10 Characters to Inspire Your Fall/Winter Style
From Carrie Bradshaw's eclectic outfits to Andy Sachs' glow up
November 13th, 2024
It's time to get your coats out because Fall/Winter season is already here. For some, the colder seasons come down to three things: orange leaves falling, a chill in the air, the urge not to get out of bed, and winter holidays. But the chilly months are also the perfect time to level up your fashion game while breaking away from the sweaty summer looks. As the ideal time for classics, from trench coats to '90s flare jeans, Fall/Winter fashion can be both smart and fun - all it takes is turning on your television to find inspiration. For decades, characters from films and TV series have been huge style influences for audiences – from Breakfast at Tiffany's Holly Golightly to Clueless' Cher Horowitz and Succession's Shiv Roy, to name a few. If The O.C.’s Marissa Cooper and Summer Roberts can inspire one's summer style, then there are plenty of entertainment pieces that will surely prove that it's possible to combine elegance with a slight edge while staying comfortable in the colder months.
Blair Waldorf (Gossip Girl)
Few names pop to mind when it comes to fashion like Blair Waldorf. Whether in freezing or autumnal Manhattan, Gossip Girl's Queen B is sure to provide endless inspiration for looks that combine refinement with femininity. Her staples include berets, capes, colorful tights, statement long coats, printed gloves, extravagant heels, flapper-style hats, and voluminous scarves.
Raven Baxter (That’s so Raven)
With colorful fur-trimmed jackets, checked or denim trousers, and vibrant coats, Y2K diva Raven Baxter never fails to elevate Fall/Winter fashion, proving that the season's outfits don't have to be boring through and through.
Andy Sachs (The Devil Wears Prada)
After Andy Sachs' stylistic metamorphosis in The Devil Wears Prada, her looks couldn't be more inspiring – including Fall/Winter ones. A fan of headwear such as newsboy caps and beanies, a lover of classic coats, and most of the time, devotee to cult-like sleek boots – yes, she’s wearing the Chanel boots! –, Andy Sachs' style is sure to make the drizzly weather seem glamorous.
Monica Geller (Friends)
For lovers of the classic '90s minimalism, Friends' Monica Geller has you covered. From monochromatic looks with a pop of color in accessories to traditional turtlenecks, cool leather jackets, chic berets, and timeless jeans, the Friends' character combines elegance, with comfort and that cool factor only found in '90s trends.
Carrie Bradshaw (Sex and the City)
There's no way to go wrong. Carrie Bradshaw's Fall/Winter fashion mantra is all about fur coats, eccentric headwear, quirky accessories, dresses paired with long boots, and even a puffer gown seen in And Just Like That.
Regina Lampert (Charade)
It would be hard not to think that everything Audrey Hepburn wears inspires other people's sartorial choices. As Regina Lampert in the thriller Charade, it was no different. From long coats in colors like red and yellow to the iconic ski look – a black fur coat with matching hat and sunglasses – Regina Lampert is a prime example of how winter fashion isn't un-elegant.
Sally Albright (When Harry Meets Sally)
For pure autumn fashion, look no further than Sally Albright. From fuzzy sweaters in earthy tones to chic blazers, the protagonist of When Harry Meets Sally makes comfortable look smart.
Lorelai Gilmore (Gilmore Girls)
With a strong passion for coffee – something that couldn't be better suited to the chilly months – and the use of leather jackets, turtlenecks, classic coats, scarves and witty sweaters, Lorelai Gilmore is, for our good fortune, the pinnacle of Fall/Winter fashion.
Bella Swan (Twilight)
Best known for her quirky facial expressions and the iconic "Loch Ness" quote, Bella Swan is also a style icon, offering a new kind of Fall/Winter fashion: one that is much more laid-back, androgynous, and comfortable.
Beth Harmon (The Queen’s Gambit)
From plaids and checked prints to knee-length coats paired with winter essentials like hats and gloves, Beth Harmor, the chess prodigy from The Queen's Gambit, gives a class in finesse and sophistication too.