My Sister Wants a Rich-Looking Winter Wardrobe—I Sent Her These 49 Elegant Finds
My sister loves fashion, and while her corporate job couldn't be any further from the fashion world, she's the kind of person who always wants to stay ahead of the trends and be the first to know what styles and It items to invest in from season to season—which I will happily help her with!
This week, she asked me to suggest elegant, on-trend pieces that she can wear throughout the cold-weather season for everything from work to events to weekend affairs. I did what I do best and scoured all of our favorite retailers and gave her this list of sophisticated styles below. Included in the mix are chic coats, sumptuous sweaters, day-to-night dresses, sleek tailored pieces, and more. If you're looking to add a touch of elegance to your wardrobe, then take a peek.
This post was published at an earlier date and has since been updated.

Judith Jones is the associate shopping director at Who What Wear and has worked in fashion for over a decade. She specializes in shopping content and trend stories with high-affiliate impact. She shares the coolest, most desirable fashion market finds and brands for every budget. Previous to working in fashion, Judith worked as a TV host on the PBS travel show Globe Trekker (airing on Netflix and Amazon Prime) sharing her passion for travel and culture.
-
27 Cozy Fall Accessories I'd Wear to All the Chicest Establishments in NYCEnhance your outfit with these.
-
People Always Compliment My Winter Outfits for Being Polished—These 7 Chic Items Are My SecretSimple pieces, big impact.
-
Fashion People Have Their Eyes on These 30 Chic Nordstrom Fall Sale Items Ahead of Black FridayTrench coats, suede totes, cashmere sweaters for less.
-
Spotted on Mercer Street: The Surprisingly Elegant Way Fashion People Are Wearing Belts for WinterResulting in the richest outfit recipe, well, ever.
-
I'm Building the Boho-Chic Closet of My Dreams—31 Fall Finds From Free People and Anthropologie That Fit the BillLet's talk about micro shorts and Western boots.
-
J.Law Channeled Carolyn Bessette Kennedy in the Winter Hero Item That Makes Basic Trousers Look ElegantFrench women in Paris are also wearing it.
-
The 35 Most-Wanted Luxury Buys of Fall 2025, PeriodThe It heels, celebrity-approved handbags, and statement outerwear pieces that are defining the season.
-
I'm a Senior Shopping Editor—These 25 Elevated and Rich-Looking Nordstrom Fall Sale Picks Have My AttentionChic and affordable? Yes, please.
