10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (2024)

All products featured on Vogue are independently selected by our editors. However, when you buy something through our retail links, we may earn an affiliate commission.

Love it or hate it, Valentine’s Day is coming—and if you haven’t already seen chocolate hearts and cheesy cards in every shop, buckle up. We all know in our heart of hearts that Valentine’s Day is a Hallmark holiday but listen: It’s the middle of February, winter is still raging it’s ugly head, Christmas is a distant hangover, and frankly, we need something to celebrate.

Even if you historically loathe the day of love, why not embrace it this year, no matter where you currently are in your love life. Whether you’re very single and ready to mingle or preparing to celebrate what seems like your 97th Valentine’s Day with the same partner, spice it up with what you wear! Below are a few Valentine’s Day outfit ideas suggestions depending on your current relationship status or date plans.

The First Valentine’s

The first Valentine’s day is always special: a bit of nerves, a bit of excitement or a bit of total shock if one member of the couple is completely unaware that they made plans on “the holiday.” I personally think it’s crucial not to go over the top here. Let’s hold on the red-heart tights and “I Love You” sweater and save that for the second Valentine’s Day (if you make it that far). I’d take a subtle yet festive approach and wear excellent-fitting jeans, a top with a pop of red or pink, and some fun accessories and dainty lingerie (for your own confidence boost, natch). This formula works for dinner in a chic restaurant, an at-home meal, or something off-piste like…bowling. (Note to self, if you are going bowling, choose your socks wisely, preferably ones without hearts on them…)

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (1)

Sleeper

knitted cardigan

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (2)

Slvrlake

Grace high-rise wide-leg jeans

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (3)

Dôen

Idalia bra

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (4)

The Row

Cybil leather mules

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (5)

Valentino Garavani

Scoobie gold-tone earrings

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (6)

Nanushka

washed satin clutch

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (7)

Usisi Sister

Lena textured lace-up top

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (8)

Zara

TRF high rise wide leg jeans

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (9)

Reformation

mini rosetta shoulder bag

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (10)

Toteme

Mid Heel suede Chelsea boots

The Getaway

If you’re getting away from your daily life/habits/routine for Valentine’s Day then it’s also the time to dress away from your daily life. If you’re normally a jeans and top kinda gal but headed to the beach, try a charming dress or playsuit. If you’re planning a weekend trip to a nearby town or staycation in your own city where you tend to wear dresses to work, then go for a casual but polished combo with a knit and cool, corduroy trousers. The memo here is that whatever is normally “off limits” in your day to day—now is the time to embrace the opposite. Besides, traveling allows us to try on various versions of ourselves and what better way to do that than with your outfit?

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (13)

Missoni

Mare striped halterneck playsuit

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (14)

Zara

twisted cuff bracelet

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (15)

Hunza G

Maya cutout seersucker swimsuit

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (16)

Johanna Ortiz

A Certain Mystique pareo

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (17)

Rouje

Sebastien basket bag

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (18)

A.Emery

Jalen sandals

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (19)

&Daughter

Bansha Fair Isle cardigan

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (20)

Citizens of Humanity

Paloma cotton-blend corduroy wide-leg pants

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (21)

textured-leather belt

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (22)

M.Gemi

The Felize suede loafers

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (23)

Jil Sander

Tangle small leather cross-body bag

The Partner of Many Years

You know the saying—“You can’t teach an old dog new tricks but you can get an old dog new lingerie”? Ok, maybe that’s not the exact wording but it’s something along those lines, which I do think applies here. If your beloved partner has zero expectation for you to open the bedroom door in something beribboned and crotchless, a delicate cami set with a sweet lace trim is just the ticket. If it’s just you dining à deux on the couch and watching Netflix in your pajamas, upgrade that set to a silky pair to spice things up ever so slightly.

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (25)

La Perla

Maison embroidered camisole

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (26)

La Perla

Maison embroidered shorts

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (27)

Fleur du Mal

Rose and Vine embroidered lace balconette bra

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (28)

Fleur du Mal

Rose and Vine embroidered tulle briefs

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (29)

Eres

Angelo shirt

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (30)

Eres

Charme trousers

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (31)

Maison Margiela

feather mules

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (32)

Summer Fridays

Lip Butter balm

The Single and Ready to Mingle

Whether you’re single and ready to mingle or single-and-happy-alone-thank-you-very-much, Valentine’s Day can be a day to celebrate yourself. If you’re on the hunt for a partner, the best way to attract someone is with confidence so wear whatever makes you the most comfortable and your confidence will radiate—be it your favorite LBD, a perfectly worn-in leather jacket, thigh-high boots…whatever it is, you do you.

