Valentine’s Outfit Inspo! Gals or Pals, We’ve Got You Covered 

Written By Giuliana Berritto

Cupid Called.

Valentine’s Day is complicated. Emotionally, physically…occasionally romantically. But the one thing you shouldn’t be stressing over…the outfit. 

Whether you’re spending February 14th with the girls, the guys, or the gays, the real question isn’t “Who’s my Valentine?” It’s “What am I wearing?”

And honestly? That’s the only love story I’m committed to.

Rather than throwing clothes around frantically three hours before dinner, plan ahead and save yourself the stress. We rounded up 4 Valentine’s-ready looks that feel festive without screaming heart-shaped everything. The weather may be bleak, but a strong outfit can fix at least half your problems.

Whether you’re channeling cozy-cool, downtown edge, or full romance, these looks work no matter your relationship status or plans. BTW, these looks work for Galentine’s Day too!

The North End Slouch

My personal favorite. Cozy, comfortable, and effortlessly chic. 

This is your “wine bar in the North End” uniform: soft knit, tailored trouser, statement outerwear. It feels intentional without looking like you tried too hard. 

  • Sweater: SRG Atelier 

  • Pants: The Everyday Wide-Leg—Banana Republic 

  • Boots: Steve Madden 

  • Jacket: Khaite 

  • Bag: Loro Piana Extra Pocket 

  • Earrings: KHY x Heaven Mayhem

Styling tip: Keep jewelry minimal and let the textures do the talking. 

Metro Cool Girl 

Think Julia Mervis having dinner in the West Village…but make it Seaport.

Clean white top, relaxed denim, sharp trench. Timeless, and quietly confident. Add a brown suede bag and pointed flats to soften the edge. 

  • Top: Leset 

  • Jeans: Carys Low Rise—Revolve 

  • Bag: The Row 

  • Shoes: Jimmy Choo 

  • Jacket: Babaton Tabloid Trench

This look never gets old. It says, “I didn’t overthink this,” even if you absolutely did.

Downtown or On the Town 

You’re going to look and feel unreal in this off-shoulder top and low-rise trousers. It’s sleek, minimal, and a little dramatic…just like us! 

Finish it off with glimmering flats and a cord necklace for subtle contrast. 

  • Top: Neil Vernon 

  • Pants: Eaves 

  • Shoes: Khaite 

  • Necklace: Eliou

Sharp. It’s the kind of outfit that doesn’t need explaining. 

Girls’ Night IN

Valentine’s does NOT have to equal reservations. 

This cozy striped sweater and relaxed pant combo is perfect for takeout, rom-coms, and dessert boards. And the best part? You’ll wear it long after February 14th. 

  • Sweater: Aritzia 

  • Pants: Aritzia 

  • Clips: Emi Jay 

  • Socks: J.Crew

Pair with fitted jeans or sweats, depending on the vibe. Add heart details for a subtle nod to the holiday.

Cozy Night Special 

Last but certainly not least: the pink lounge set. 

Soft, flattering, and ideal for a low-key night. Whether you’re solo, with friends, or posted up on FaceTime for hours, this one’s a win. 

  • Set: Aritzia 

  • Slippers: Bombas

Because sometimes the most romantic thing you can do is be COMFY. 

So no matter who you’re spending Valentine’s Day with, dress for yourself first. Carrie said it best, “Seasons change, people die. People come into your life and people go.” The most romantic thing you can be is yourself.

Giuliana Berritto
Next

Olympic Attire