktail event, Christie Tyler wore a matching leather jacket and leather skirt set, proving the monochrome leather look is a must-have for winter festivities. Zoë Kravitz leaned into texture for the New York City premiere of her film How to Rob a Bank, wearing a two-piece set from Saint Laurent’s Spring 2027 collection featuring a cropped structured jacket with fur cuffs and tailored pants. Amelia Gray attended the launch of Gentle Monster’s Intelligent Eyewear collection in a vintage Burberry optic white evening corset dress, while Julia Fox brought her signature avant-garde edge to The Drew Barrymore Show in a purple leather skirt, checkered jacket, and classic polo shirt. Supermodel Anok Yai also graced the Gentle Monster eyewear launch wearing the charcoal silk Archangel Dress by New York label TulaFaye, and Tessa Thompson celebrated the 10th anniversary of What Goes Around Comes Around by pairing a sheer patterned blouse with a leather midi skirt and classic tights.
Week of November 2nd
Moving backward into early November, celebrities continued to balance transitional textures with striking evening wear. AnnaSophia Robb fully embraced the leather skirt trend, pairing hers with a cozy, luxe fur jacket for day-to-day outings, while later wearing a white sculptural mini dress by bridal designer Danielle Frankel at the I Play Rocky screening in New York City.
The red carpets were equally vibrant. For the premiere of All’s Fair, Kim Kardashian commanded attention in a custom Ashi Studio dress featuring a snatched corset alongside intricate croc-embossed leather and lace details. Julia Fox captured headlines at an Ugg dinner by showcasing a distinct western flair, highlighted by Ugg’s statement Rebelina Chaps. Out and about in New York City, Naomi Watts paired a structured-shoulder jacket with edgy leather shorts and a jumbo belt. Sarah Paulson enjoyed a busy press week, playing with patterns and textures in a green-and-black striped polo shirt paired with a floral-embellished black skirt, before shifting into high glamour for the All’s Fair premiere in a dramatic black croc-embossed leather dress from Roksanda’s Spring/Summer 2027 collection. Gemma Chan charmed audiences at a London screening of her film Josephine in a black-and-brown shimmery dress featuring a tasseled hem from Burberry’s Fall 2026 collection, and Teyana Taylor turned heads at the All’s Fair NYC premiere in an architectural look by Nicholas Oakwell defined by exaggerated, dramatic proportions.
Week of October 26th
Late October offered a seamless bridge between autumn outerwear and high-fashion galas. Gigi Hadid celebrated the opening of her Guest in Residence flagship store by wearing her brand’s tartan wrap skirt, layered with a brown leather jacket and matching brown boots. Dua Lipa attended the 2026 WSJ Magazine Innovator Awards in a Chanel Fall 2026 Haute Couture skirt suit topped with a dramatic feathered hat.
At the Airbnb Gala, Adéla opted for a sleek black Saint Laurent gown featuring subtle cutouts along the bust, while Charli XCX chose a vintage greenish-gold gown from Roberto Cavalli’s Fall/Winter 2005 collection. Whitney Peak brought architectural elegance to the UK premiere of The Hunger Games in a Chanel Spring/Summer 2026 Haute Couture gown with a heavily textured bodice and softly pleated skirt, later keeping it simple in classic jeans and a navy pinstriped blazer during her New York City press rounds. Elle Fanning leaned into theatrical styling for The Hunger Games UK premiere, wearing a ballerina pink gown with a dramatic tulle skirt from Robert Wun Couture’s Fall/Winter 2026 collection, accessorized with a spinning ballerina music-box headpiece.
Off-duty sightings featured Rihanna leaving dinner in Santa Monica in an effortlessly cool autumn look consisting of an olive brown sweater and baggy tan pants, while Kim Kardashian wore a corseted white gown from Schiaparelli’s Fall/Winter 2027 Haute Couture collection during an All’s Fair press event. At the WWD Honors, Louisa Jacobson arrived in a sharp pinstripe suit from Tom Ford’s Spring/Summer 2027 collection, and Tracee Ellis Ross wore an ivory satin pants and top set from Celine’s Fall/Winter 2026 collection. Meanwhile, Halle Berry demonstrated courtroom chic, spotted arriving at a Los Angeles courthouse in a dark olive-green trench coat and matching pants.
Week of October 19th
The middle of October brought cinematic galas and star-studded awards to the forefront. Taylor Swift attended the Academy Museum Gala wearing a custom silver-blue dress designed by Jonathan Anderson for Dior. Kendall Jenner joined her on the red carpet at the same event in a custom black-and-white polka-dot Valentino gown.
