I've Been Keeping Track of My Most-Worn Items—Here's What I Can't Do Without

My foolproof winter outfit really is my happy place. It consists of seven items (including accessories and outerwear), each of which increasingly exist in multiple versions in my wardrobe. I have dressier versions and more casual versions, and they all mix and match flawlessly.

I've worn some version of my winter uniform probably four days out of seven for the past two winters. It's effortlessly elevated (nothing fussy to fuss with), perfect for schlepping around the city, and always comfortable—which is basically the holy trinity of outfit qualities. Here are my hero winter fashion items in no particular order—including links to some of the exact pieces I own—and others I currently have my eye on.

When it comes to wool coats, I'm equally committed to double-breasted, robe, and trench-coat styles. The main thing is the oversize fit and a length that extends well below the knees.

Don't underestimate how much wear you'll get out of a really good belt—I have Khaite's Bambi style, and there's no counting how many mediocre outfits it's magically pull together. There's a lot of good options around at the moment that feel rich and interesting without doing too much.

I have such a variety of wide-leg styles at this point, from tailored pairs to elevated knit joggers. I just got the below Ripley style by The Frankie Shop in both deep brown and navy. I have zero regrets. 

I like low-tops and gum soles for a bit of a retro vibe in a neutral color way so you can run around all day and get away with wearing them straight to dinner. If it's not that kind of restaurant, then all this outfit needs is a chic pair of flats or heels and you're more than good to go.

I'm really not sure you can over-invest in knitwear. I like to have some more oversize (menswear sections are great for slouchy cashmere) and others slightly cropped to sit just where they graze the waistband of my trousers.

My favorite thing this winter is my Loewe scarf. I bought it in the height of summer when it was restocked and have been waiting for the temperature to dip low enough to wear it ever since. 

The polish of a structured bag is what I think pulls everything together and makes it feel luxe (and keeps my scarf sitting just so). I personally have a thing for great gold hardware on a bag, but that's just me.