Sweetheart Style: 21 Date-Ready Outfits

Fall in love with our favorite clothing items for Valentine’s Day, all under $100.

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Here are 21 outfits for Valentine’s Day, from date night to Galentine’s.

The “Love Month” is nearly upon us, which means it’s time to start planning your perfect Valentine’s Day outfit.

Get ready to pull out the pinks, reds, and heart print-everything to commemorate this fun holiday.

I’m all about romanticizing life, so even if you have no “official” V-Day plans other than staying home and watching a Rom-Com (which, TBH, is a great plan), I still believe you should put on a festive outfit to elevate the experience for yourself.

Best of all, Barbiecore is still trending, and red happens to be *the* color of the season, so these items will make just as much of a style impact after Valentine’s Day as they will on it.

So, without further ado, here are 21 of the cutest Valentine’s Day outfits featuring clothing under $100..

Valentine’s Day Outfit Ideas 2024

1. Valentine’s Day Date Night Outfit

Have a hot date planned for Valentine’s Day? Obviously, you will need a sultry, show-stopping red dress for the occasion!

This strapless red mini dress is a fabulous pick thanks to its silky material and semi-open-back design.

And while this mini dress looks incredible on its own, it also makes for the perfect dress to pair with patterned tights, which are set to be one of 2024’s biggest fashion trends.

A pair of printed tights (like floral prints, heart prints, pointelle, and polka dots) is going to elevate the frock even further and help you make a fashion-forward statement on your romantic date.

Just add a pair of heels (or heeled boots), some simple jewelry, and a faux leather jacket, and you’ll be all set for one special date night.

2. Casual Valentine’s Day Outfit

Valentine’s Day doesn’t mean you have to wear a classic, girly outfit to get into the spirit of the holiday.

This casual, cool ensemble features red velvet cropped flare pants that, along with a leather moto jacket and low-top sneakers, make for a relaxed yet stylish look.

This casual look works day or night; you can also wear it with sneakers to class and then swap them out for black ankle booties if you meet up with friends afterward.

3. Valentine’s Day Lunch Date Outfit

For a Valentine’s Day lunch date, you’ll want to strike a balance between daytime casual and dressy.

You can’t go wrong by wearing a cute blouse with some jeans and your favorite jewelry — it’s a no-fail outfit combination!

This hot pink blouse with balloon sleeves has a romantic feel thanks to its ruffled and tie-back design. Along with its bold, Barbie-esque color, it’s a great way to dress up your jeans and heels (or ankle booties) for a V-Day lunch.

A long, structured coat will bring the look together and help keep you warm since it is February, after all.

4. Valentine’s Day Brunch Outfit

Brunch is always a good reason to dress up a bit, and a Valentine’s (or Galentine’s) Day brunch is no exception!

A cute mini skirt paired with a knit sweater and booties makes for a solid brunch outfit.

And while the obvious choices on V-Day are to wear pink or red, you can stand out (while still looking on theme) in an adorable white cable-knit sweater featuring a heart-shaped cut-out.

5. Galentine’s Night-In Outfit

Got a Galentine’s night-in or sleepover planned with your friends? No doubt you’ll want to look cute but feel cozy in your outfit.

I say go for a comfy velvet sweat set — it’s anything but basic!

The pink hue is perfect for Galentine’s, while the ribbed velvet fabric of the zip-up sweatshirt and wide-leg pants make them look more *fancy* than your average sweats or pajamas.

This lounge set is super comfy thanks to its stretchy material and loose fit, meaning you’ll be able to watch movies, play games, and spill some tea in comfort and style.

Just throw on some Uggs or fuzzy slippers and a hair bow if you want to add a decorative detail. Your gal pals are sure to approve of your look!

6. Galentine’s Night Out Outfit

Bows are a major fashion trend right now, thanks to the popularity of the coquette aesthetic, and Valentine’s Day (or night) is the perfect time to put a bow (not a ring) on it!

And by “it,” I mean your outfit, hair, shoes, you name it.

