Olivia Palermo's Style Doesn't Get Any Better Than This

If it were up to us, we would share a closet with Olivia Palermo in a second. Consistently striking the perfect balance between classic and modern, feminine and cool, her looks are spot-on every time. Over the years, she has even developed a signature style that remains true to her personal aesthetic. The best part about it? While she’s always stepping out in cool new looks, she has a tendency to re-wear her favorite pieces—meaning we can reliably look to her to see various tricks for styling her closet staples.

Olivia Palermo’s street style always draws our eye, but some of her iconic looks are among our favorites. In some, she demonstrates a mastery of mixing high and low, while others are showstopping, head-to-toe couture. There’s no question that she’s one of our favorite style icons, but what are her best looks ever?

Read on to see Olivia Palermo’s most iconic outfits.


Rethink How to Wear a Shawl
(Image credit: Beretta/Sims/REX/Shutterstock)

On Olivia Palermo: Aspinal of London Classic Travel Wallet ($230); J Brand pants; Sophia Webster Felicity Boots ($650)


Get Experimental with Complementary Color Combos
(Image credit: Edward Berthelot/Getty Images)

On Olivia Palermo: Elie Saab jacket, top, and bag


Statement Coats Liven Up a Winter Look
(Image credit: Edward Berthelot/Getty Images)

On Olivia Palermo: Moncler sweater and coat; Fendi sunglasses


Layering Is the Key to Making a Naked Dress Wearable
(Image credit: Getty Images )

On Olivia Palermo: Banana Republic x Olivia Palermo Italian Melton Wool-Blend Long Military Coat ($398); Valentino dress


Rely on High-Street Favorites for Standout Looks
(Image credit: Edward Berthelot/Contributor/Getty Images)

On Olivia Palermo: Topshop Knitted Funnel Neck Jumper ($40) and Stripe Hanky Hem Midi Skirt ($68)


Don't Be Afraid to Experiment With Unexpected Fabrics (Like Brocade Taffeta)
(Image credit: Neil Warner / Splash News)

On Olivia Palermo: Fendi blouse, skirt, and Can Eye Sunglasses ($505)


Make an All-Black Outfit Interesting by Layering Different Textures
(Image credit: Getty Images)

On Olivia Palermo: Paige Linara Velvet Striped Blouse (sold out) and Hoxton Pants ($975); Jimmy Choo shoes


Try A Dress Over Pants
(Image credit: Getty Images)

On Olivia Palermo: Roberto Cavalli Dress; J Brand 8001 Leather Skinny Pants ($1000); Jimmy Choo shoes


Bring a Pop of Color With Red Shoes
(Image credit: Getty Images)

On Olivia Palermo: Topshop bomber jacket; Tibi crochet tank; Rag & Bone leather pants; Dior cat-eye sunglasses; Christian Louboutin pumps


Pair Pointed Heels With Trousers
(Image credit: Getty Images)

On Olivia Palermo: Prada wool coat; Max & Co kick-flare trousers; Perverse Dawn Patrol Sunglasses ($50)


Roll Up Your Pant Hem
(Image credit: Getty Images)

On Olivia Palermo: Paige Sienna Belt ($169); Perverse Dawn Patrol Sunglasses ($50); Givenchy Cutout Ankle Boots in Black Leather and Lace ($648)


Elevate Your Outfit by Topping It With a Tuxedo Jacket
(Image credit: Getty Images)

On Olivia Palermo: Ellie Saab blazer; Tibi pants; Givenchy Cutout Ankle Boots in Black Leather and Lace ($648)


Mix Together Unexpected Prints
(Image credit: Getty Images)

On Olivia Palermo: Paul & Joe Chorus Shirt; Max & Co Slim Geometric Jacquard Trousers ($109) and Slim Geometric Jacquard Blazer ($155)


Pull Off Double Stripes
(Image credit: Getty Images)

On Olivia Palermo: Schiaparelli S/S 16 Couture Jacket; Zara sweater; Olivia Palermo + Chelsea28 pants

Associate Director, Special Projects

Kristen Nichols is the Associate Director, Special Projects at Who What Wear with over a decade of experience in fashion, editorial, and publishing. She oversees luxury content and wedding features, and covers fashion within the luxury market, runway reporting, shopping features, trends, and interviews with leading industry experts. She also contributes to podcast recordings, social media, and branded content initiatives. Kristen has worked with brands including Prada, Chanel, MyTheresa, and Luisa Via Roma, and rising designers such as Refine and Tove, and her style has been featured in publications including Vogue.com, Vogue France, WWD, and the CFDA. Before Who What Wear, Kristen began her career at Rodarte, where she worked on assistant styling, photo shoots, and runway shows, and at Allure, where she moved into print and digital editorial. She graduated from the University of Southern California, where she studied art history and business, and currently lives in New York.