Date Night Is Looking Ultra-Chic, Thanks to These Celebrity-Inspired Valentine’s Day Looks

Deciding what to wear for Valentine’s Day often starts with the plan itself. Whether you and your besties are scheduled for a night out on the town or you have a candlelit dinner and drinks reserved with your partner, the love-themed holiday is the perfect excuse to dress with flirty intention. Think looks that naturally radiate main character energy—the kind of outfits that set the tone before the night even begins.

To spark ideas for your V-Day wardrobe, we’ve curated 15 standout ensembles worn by some of our favorite stars, from Olivia Dean to Hailey Bieber to Zoë Kravitz. Expect bold statements in red, a variety of little black dresses, and effortless outfit formulas that master the art of looking polished without trying too hard.

Ahead, shop for the best Valentine’s Day outfits to wear for the upcoming amorous weekend, no matter your style or plans.

Red Dress and Lace Pumps

Valentine’s Day is the perfect excuse to wear a striking red dress. Take note from Olivia Rodrigo and choose a sultry bustier-style. Complete the look with black lace pumps and silver jewelry.

Red Embellished Dress and Feather Jacket

Go all out in a sparkly, embellished number à la Kendall Jenner, and throw on a luxurious feather topper en route to your date destination.

Sequin Top and Denim

If your V-Day plan is to go out with the girls, look to Hailey Bieber for a flirty, 2000s-inspired ensemble of a sequined cami, low-rise jeans, and crisscross sandals.

Statement Pink Mini Dress

If red isn’t your vibe, opt for pink! I’m smitten with this Balenciaga look worn by Rachel Sennott in Paris. Channel the I Love LA star in a sweet blush pink mini with a voluminous skirt and sleek pointed-toe pumps.

Structured LBD and Statement Choker

For a date night look that’s refined yet sharp, choose a little black dress with standout structure. Ciara’s off-the-shoulder Stella McCartney number is on sale now. Pair with slingback pumps, statement choker, and a chic clutch.

Red Dress, Wrap Coat, and Tights

Valentine’s Day falls in the middle of winter, but even in truly cold climates, you can stay warm without giving up a dress. Take a cue from Emily Ratajkowski and sport a red long-sleeved mini layered over semi-sheer tights, and top it off with an elegant wool wrap coat.

Chunky Sweater and Boots

A chunky knit and knee-high combo is an instant classic. Inspired by Sabrina Carpenter, team a butter-yellow cable-knit sweater with a micro-skort and suede boots.

Silk and Lace Slip Dress

Simply sexy and cool, a silk-and-lace slip is the ultimate date-night dress. Wear the staple like Zoë Kravitz with minimalist heels. An oversized blazer pairs effortlessly when you want coverage.

Double-Breasted Coat Dress

Exude sophistication like Rosie Huntington-Whiteley in a double-breasted coat dress featuring strong shoulders in bright winter white.

Lace Top and Skirt

Convey opulent romance in a double-lace ’fit like Alexa Chung via a moody-hued blouse and pencil skirt coordinated with sculptural earrings and a lustrous bag.

Teddy Coat, Plaid Skirt, and Boots

Leave it to Taylor Swift to nail the winter weather outfit formula in a cozy teddy coat, a plaid skirt, and knee-high boots.

Tiered Ruffled Dress

Olivia Dean’s outfits on and off stage are the embodiment of modern femininity. Here, you have a similar tiered maxi style with delicate ruffles and metallic bow motifs for an ultra-romantic aesthetic.

Faux Fur Jacket and Leather Pants

For an equally glamorous and edgy look, follow Miley Cyrus in a lush faux fur coat, leather wide-leg pants, and a ’70s-inspired chain belt.

Patchwork Maxi and Metallic Shoes

Celebrate the night with your S.O. in a chic patchwork dress like Gigi Hadid on her evening out with Bradley Cooper. Accent with metallic accessories and grab a suede trench coat as an extra layer.

Bodycon Black Dress

Show off your silhouette in a black bodycon dress with subtly sexy details that elevate the frame-fitting style. Complete the alluring ensemble with strappy heels and a matching bangle as Kylie Jenner did.