Adéla reminded fashion lovers that the naked dress trend transcends seasons by stepping out in a sheer, bright pink polka-dot dress. In New York City, Kristen Bell made a strong case for navy blue as the neutral of the season. Alexander Skarsgård brought playful tailoring to the Los Angeles premiere of Wicker, wearing a tartan pleated Chopova Lowena skirt paired with a custom shirt featuring an image of Olivia Colman. Sarah Paulson closed out the Academy Museum Gala red carpet in the sequined closing look from Ferragamo’s Spring/Summer 2027 collection, and Jenna Ortega commanded attention at a New York City screening of Klara and the Sun in a custom metal fringe gown by Elias Matso.
Week of October 12th
Mid-October street style and press events were defined by rich suedes, intricate lace, and sculptural tailoring. Celine Dion was spotted on the streets of Paris wearing Look 50 from Ferragamo’s Spring/Summer 2027 collection, featuring a camel suede jacket, cape, and skirt. Charli XCX made multiple fashion statements, wearing black lace-up micro shorts and a sheer black blouse with dramatic sleeves for MISTR’s National PrEP Day, followed by a Balmain ensemble consisting of leather microshorts, a silk tie, and a leather blazer dress for the InStyle Imagemaker Awards.
Jenna Ortega continued her cinematic tour for Klara and the Sun in a golden slip gown adorned with black lace detailing and a matching gold headpiece. Kim Kardashian appeared on Jimmy Kimmel Live! in a black gown featuring sculptural peplum details, and Nara Smith stepped out in the Elsa vegetable-embroidered black velvet jacket from Schiaparelli’s Spring/Summer 2027 collection.
Week of October 5th
As October progressed, colder weather encouraged the return of foundational winter pieces. Celine Dion officially declared fur coat season open by stepping out in a rich brown belted jacket with a cozy, high neckline. Ellie Goulding reinforced the leather skirt as a fall staple in London, styling a midi-length version with a light pink pinstriped button-up top. Tate McRae championed the mini slip dress for a night out at Chez Margaux in New York City, pairing a little silver dress with strappy heeled sandals and a Saint Laurent clutch.
Daisy Edgar-Jones turned heads at the Sense and Sensibility premiere in Los Angeles, wearing a vintage Chloé by Stella McCartney Spring/Summer 1999 corset and maxi skirt set. Jennifer Lawrence kept a low, cozy profile in New York City wearing a long black coat, scarf, baseball cap, and sunglasses. Soo Joo Park kept her palette strictly neutral for the AJE show in Paris in a cream high-neck top and white pants, while Zendaya rewore the white ruffled jacket from her Odyssey Paris premiere to the Louis Vuitton show, this time casually styled with jeans and a white tank top.
Week of September 28th
Late September fashion was anchored by the energy of Paris Fashion Week. Nara Smith attended Clarins’ star-studded dinner in a sleek black velvet gown with a high side slit. Kendall Jenner and Jacob Elordi stepped out for a date night in Paris, solidifying their status as one of fashion’s most coordinated celebrity couples. Greta Lee wore a sleek shirt-and-skirt pairing by Simone Bellotti for Jil Sander at a Tiffany & Co. event, and Celine Dion was spotted around Paris in an olive green croc-embossed leather jacket and skirt set from Ferragamo.
Tate McRae paired black leather pants with a sheer black lace tank top for a night out in Paris, while Rosalía offered a preview via mirror selfie of her hotel look from Jonathan Anderson’s Spring/Summer 2027 collection. Cynthia Erivo embraced maximalism at Chloé’s Spring/Summer 2027 show in a puffy-shouldered blue jacket, layered knits, stacked necklaces, and a tiered black maxi skirt. Iris Law strolled through Paris in baggy camouflage pants, a relaxed white long-sleeve T-shirt, brown satin ballet flats, and Chanel’s 22 Hobo Bag, and Florence Pugh attended the New York City premiere of East of Eden in a custom Vivienne Westwood dress featuring an embellished chartreuse skirt, gunmetal silk mermaid silhouette, and a puffy-shouldered shrug.
Week of September 21st
The transition from late September saw high fashion migrate between New York, Milan, and European wedding celebrations. Karlie Kloss strolled through New York City in FFORME’s cream Juane Dress, featuring an asymmetric silhouette and frayed hem detailing. Dove Cameron married Damiano David in Tuscany, wearing a custom Giorgio Armani wedding suit that redefined bridal tailoring. Camila Morrone left her Milan hotel in a lace-trimmed, lingerie-inspired little black dress paired with sheer tights, black pumps, and a luxe fur coat.
