33 Luxury Holiday Fashion Items to Buy Regret-Free in 2025

At least in New York City, the holiday season is fully underway, with the Rockefeller tree debuting in just a few short weeks (it’s up now, just heavily guarded) and the lavish window displays at Bergdorf Goodman and Saks Fifth Avenue being crafted as we speak. Do you know what that means? It’s time to start planning your holiday outfits for all the parties, dinners, drinks, and other celebrations that you have written down on your calendar for the period between mid-November and early January. This year, I get the feeling that everyone needs a little more cheer, which is why I put together a curation of luxury holiday fashion items to shop that feels extra festive (but still extremely chic).

A Prada Fair Isle sweater paired with dark-wash Khaite jeans and Tory Burch beaded smoking slippers? Your look for that gift exchange at home with your girlfriends is officially planned! New Year’s Eve? The Doên beaded minidress of your dreams is perfect. Just add a red kitten heel from The Row. And don’t fret about your work holiday party. I’ve got you. A sleek Reformation blazer paired with a pony-hair pencil skirt from J.Crew and Reformation boots will be the talk of the office well into 2026. Just add playful earrings, necklaces, scarves, and hats, and a few hints of velvet or satin for good measure, and you’ve got yourself a chic holiday curation that’s sure to be spotted on the most elegant and sophisticated women across NYC but also Paris, London, and more.