This classically feminine detail is going to add a girly vibe to your look and won’t go unappreciated by your gal pals.

So, hit the town with your Galentines in this trendy red square-neck tank top featuring cute black bows. Play up on the bow’s dark contrast by wearing it with a faux leather mini skirt, tights, and heels (or boots) for a festive yet on-trend night-out outfit.

7. Dressy Valentine’s Night Outfit

If you have dressy plans for the evening of Valentine’s Day, make a sleek statement with a long red satin cowl halter dress.

This elegant gown couldn’t be more perfect for V-Day thanks to its romantic red hue, shiny satin material, flowy silhouette, and daring open-back design.

Styled with heels and minimal jewelry, this dress will make a statement all on its own.

8. Laid-Back Valentine’s Day Look

Want to keep things laid-back this V-Day? You can still get in the holiday spirit with this pink heart tie-dye crew neck sweatshirt.

The sweatshirt’s oversized fit gives it a relaxed look and feel, making it ideal for pairing with baggy cargo pants and casual sneakers. Alternatively, you could wear it with sweatpants for an even more laid-back look.

If you’re going to be attending classes, running errands, or chilling with friends on February 14th, this is the perfect, easy-going outfit for you.

9. Trendy Valentine’s Day Outfit

For the fashion girlies who want to keep it trendy, try this vintage-inspired outfit featuring a fun, fuzzy sweater-knit heart tee.

When styled with a black midi skirt and some chunky black loafers, plus white ankle socks, it makes for an unexpected yet super stylish Valentine’s Day look.

Throw a faux leather bomber jacket over top for added edge (and warmth).

10. Valentine’s Day Night Out

Black faux leather pants are a staple for going out, especially during winter months, but you can give them a girlier feel with a pretty pink mesh bodysuit.

This pink long-sleeve mesh bodysuit couldn’t be cuter to wear in celebration of Valentine’s Day, with its square neckline, gathered design, and padded bust.

Style it with some black faux leather straight-leg or wide-leg pants, plus black heeled booties and a fun handbag and you’ll be ready to hit the town.

P.S. — it would also look great with a faux leather mini skirt.

11. Girly Valentine’s Day Look

Valentine’s Day is the ultimate occasion to embrace your girly side and wear an ultra-feminine outfit, which can involve plenty of pink, florals, and lace details.

This pink lace long-sleeve top is the perfect place to start, with its sheer, delicate lace design and an adjustable tie at the bust. Up the girliness factor by wearing it with a pink satin mini skirt that has a rosette detail and some strappy pink heels.

Accessories like sparkly silver jewelry and a cute handbag will elevate the ensemble and make it extra cute.

12. Date Night at Home Outfit

Staying in with your significant other? Though it may be a low-key evening at home, you should still make your evening feel special by wearing a cute outfit!

I know that sweatpants can be tempting, but you won’t regret putting a tad more effort into your outfit — especially if you can still feel (almost as) comfy while wearing it.

So, keep your ensemble easy-going with some straight-leg jeans and furry slippers, but wear a flirty tank top or cropped cami for a little flair.

This chunky pink cardigan is not only incredibly cozy but will make your outfit feel more festive for the 14th.

13. Red Dress Under $50

You don’t have to break the bank to snag a gorgeous red dress for Valentine’s Day.

This red velvet mini dress with trendy rosette details is under $40, and offers a flattering bodycon fit with a wrap-front design and stretchy velvet material.

It has a super romantic aesthetic that is sure to impress on V-Day, especially when paired with some heels and your favorite feminine jewelry.

14. Red Dress Under $100

Nothing says “Valentine’s Day” like a red dress does. It’s the quintessential look for commemorating the holiday of love, especially if you’ll be going out somewhere to celebrate.

This red corset-style mini dress is an amazing option, as its corset-inspired silhouette with boning throughout the waist gives it an alluring fit.

Its long balloon sleeves also make it more wearable during the chilly month of February. (You can also pair it with tights for added warmth).