Daisy Edgar-Jones looked back into the archives for the Berlin premiere of Sense and Sensibility, pulling a silky gown with embellished shoulder details from Armani Privé’s Spring 2005 collection, before later wearing a Chloé lace-trimmed bodysuit and draped skirt leaving BBC Studios. Cardi B commanded attention at the Gucci show in Milan wearing an oversized white fur coat and monogrammed Gucci tights. Florence Pugh was spotted leaving BBC Studios in high-waisted pinstriped Vivienne Westwood trousers and a contrasting striped button-down. Celine Dion wore an asymmetric draped Balenciaga dress in Paris, Rihanna was spotted leaving dinner in a tailored wool-and-silk bar jacket by Dior, and Sienna Miller leaned into structured outerwear in Balmain’s Leather Fitted Peplum Jacket.
Week of September 14th
Mid-September brought television’s biggest night and a flurry of New York events. Selena Gomez defied outdated style rules by stepping out in a monochromatic white look in New York City, before changing into a custom gold chainmail dress by Louis Vuitton for the 2027 Emmys, where she was a nominee. Kaia Gerber attended the Specs Launch Keynote in Beverly Hills in a look from Proenza Schouler’s Spring/Summer 2026 collection featuring a strapless top with an embellished tiger print panel and a midi skirt.
Bella Hadid showcased multiple standout looks in New York, including a vibrant orange baby-doll dress with brown boots and a red gingham headscarf, a champagne satin and sheer midi dress paired with red slingback heels, and a chainmail dress from Ralph Lauren’s Spring 2008 collection at a Chopard event. Lili Reinhart promoted The Love Hypothesis in NYC wearing a vintage pink and green Dolce & Gabbana corset dress, followed by an embellished vintage gown from Elie Saab’s Spring 2004 Haute Couture collection for the premiere. Anna Van Patten celebrated at the Magda Butrym after-party in the brand’s V-neck corset mini dress, black tights, and a black headband, while Daisy Edgar-Jones paired a white military jacket with blue jeans and white pumps during London press rounds for Sense and Sensibility.
Week of September 7th
As New York Fashion Week took over the city, Kaia Gerber attended the RE/DEN party in a baby tee, straight-leg jeans, red heels, and a zebra-print bag. Dakota Johnson wore a dramatic black Maison Valentino gown with a deep plunge and flowing train to the Kering Foundation Caring for Women dinner. Gigi Hadid walked in Tommy Hilfiger’s Spring/Summer 2027 show and departed wearing boot-cut jeans and a graphic T-shirt.
Emily Ratajkowski stepped out for the Kiko Milano flagship opening in a vintage pink satin John Galliano dress with floral details and a coordinated fringed scarf. Dua Lipa attended the Bvlgari Serpenti Infinito event in a gold-embellished corset top and black trousers, while Anne Hathaway championed maternity style in a flowy lilac chiffon Alexander McQueen gown at the same gathering. Lisa rounded out the event’s heavy-hitting guest list in a black lace corseted dress with flared sleeves and a thigh slit.
Week of August 31st and Prior
Late August set the stage for early autumn arrivals, beginning with Joey King in a custom blue and burgundy satin Rodarte dress and Mulberry’s Stevie Top Handle bag, followed by a witchy Ilya Migmoon look for the Practical Magic 2 premiere featuring a black lace overlay and green base. Zoë Kravitz leaned into effortless cool with a black midi slip skirt, camisole, and ballet flats in New York. Kendall Jenner debuted archival Giorgio Armani from Fall/Winter 1995 at the Venice Film Festival, alongside a travel look featuring an unreleased quilted Chanel weekender from the Cruise 2027 collection.
Adria Arjona wore an asymmetrical black skirt and cropped leather moto jacket in New York, and Nicole Kidman stepped out in Pieter Mulier’s debut design for Versace—a sheer black lace dress with an asymmetrical silhouette. Additional standouts included Hailey Bieber in a vintage yellow Dolce & Gabbana lace-trimmed camisole, Rihanna in an orange velour Chloé tracksuit, and A$AP Rocky in head-to-toe Chanel accessorized with a burgundy Maxi Flap bag, continuing to champion the man bag as the ultimate signal of personal style.
