25 Valentine's Day Outfits Perfect for Date Night

Sweet, chic, and sexy styles for a romantic night out

Updated 01/19/19

Courtesy of Anthropologie

Sure, Valentine’s Day can be overhyped and over-marketed to sell diamonds, jewelry, and flowers. But when you’re newly engaged, celebrating an anniversary, or planning an ultra-special date night with your S.O., it can be an incredibly fun occasion to dress up for. Whether you’re celebrating the day of love with dinner and a show, a fancy food and beverage marathon via a multicourse meal, or reliving your first date (so sweet and romantic!), a Valentine’s Day outfit for date night is the perfect place to try something new. You may even be celebrating at home with a new recipe and your favorite bottle of wine—finding the perfect Valentine's Day outfit is a fun way to make the evening a little more special and a surefire way to feel like your best self.

No matter your Valentine’s Day date of choice, a sweet, sleek, or sexy dress is undoubtedly the move for February 14th, whether you stick to an on-theme red or pink palette or think slightly out of the box with a romantic floral print or unexpected shade of mauve, rust, or merlot.

If feminine frocks routinely call your name, a lace-adorned sheath, ruffled mini, or puffy-sleeved midi dress all feel decidedly romantic and fresh. For a bohemian touch, go for a floral print maxi or flouncy off-the-shoulder style or keep it super sweet in a red or print motif. For a little more edge, opt for blooms in a moodier palette—the effect will feel unexpectedly chic. Velvet is a gorgeous and luxe option that’s at once refined (and a bit warmer if you’re battling frigid winter weather). If your taste skews modern and simple, a sleek sheath or slip dress is the way to go—Pro tip: opt for an asymmetrical silhouette for a fashion-forward twist.

How ever you’re spending the most romantic day of the year, we have 25 Valentine’s Day outfit ideas perfect for every occasion.

01 of 24

A New Day Satin Wrap Dress

Courtesy of Target

SHOP NOW: Target, $28

02 of 24

Lush Lady in Love Black Floral Print Velvet Mini Dress

Courtesy of Lulu's

SHOP NOW: Lulu's, $43

03 of 24

All in Favor Brittany Wrap Minidress

Courtesy of Nordstrom

SHOP NOW: Nordstrom, $50

04 of 24

Loft Plus Ruffle Wrap Dress

Courtesy of Loft

SHOP NOW: Loft, $90

05 of 24

Topshop Shirred Floral Print Bardot Dress

Courtesy of Topshop

SHOP NOW: Topshop, $110

06 of 24

Reformation Pippa Dress

Courtesy of The Reformation

SHOP NOW: The Reformation, $128

07 of 24

Saylor Maude Dress

Courtesy of Saylor

SHOP NOW: Saylor, $165

08 of 24

Endless Summer Mia Mini

Courtesy of Endless Summer

SHOP NOW: Endless Summer, $168

09 of 24

Whimsy + Row Lola Wrap Dress in Blush

Courtesy of Whimsy + Row

SHOP NOW: Whimsy + Row, $168

10 of 24

Keepsake Higher Lace Dress

Courtesy of Fashion Bunker

SHOP NOW: Fashion Bunker, $185

11 of 24

Lenon Flutter Sleeve Asymmetrical Hem Dress

Courtesy of Nordstrom

SHOP NOW: Nordstrom, $188

12 of 24

ba & sh Abelia Dress

Courtesy of ba&sh

SHOP NOW: ba & sh, $198

13 of 24

Kitri Valerie Vintage Asymmetric Dress

Courtesy of Kitri Studio

SHOP NOW: Kitri Studio, $215

14 of 24

Rebecca Taylor Blurry Heart Silk Tank Dress

Courtesy of Rebecca Taylor

SHOP NOW: Rebecca Taylor, $238

15 of 24

Byron Lars Carissima Sheath Dress

Courtesy of Anthropologie

SHOP NOW: Anthropolgie, $258

16 of 24

Yumi Kim Carroll Velvet Dress

Courtesy of Yumi Kim

SHOP NOW: Yumi Kim, $268

17 of 24

Doen Hazel Dress

Courtesy of Shop Doen

SHOP NOW: Shop Doen, $288

18 of 24

MISA Talya Dress

Courtesy of Misa

SHOP NOW: Misa, $326

19 of 24

Black Halo Micah Petite Sheath Dress

Courtesy of Anthropologie

SHOP NOW: Anthropologie, $345

20 of 24

Christian Siriano Ruched Velvet Dress

Courtesy of 11 Honoré

SHOP NOW: 11 Honoré, $360

21 of 24

Allen Schwartz Everly Asymmetrical Dress

Courtesy of Allen Schwartz

SHOP NOW: Allen Schwartz, $410

22 of 24

Sachin and Babi Relais Knit Dress

Courtesy of Olive LA

SHOP NOW: Olive LA, $495

23 of 24

Whistles Ari Hibiscus Belted Dress

Courtesy of Whistles

SHOP NOW: Whistles, $499

24 of 24

Tanya Taylor Carti Dress in Floral Clusters

Courtesy of Tanya Taylor

SHOP NOW: Tanya Taylor, $525

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