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15 Cute Valentine's Day Dresses 2023

Aug 24, 2023

Every item on this page was chosen by a The Pioneer Woman editor. We may earn commission on some of the items you choose to buy.

Wear your heart on your sleeve—literally! ❤️

With love all around and an abundance of delectable chocolates and beautiful flowers, Valentine's Day is basically the date night of all date nights—which means there's hardly a better time to get all dressed up (and buy a new outfit). So, we're helping you make the most of Cupid's spell with this roundup of the best Valentine's Day dresses. And it doesn't even have to be a romantic Valentine's Day dinner with your significant other. Maybe you're grabbing drinks with the girls for Galentine's Day, or even celebrating with yourself. Either way, we've got a selection of dresses here that are perfect for the evening no matter your plans.

The most important part of a V-Day ensemble? Staying true to the flirty and exciting vibe of the night without venturing into the cheesy realm. If done right, it's totally okay to wear Valentine's Day outfits that incorporate pinks, reds, and all the hearts. In fact, we recommend getting in on the festive fun. Some of these dresses are covered in fabulous florals while others go bold with heart prints so you can quite literally wear your heart on your sleeve. There's other options that are more subtle, too.

Here, you'll find mini, midi, and maxi dresses in a range of romantic fabrics like satin, velvet, and plisse. We've even included a little inspo from Alex Drummond a la her first Valentine's Day married to Mauricio. From sophisticated styles and attention-drawing silhouettes to more casual pieces, browse here for picks that will definitely have you saying "Be mine!"

Romance is all but required when you slip into this dress. A wrap style with a v-neck cut and ruched details will give you the oh-so- flattering and flirty look you're going for during date night.

Roses are red, violets are blue, we think this dress will look so cute on you! We're loving the classic A-line silhouette with details like balloon sleeves and a sweetheart neckline featuring a darling floral knot.

Floral, feminine, and fabulously festive are just a few words that describe this pick. Throw in the tiered skirt, smocked bodice, and ruffled trim and we think it's definitely worth adding to your wardrobe for the holiday and beyond.

We're completely heart eyes for the heart cutouts on this one. Not to mention, the sweater dress design that's sure to keep you equal parts cute and cozy no matter how you style it.

This fan favorite can be dressed up with boots or styled casually with white sneakers depending on your V-Day plans. Either way, you can't pass up the flattering flowy style and polka dot pattern.

Look pretty in pink (and red) with this perfectly on-theme pick. Along with the bold color block, the satin fabric adds an elegant touch only accentuated by the fitted skirt, balloon sleeves, and v-neck cut.

If you don't already have Valentine's Day plans, you'll want to make some just to show off this all-over heart print dress. Other darling details include puff sleeves, a tiered skirt, embellished buttons, and a ruffle trim sweetheart neckline. Wear it with simple heels to tie everything together.

Skip the classic February 14 colors and opt for this tiered, empire waist dress from Ree's collection instead. The black velvet offers a classy look that can be worn for whatever your significant other has planned. Better yet, you can wear it again and again after that, too.

Remember the lovely shirt Alex Drummond wore on her first Valentine's Day married to Mauricio? Well, if you want something similar, this luminous pink plisse dress is giving us all those feels. The faux-wrap style with a swingy silhouette is what V-Day dreams are made of.

If you can't decide between pink and red for the holiday—don't! Get the best of both worlds with this fabulous color block sweater dress. It's full of festive fun from the frame hugging style to the sparkly silver lurex threaded throughout.

If you're hoping to turn up the heat on your dinner plans, the asymmetrical slit cutout on this figure-flaunting dress will do just that. The stretch knit fabric is also comfortable, so you can look and feel snazzy the whole night.

It's a chic little black dress—with Cupid's twist! Delicate hearts cover the slightly sheer fabric which gives way to a high neck and flirty cutout at the chest. And why not take a hint from this model and accessorize with matching heart earrings?

The subtle festiveness on this one is what really drew us in. Heart shaped and faux pearl embellished side cut-outs atop a classy light pink silhouette add just the right amount of flair to your ensemble.

The name of this beautiful A-line dress says it all. We only hope you've got red roses to go along with all that love—because you deserve them! And not just because they'd perfectly compliment this deep and glossy satin hue.

If love at first sight is a thing, we definitely feel it with this one. Covered in a burnout velvet heart pattern paired with ruffles and a high-low hem, it's just perfect for the occasion. And if your February is chilly, it'd look just as cute with a cardigan on top.

Macie Reynolds is the assistant editor of E-Commerce and SEO for The Pioneer Woman.

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