The model kept warm in a black mock-neck sweater and Commando Neoprene leggings ($138). For accessories, Kendall mixed fashion and function with a spacious brown leather Idaho bag from The Row and black knee-high leather boots by Ann Demeulemeester.

Kylie braved the cold in a LBD and fur coat while Kendall rocked a fitted black coat and boots for their night out on the town.

Jenner went for a polished look with a sculpted Alaïa blazer coat, cinched together by an asymmetrical button. Underneath, she layered a black turtleneck and matching leggings, topping off her ensemble with a pair of Ann Demeulemeester riding boots (and reminding us that Bella Hadid isn’t the only model-turned-equestrian).

Kendall Jenner and Kylie Jenner rarely align when it comes to their personal style. I suppose that's to be expected from sisters so close in age. Whereas beauty mogul Kylie loves to embrace the fun and ephemerality of fashion trends —from balletcore to '80s jewelry —Kendall clearly prefers timeless luxury.

Most suitcases headed towards Aspen are packed with big snowsuits, borrowed ski jackets, and maybe the odd pair of ski goggles. Kendall Jenner’s luggage, however, was full of coveted designer fashion—both vintage and otherwise.

Kendall Jenner is proving once again why she's a winter style icon and her Aspen wardrobe is giving us all major après-ski inspiration for 2025. The 29-year-old took the city by storm, alongside sister Kylie Jenner and bffs Hailey and Justin Bieber.