One Look Three Ways: The Winter Ensemble an NYC Editor Thinks Everyone Should Copy

anneliese henderson nordstrom
(Image credit: @annadzhenderson)

If the word "schlepping" isn't in your vocabulary, you definitely don't live in New York. Here, it's practically a sport that involves very strategic layering, long commutes, and carrying half your apartment in a tote. It's also why New Yorkers shop with intention: every piece has to work with our day-to-day routines. My calendar is stacked with in-office days, dinners, and parties—sometimes all in the same 24 hours—and my fashion-editor brain won't let me wear the same outfit for all three. So I found pieces that are versatile enough to switch up throughout the day, getting me from day to night without the stress. And they're all from Nordstrom. Shop a whole day of looks below.

anneliese henderson nordstrom

(Image credit: @annadzhenderson)

Getting chauffeured from a downtown apartment to a glittering Midtown high-rise may be your image of a fashion editor's life, but the truth looks more like a long, seven-stop, one-transfer subway commute for me. That said, it requires a practical shoe, and ballet flats are true heroes for me. They're easy to slip on and easy to toss into a tote (especially when it's a chic, Tory Burch one). A semi-sheer top becomes instantly office-appropriate when layered under a cardigan with the collar casually peeking out. And the lace-trim skirt is the definition of day-to-night dressing—effortless enough for casual wear, and elevated enough for parties.

anneliese henderson nordstrom

(Image credit: @annadzhenderson)

When walking from the office to dinner with coworkers, a wool coat isn't a nice-to-have; it's a nonnegotiable. Daytime cold on the East Coast is one thing, but once the sun sets, it's game over if you're not prepared. A longer silhouette always feels more elevated, too. There's a certain energy that comes with stepping into a restaurant wrapped in a beautifully cut coat—it does the talking before you do.

anneliese henderson nordstrom

(Image credit: @annadzhenderson)

The Tory Burch purse I had earlier? Iconic. You know a bag is good for us schleppers when it fits an entire evening look—sparkly clutch, heels, and all—and no one would ever know. Once I reached my destination, I took off my sweater to show my Favorite Daughter top, which is the ideal balance of sheer and sophisticated. The skirt, of course, continues to prove itself—effortless with flats, undeniably chic with heels. This is day-to-night dressing done right.

Anneliese Henderson
Senior Fashion Editor, Branded Content