I Love Them—I'm Sorry: 36 Elegant Buys on My Winter Shopping List

@elizagracehuber wearing an ivory pillbox hat with a navy dress and Saint Laurent black Manhattan bag on the streets of SoHo in NYC.

(Image credit: @elizagracehuber)

If I had to pick just one word to base my entire winter wardrobe on—hell, my year-round wardrobe—it would easily be elegant. I wouldn't have to stress about trends. I could instead focus all of my attention on timeless and sophisticated pieces that can be mixed and matched with each other effortlessly, making getting dressed a painless part of every day. If I had to bet, I'd guess many people would agree.

Running with my assumption, I thought I'd save those fellow elegance seekers some time by sharing my winter shopping list. Of the 36 pieces currently on it (it's always growing), each was handpicked for its classic and distinguished characteristics. There are hats—pillbox ones, of course—jewelry, footwear of all types, classic handbags of all sizes, and plenty of ready-to-wear, from pencil skirts to capes to satin dresses. It's a treasure trove for consumers who want to appear polished and stylish throughout winter and into 2025.

Scroll down to find out what pieces made the cut.

This post was published at an earlier date and has since been updated.

Senior Fashion Editor

Eliza Huber is a New York City–based fashion editor who specializes in trend reporting, brand discovery, and celebrity style. She joined Who What Wear in 2021 after almost four years on the fashion editorial team at Refinery29, the job she took after graduating with a marketing degree from the University of Iowa. She has since launched two monthly columns, Let's Get a Room and Ways to Wear; profiled the likes of Dakota Fanning, Diane Kruger, Katie Holmes, and Sabrina Carpenter for WWW's monthly cover features; and reported on everything from the relationship between Formula One and fashion to the top trends from fashion month, season after season. Eliza now lives on the Upper West Side and spends her free time researching F1 fashion imagery for her side Instagram accounts @thepinnacleoffashion and @f1paddockfits, running in Central Park, and scouring eBay for '90s Prada and '80s Yves Saint Laurent.