What We'd Wear to Valentine's Day: Dates Edition

It's a date! Now it's time to find your Valentine's Day outfit! Searching for the perfect date night fit to wear for Valentine's Day? From casual activities to fancy dinner dates, there's styles for every type of Valentine's Day plans no matter the V-day date idea. From a night with your significant other to a night with your girls, here's what we'd wear to different types of Valentine's Day dates. 

Casual Dinner 

casual dinner date outfit ideas

Shop Trending Styles 

Going to dinner but not planning on an super upscale restaurant for V-day? Blazer and bodysuit combos are effortless Valentine's Day outfits that will keep you casual but still super cute for a less fancy Valentine’s Dinner Date. 

Wine Tasting 

wine tasting outfits

Shop Cardigans 

We love cardigan outfits for a wine tasting date because they can so easily be dressed up or down. Pair with white jeans for a more elevated look or go with a light wash denim and sneaker combo for something more casual. Either way, the cardigan is going to be the start of your date night outfit! 

Movie Night

heart sweaters for Valentine's Day

Shop Heart Sweaters 

Heart sweaters are always our #1 style for Valentine’s Day outfits. This year we debut several options so you can find the heart sweater fit for you! Heart sweaters are comfy and perfect for Valentine’s Day or any other date night coming up. 

Galentine’s Party

galentine's day party 

Shop Loungewear 

This one’s for the girl's night! Grab your besties and coordinate matching loungewear or pajamas for your Galentine’s Celebration outfits. Mix and match different prints or twin with your girls for the cutest Valentine’s Day Instagram post. 

Game Night

Valentine's Day sweatshirts and tees

Shop Sweatshirts 

Game nights also call for something comfortable to wear whether you’re playing games around a dining room table or hanging out in a bonus room. Pair one of our new Valentine’s Day graphic sweatshirts with leggings, biker shorts, or flare leggings for an all-round cute, casual ootd for Valentine's Day Outfits. 


what to wear to a winter concert

Shop Blouses 

We selected some of our trendiest, new blouses for concert outfit ideas for date nights! Any style that has a little shimmer or sparkle makes for a great concert date ootd. 

Fancy Dinner

what to wear for valentine's day dinner date 

Shop Dresses 

Fancy dinner outfit ideas call for glam and statement styles. Choose a little black dress or stand out in a pop of color for your dressed to the nines Valentine’s Day dinner date night outfit. 

Mother + Daughter Date

mother daughter date

Shop Mommy + Me 

We love a matching moment especially for a mother-daughter Valentine’s Day date! Be sure to check out our mommy + me matching heart sweaters and pajamas to celebrate Valentine’s Day with your mini in the cutest way possible. 

Mini Golf/Bowling

what to wear for bowling mini golf date 

Shop Trending Textiles 

Activity dates like mini golf or bowling also call for comfort – the last thing we want is a wardrobe malfunction. Choose one of our favorite textiles of the season like acid wash, applique styles, or checkered prints to keep your outfit on trend but still effortless for your fun date activities.


what we'd wear for...valentine's day

Casual Dinner

animal print heart sweater

You don't have to all dressed up for a fun date night. We love the Destined For This Pink Animal Heart Sweater paired with the bestselling Chelsie White Jeans for a cute, but casual outfit.

Movie Night

heart sweaters

Whether you're staying in or going out, we love a cozy movie night! Heart Full of Love Mauve Sweater and the Simply Sweet Distressed Sweaters are comfortable options for either type of move night. You can easily pair either with leggings or denim.

Wine Tasting

matching set

What's cuter and more effortless than a two piece set? The Say the Words Pink Cropped Sweater and Skirt would be perfect for a visit to a winery. Raise your glass!

Galentine's Party

valentine's day pajamas

Grab your girls for a Galentine's Party complete with pajamas, pizza, and your favorite people all in one place! The Wondering About You Heart Shorts are available in red or pink and can easily be styled with one of our Valentine's Day Graphic Tees. The Calling Late Pink Lightweight Sweater and Shorts outfit is just another of our many options for a cozy V-day.

Game Night

heart sweater

Speaking of game night, we've got more outfit inspo if that's what you and your significant other are planning for V-Day.



dressy valentine's day outfits

An excuse to dress up! The Fairytale Romance Pink Side Slit Sequin Dress is a sparkly option or you can go with a classic little black dress like the Opening Act Black Ring Cutout Mini Dress.

Mini Golf

ivory heart sweater

An activity date like mini golf or bowling also calls for a new outfit! Lots of love for the Charming Presence Heart Sweater as a lightweight option you can effortlessly pair with jeans and white sneakers.

Fancy Dinner

dressy vday outfits
Grab you favorite pair of heels and choose your gorgeous dress. Heart-stopping options like the Whimsical Nights Magenta Dress or the Look Back on Tonight Dress are sure to be stunners. We also love statement styles such as the bestselling You Make My Heart Shine Dress. Which look are you loving?

Mother/Daughter Date

mommy and me vday outfits

Valentine's Day is a great opportunity for a date with your mini so why not match for the occasion? The Lovestruck Collection has several mommy & me options including both sweaters and matching graphics sweatshirts and tees. Be sure to check out the mommy & me shop!

 Shop these looks & more in the Lovestruck Collection!
valentine's day date outfits