What to Wear on Valentine’s Day


Can you believe Valentine’s Day is right around the corner? If you’re like me, I struggle to find the perfect outfit to wear. Whether you’re going to a ‘galentine’s’ dinner or on a romantic date with your significant other, here are a few suggestions on what to wear on Valentine’s Day.

1. Once Upon a Dollhouse

what to wear on valentine’s day

“Bestie Valentine’s Day”

What better way to spend the holiday than with your bestie. Caitlin and Danielle are rocking the fun patterns and bright colored skirts. Caitlin is wearing How Merlot Can You Go Tee and Striped Floral Midi Skirt with a Four Strand Metallic Bead Choker. Danielle is wearing Red Heart Glitter Tee and Red and Black Polka Dot Pleated Midi Skirt with a Bow Choker.

2. Style Charade

what to wear on valentine’s day

“Lace Off the Shoulder Dress” 

Headed out to an upscale dinner? Jenn Lake of Style Charade gives a little inspiration with this lace off the shoulder dress. It’s so stunning!

3. Engineering in Style

what to wear on valentine’s day

“Sweater Dress”

Stay warm while also looking cute with this sweater dress look from Engineering in Style. Pair with your favorite booties and you’re ready for a night on the town!

4. Sequins and Stripes

what to wear on valentine’s day

“Pretty Floral Dress”

Liz Adams of Sequins and Stripes knows how to pull off this bold floral print. The black piping adds just the right amount of detail to this gorgeous dress. I love the pretty, feminine vibe. It’s the perfect date night dress.

6. Bowtiful Life

what to wear on valentine’s day“Lady Liberty”

This is for all you single ladies out there, Megan from Bowtiful Life has a great all-black look! Perfect for where ever the night takes you.

7. Nomad Luxuries

what to wear on valentine’s day

“Chunky Sweater Dress”

Can you tell I’m a fan of sweater dresses? When it comes to winter in Chicago, they’re a staple. I love how Yana of Nomad Luxuries pairs it with a bold lip. It adds a statement to the chic dress.

8. All Dressed Up…with Nothing to Drink

what to wear on valentine’s day

“Sexy Style for Valentine’s Day”

Bring a little heavy metal into your look with a metallic pleated skirt! Cheryl of All Dressed Up…with Nothing to Drink adds a playful vibe while also looking polished.


What plans do you have for Valentine’s Day? 

Written by Ashlee O’Neil