Since this dress makes such a statement on its own, don’t overdo it with accessories: some dainty jewelry and classic pumps are all you’ll need to pull the ensemble together.

15. Glamorous Valentine’s Day

Are you heading to a super fancy Valentine’s Day event that calls for a show-stopping dress? Pull out all the stops with a long red evening gown.

You’ll be the belle of the ball in this red strapless mermaid dress in a sleek, shiny satin material. It features a super-flattering silhouette with a sweetheart neckline, slim-fitting bodice, and floor-sweeping hem that is best paired with some sky-high heels.

And while the material offers a luxe sheen, it also offers stretch, so that you’ll be able to comfortably move (and dance) throughout the evening.

Since the dress is strapless, consider wearing a statement necklace for added shine.

A faux fur jacket will complement the dress’s glamorous look.

16. Movie Date Outfit

What could be more classic than a Valentine’s movie date?

It’s a chill, entertaining way to spend V-Day, whether with a date or with your friends, and calls for a cute yet relaxed outfit.

Why not wear a sweet pink cardigan sweater in celebration of Valentine’s Day, paired with some loose-fitting jeans, which are both on-trend and ultra-comfy? After all, you’ll need bottoms that are comfortable to sit in for a few hours while at the movies!

Complete the ensemble with either platform sneakers or a pair of ankle booties, plus some dainty jewelry.

17. Sexy Outfit

I don’t think it gets much sexier than faux leather leggings and a red corset top.

If you want to pull out all the stops this V-Day, try this sultry combination for a head-turning look to hit the town in.

This red top is perfect for the passionate holiday that is Valentine’s Day, with its vibrant hue, satin sheen, and alluring silhouette (its curved hem is going to make you look “snatched”).

The faux leather pants add a touch of edge for the ultimate sexy contrast, along with high heels, of course.

18. Lounging Around Look

Sometimes, the best plans are no plans at all.

February tends to be cold (in most places, anyway), which means there’s no better time than V-Day to snuggle up at home and watch a Rom-Com.

Rather than do that in your everyday sweats, though, why not elevate the experience for yourself with an adorable heart print lounge set?

This comfy set features a cardigan and matching shorts in a soft, stretchy knit material that is made for lounging around. Just add a pair of fuzzy slippers and some chocolate, and you’ll be ready to spend a cozy Valentine’s Day at home.

19. Edgy Valentine’s Day Outfit

If your style leans edgy and you’re not really feeling the Love Day vibes, that’s totally fine. Why not wear a cheeky graphic print t-shirt to make a playful statement?

This red “Dump Him” baby tee should do the trick. Pair it with some cargo pants or jeans, along with chunky combat boots for a fun anti-Valentine’s Day look.

Throw on a puffer jacket and beanie hat if you’ll be heading out in the cold.

20. Valentine’s Day Romper

Yes, dresses are the quintessential choice for Valentine’s Day, but why not switch things up and wear a romper or jumpsuit instead?

You’ll stand out from the crowd in this magenta romper that has balloon sleeves and a surplice bodice with a tie-waist for a flattering touch.

The bright pink hue is giving Barbie (which we love), and the textured material makes it appear luxe. When worn with heels, the romper will elongate your legs and give you a flirty, feminine look.

21. Valentine’s Day Party Outfit

Have you ever seen a dress more perfect for Valentine’s Day?!

This red satin babydoll dress features ridiculously cute heart-shaped cups with rhinestone embellishments and ruffled trim.

It is the ultimate Valentine’s Day dress, which is why it’s the ultimate choice for attending a Valentine’s Day party. If you wear this dress, you’ll be a shoo-in for the party’s best-dressed guest!

To take the look up a notch, wear a faux fur coat on top, plus put a bow in your hair for a coquette effect.

Some sheer black tights will also look cute and make the outfit more winter-friendly.

What do you think of our Valentine’s Day outfit ideas?

Would you wear these looks? Which Valentine’s Day outfit is your favorite?

Leave a comment and let us know!

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