Forget the Labor Day rule—white cropped trousers are on-trend, in season and inherently festive, as evidenced by Sofia. Opt for a high-waist pair to tuck in all your turtlenecks and cashmere sweaters.
Wide Leg Sailor Trousers, $68
Leave it to the A-lister—and Southern belle—to bring back brocade in the most delicate way: as accents on her coat. Accessorize your winter wear and jackets with the textured, typically metallic fabric.
Brocade Slip On Mules, $19.99
They say your head releases the most heat. If that's the case, protect that body warmth—and cover any bedhead—with a wide-brim hat, like Eva did on a cold, rainy day.
Wide Brim Felt Fedora, $19.90
Red may be a bold statement, but during the holiday season, it's the perfect festive color. How do you avoid looking like Elmo? Pair a red sweater with an embellished bottom. The color will contrast nicely against some texture.
Fringes Cable-Knit Sweater, $59.99
Va-va-voom. The knee-high and over-the-knee boot trends are not going anywhere anytime soon. This season, celebs and models alike are opting for fun colors with their footwear, especially taking a liking to red and white iterations. Just make sure to pair your boots with shorter-hem sweater dresses or maxis with slits, so that your steppers can be seen in all their glory.
Trodem Tall Boots, $99
It's leggings season. Like the Younger star proved, you can wear them out casually with a sweater or dress them up for a night on the town—it's a winter essential for a reason. While you have so many options, be kind to the universe and its creatures and opt for faux or vegan leather.
Faux Leather Leggings, $98
Who knew a crewneck sweatshirt could be fashionable? The queen of couture and Blackish star did. The trick here is to style it under a structured, print coat or jacket.
Fleece Crewneck Sweatshirt, $83.73
Denim jackets are an all-year wardrobe staple, but add a shearling liner or collar to the mix and you're decidedly ready for the winter cold.
Faux Fur Denim Jacket, $95
You may have a penchant for all black, but even dark souls—or brilliant comedians—need to spice up a monochrome ensemble. Follow in Rebel's festive footsteps and invest in a comfortable pair of metallic loafers. You'll be surprised how much of a difference it makes.
Casotto, $41.29
Whether you're wearing layers or a mini dress, an oversize coat will a) keep you warm and b) bring a level of sophistication to the outfit. Just make sure to opt for a thick iteration that almost drapes over you.
Francesca Belted Waterfall Coat, $24.50
Believe it or not, but leopard is quickly becoming a neutral. This winter season, celebs are turning to the fierce print to spice up their most neutral ensembles.
Vans Authentic Leopard Print & True White Skate Shoes, $54.95
The days of the sleek sneaker is hardly over, but thanks to It Girls like Kendall, the practical trainer—with its bulky, almost-dated design—is back on the rise. Just remember to pair it with a fashion-forward looking piece to contrast the retro feel.
Reebok Walk Ultra V DMX, $65