4 Easy Ways I Dressed Up a Sweatshirt For Fashion Week

POPSUGAR Photography | Kelsey Cherry
Every editorial product is independently selected by our editors. If you buy something through our links, we may earn commission.

When it comes to getting dressed for Fashion Week, every editor has their own tactic. In the POPSUGAR office, we start discussing our wardrobes roughly two weeks in advance. For the Fall/Winter season, our outfit planning meeting usually comes right after we return from the holiday break. Needless to say, I was working from home on my heating pad for the occasion, cozied up in pajamas covered in cat hair. Google Hangout chic!

Nikita was determined to wear all her own clothes throughout the week (most editors call in samples from their favorite brands to style and then return after the shows). I really respected that choice. Laura wanted to test out the new vintage pieces she had secured in the name of shopping sustainably, but also, who doesn't love a good thrifted designer piece? Dana challenged herself to wear bodysuits all week long, and Hannah wasn't exactly sure what she was going to wear yet, but of course it all came together brilliantly. Then there was me: the one who ironically starts sweating the second she thinks about going out in the February cold. I have issues with blood circulation, so, like, what could I style with hand warmers? I know it seems kind of lazy for someone who claims to be passionate about style, but all I really wanted to wear was a sweatshirt.

I was honest with my team and told it to them straight up: "I'm going to style all of my Fashion Week outfits around sweats." Street style photographers would ignore me. Eccentric showgoers in sequined dresses and open-toed sandals would look on with disgust. Influencers who change in cabs en route from one show to the next, racking up a total of five outfits per day, would be disappointed by my lack of effort. And I would probably be jealous of everyone else's outfits. But I would be comfortable. I wasn't just going to wear any old pair of sweats I found in my drawer, anyway. Those, too, are all covered in cat hair.

Instead, I started from square one, dreaming up streetwear-inspired outfits that came to me after some mindless scrolling on Instagram. I loved how model Hana Cross wore her oversize crewneck with tailored slacks and pink Vans. I was obsessed with Millie Bobby Brown's jogger style, complete with the sleek addition of a pinstripe blazer. I knew I could figure out how to elevate my own hoodies with some tailored pieces and cute accessories. I was determined, in the name of athleisure, to prove that sweatshirts can be an integral part of anyone's wardrobe, even while on the job. The outfits ahead are the result of my experiment and they all have one thing in common: they're accessorized with hand warmers. Yes, really.

If you're in the mood for sweat-chic outfits too, allow me to offer up some tips when you scroll. You can shop a handful of my exact pieces if you so choose, or you can use the hoodies I know you already have in your closet, and add on the necessary outfit accoutrements from there. Of course, hand warmers are heavily encouraged for less than $10 on Amazon, but definitely not required.

Outfit 1: The Tie-Dye Hoodie

Outfit 1: The Tie-Dye Hoodie

I styled this cropped Off-White hoodie with high-waist trousers, white block-heel boots I've been wearing for years (They're from H&M!), a waist bag strapped across my chest, and gold hoop earrings. I honestly felt effortless as I walked out the door. This was, hands down, my favorite Fashion Week look.

Hot Tip: Try wearing one of your cropped sweatshirts with a tailored, neutral slack instead of jeans. Even if the print on your hoodie is playful, a quality-made pant will instantly elevate the outfit.

Outfit 2: The Oversize Mockneck

Outfit 2: The Oversize Mockneck

This slub-style mockneck from Cotton Citizen is incredibly comfortable. I like adding layered necklaces to play it up a bit, but I think the real kick came from this asymmetrical pleated skirt and a flash of snake print from my Kenneth Cole boots.

Hot Tip: The sweatshirt and midi skirt look makes for the perfect combination right now. If you're headed into the office, I suggest wearing a tall boot, but for a casual brunch day, this pairing still works with sneakers.

Outfit 3: The Printed Turtleneck

Outfit 3: The Printed Turtleneck

This top is also from Cotton Citizen, and it's thicker than it looks. The jersey fabric is so comfortable, I felt like I was still wearing pajamas. Since my J Brand leather pants were also slouchy — hence my goal to feel as non-constricted as possible — I needed to add a structured purse and chic pair of sunglasses to finish this look off. Even though I was in New Balance sneakers à la Kaia Gerber, is it weird that I still thought this outfit was luxe?

Hot Tip: Tuck your sweatshirt into the waistband of your pants to bring your outfit more polish. You can still get away with a sweatshirt and sneakers when you're not on the way to the gym — just try leather pants instead of joggers.

Outfit 4: The Sweatshirt Dress

Outfit 4: The Sweatshirt Dress

Rihanna just released her Fenty 2-20 collection, and we all got the chance to try on a few of the looks. The Dual-Fabric Hoodie Dress was an instant favorite of mine, because it's proof that you can actually feel pretty sexy in a sweatshirt. Especially given the way I styled it — with croc-effect, knee-high stiletto boots — you could wear this sweat-dress on a casual dinner date and then head to the bar.

Hot Tip: If you want to re-create this look without splurging on Rihanna's statement piece, it's easy! Start with your simple slip and add on any hoodie, then give the combination some extra oomph with a cool pair of pumps or a sleek boot.