What to Wear on Valentine’s Day: Sweet Style Suggestions to Celebrate the Day of Love (2024)

The tree has come down, ornaments have been packed away with care and the New Year’s streamers and confetti are long gone. Are you longing for that festive feeling? Get excited. Valentine’s Day is here to save the day. Whether you’re a hopeless romantic or think it’s just a Hallmark holiday, we’re here to help you dress for the occasion. Here’s what to wear on Valentine’s Day that will have you feeling all the love.

What to Wear on a Valentine’s Day Date

Do you have a date planned on Valentine’s Day? No pressure. If you’re wondering what to wear, that will depend on what the day (or night) has in store for you. Did your amazing significant other plan a date night at home? Keep things casual. Have you finally made it to the top of the waitlist at a Michelin star restaurant? For this special date night, dress to impress. No matter the occasion, here are a few outfit suggestions to crush on.

What to Wear to a Casual Valentine’s Day Date

Casual Valentine’s Day dates are low-key our favorite. Spend the day of love within the comfort of your own home and tag team a new recipe for dinner. Or, pack a picnic basket full of your favorite snacks to watch the sunset under a blanket of stars. Here’s what to wear to a casual Valentine’s Day date—your comfiest clothes. Get into the spirit with printed pants, a solid knit top and heart-shaped earrings that scream “be mine.” No need for candy conversation hearts here.

What to Wear to a Valentine’s Day Dinner Date

Is there a better night to dress up for date night than Valentine’s Day? It’s a time to celebrate love and if getting dolled up is part of the plan, we fully embrace it. If you are thinking about what to wear to a Valentine’s Day dinner date, here’s your answer. You can’t go wrong by wrapping yourself in rich fabrics, fun colors and all of the accessories. Pack on texture and pick a satin midi dress to pair with suede or velvet heels. Reds and pinks are hallmark hues of the holiday, so choose one of these colors to play up your look. Don’t forget a necklace or metallic bag to add shimmer and shine. Move over, Cupid. You’ve definitely hit a bullseye with your dressed-up, date-night ensemble.

What to Wear on a Cold Valentine’s Day

There’s no need to let dreary weather dampen your V-day date plans. Stay as warm and cozy as snuggling lovebirds when you pick what to wear on a cold Valentine’s Day by layering up. Don’t think of your layers as covering up your festive outfit, rather, they enhance it. Do you have your heart set on a mini dress, but the weather disagrees? Flirt with ankle booties over tights that add extra warmth in cold climates. Another look to admire? Try a mock neck sweater loosely front-tucked into a printed midi-skirt and toss an on-trend teddy bear jacket over top. Now you are ready to set hearts ablaze in an outfit that’s truly fire.

What to Wear to a Valentine’s Day Party

You’ve got your invite and now you’re contemplating what to wear to a Valentine’s Day party. It’s simple, really. Depending on the dress code, you can wear whatever you want. You can never go wrong with a pair of your go-to jeans. Pair denim with a classic tee or a toasty turtleneck and wear them under a patterned shacket. Woo party-goers by adding a bit of Valentine’s Day flair to your look. A blouse adorned with hearts or a heart graphic tee will leave you feeling enamored. Dresses are a V-day staple, so opt for a sweet pinafore dress in a micro floral print with heels. Tote along a bouquet of flowers or a box of chocolates to share.

What to Wear to a Variety of Other Valentine’s Day Activities

So, you weren’t struck by Cupid’s arrow this Valentine’s Day. Embrace the single life. We’re all about self-love and celebrating your BFFs that have always been by your side. Valentine’s Day is so much more than dinner with your sweetheart. Here are a few ideas about what to do and what to wear on Valentine’s Day. Who needs a date when you have these outfits to fall in love with?

Honor Yourself With Self-Love

On Valentine’s Day (and every day), celebrate loving the person who matters most: you. Buy a new plant or curl up on the couch and read your favorite book for the hundredth time. If you’re not a homebody, try that new restaurant you’ve been eyeing or catch a comedy at the movie theater. Today’s the day to do whatever your heart desires. Heading out for the day? Here’s what to wear on Valentine’s Day to partake in a little you time. Play up an understated black skirt with a printed blouse. A balloon sleeve or open-back makes a flirty and fun statement. Add over-the-knee boots and toss a bold-colored lip gloss into your clutch for a look we all adore.

Toast to Your Besties on Valentine’s Day with a Spa Day

Your friends always have your back and love you no matter what. Honor your friends on Valentine’s Day—or should we say Galentine’s Day—by organizing a relaxing spa day and movie night. A day spent with a rejuvenating mask on your face and cucumber water in your hand calls for laid-back attire. When deciding what to wear on Valentine’s Day, go with the comfiest trend: loungewear. Reach for joggers made from a super-soft brushed fabric to wear with a sherpa sweatshirt. Don’t forget fuzzy slippers to unwind in. After a day of mud baths and massages, pop a bowl of popcorn and indulge in a few rom-coms. You can’t go wrong with blockbusters like “Valentine’s Day” or “Isn’t It Romantic.”

Host a Valentine’s Day Dance Party

Are you single and ready to mingle? Don’t wait for fate and take Valentine’s Day into your own hands by planning a themed party. Invite your friends and ask them to bring a single friend as a plus one. Not sure what theme to go with? A dance party gets our vote. Compile a list of your guests’ favorite jams to bust out your best dance moves.

When picking out what to wear to a Valentine’s Day dance party, choose stretch fabrics that will move with you. Send a signal that you’re ready for love with red pants and a heart-printed sweater over a silky tank. Layers that you can shed are your best bet when you start to break a sweat while doing the moonwalk. Wrap up your look with a pair of boots to dance in all night long. We’re sure you’ll walk (or dance) away with a new love interest or at least a new friend.

What Not to Wear on Valentine’s Day

We’ve covered what you can wear on the day of love, are you wondering what not to wear on Valentine’s Day? We meant it when we said that you can wear anything you want. However, depending on what you’re doing, there are styles you might want to avoid. If your Valentine’s Day plans include an outdoor excursion, leave the billowy dresses for another day. You’ll be right at home in a pair of leggings, hiking boots and layers. Counting on dining on a multi-course meal? Follow the dress code while picking stretchy slacks and a loose blouse to give you room to enjoy each plate. Avoid voluminous bell sleeves to prevent any accidental candle mishaps when you reach across the table to hold hands. Fitted sleeves will also keep them from dipping into your dinner. Now that’s something to be smitten with. Bon appétit.

Let us help you fall in love with your closet all over again this Valentine’s Day. Take your style quiz, order a Fix and don’t forget to ask your stylist for something swoon-worthy. Now sit back and relax while we do the work for you. We’ll ship five items to your doorstep that you can try on from the comfort of your home. Or, head over to Stitch Fix Freestyle™ to instantly buy pieces curated to your style and size. Shipping, exchanges and returns are always on us. What’s not to love about that?

By: Sheri Epps-Frederito and Jenny Beltran

January 11, 2022

What to Wear on Valentine’s Day: Sweet Style Suggestions to Celebrate the Day of Love (2024)


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