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (33)

Jacquemus

off-the-shoulder mini dress

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (34)

Anthropologie

two-tone hoop heart drop earrings

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (35)

Zara

fringed metallic bucket bag

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (36)

Paris Texas

leather over-the-knee boots

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (37)

Des Phemmes

sequined mini dress

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (38)

Floral 3 drop earrings

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (39)

Benedetta Bruzziches

Your Best Friend La Grande shoulder bag

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (40)

Studio Amelia

Emily leather wrap sandals

The Galentine’s Day

If Valentine’s Day is all about celebrating love then let’s not forget some of the most important loving relationships in our lives: our friends. “Galentine’s” is really just another word for what is, in fact, a girl’s night out—as if we needed any excuse to get dressed to the nines with our friends (be it in pajamas to wear to bed or pajamas to wear out). For these Valentine’s Day outfit ideas, think something with feathers, something with satin, or big bows that you might normally stay away from—this is your night to shine!

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (41)

Lake

Lottie shorts set

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (42)

Olivia Von Halle

Audrey floral-print eye mask

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (43)

Chanel

Le Vernis longwear nail color

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (44)

Tata Harper

hydrating hyaluronic acid floral mask

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (45)

Sleeper

Black Tie pajamas

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (46)

Loeffler Randall

Violet bow-embellished shoulder bag

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (47)

Loulou Studio

Sulue slingback pumps

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (48)

Westman Atelier

the Spring Edit

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (2024)

FAQs

What is a good outfit for Valentine's Day? ›

A cute casual dress or co*cktail dress is the perfect compromise between the ultra-sexy, romantic Valentine's Day getup and your favorite daytime look. Colors like dark burgundy or pure white are perfect for a simple, sweet vibe, but patterns can also bring a bit of sophistication into the mix.

What clothing is worn on Valentine's Day? ›

Pink and Red are the most commonly worn colours on Valentine's Day. These also happen to be one of the best colour combinations for a statement outfit. Red signifies love and pink means gentleness. However, if you like both colours, you can opt for them both.

Which colour dress is best for Valentine's Day? ›

Traditionally red is the best colour for your Valentine's Day outfit symbolising love and passion. Opt for a bold raspberry hue, a playful cherry red, or a sophisticated burgundy for a modern twist.

What color suit for Valentine's Day? ›

What men should wear to Valentine's Day dinner date? Grey, blue, or black suits are usually a good choice as Valentine's day outfits for guys. For outerwear, don an overcoat or a peacoat for a complete traditional appearance.

What is the dress code for Valentine's Day in 2024? ›

While red is the traditional colour for Valentine's Day, you can also dress up in shades of pink, mauve and orange. However, if you don't want a typical colour, choose white or black as they are evergreen colours that look great on everyone.

What are pretty Valentines colors? ›

In the Valentine color palette, pink, purple, and red converge to create an enchanting symphony of love and romance. The delicate hues of light pink and light purple evoke tenderness and sweetness, while the passionate red adds a touch of fiery intensity, making it perfect for expressing affection and desire.

What does wearing pink on Valentine's Day mean? ›

Pink is often seen as a softer and more youthful version of red and stands for young love, femininity, innocence, and purity. In addition, many of the favorite flowers for Valentine's Day, such as roses, carnations, and tulips, come in both shades, which makes the connection even stronger.

What are the 2 colors most used during Valentine's Day? ›

Speaking of relationships, it's no secret that two is better than one—and the colors red and white are frequently side by side for Valentine's Day. This striking color combination represents unity.

What does purple mean on Valentine's Day? ›

If you and your loved one have a storybook, love-at-first-sight romance, then purple roses are the flowers for you. With ties to nobility and royalty, purple roses tell the one you love that she is the most important woman in your life, and your queen.

What does wearing black on Valentine's Day mean? ›

Black – Proposal Rejected

Although the black colour looks classy and elegant, wearing it on Valentine's Day shows that you have rejected the proposal. It is a polite way of rejecting someone's proposal without hurting their sentiments. You can also wear black colour if your proposal got rejected.

What does wearing red on Valentine's Day mean? ›

Firstly, red is associated with the heart, which is the centre of love and emotion. The heart is often depicted as a bright red symbol, and this association has helped make red a powerful symbol of love. Another reason why red is the colour of love is because of its association with desire and passion.

What does wearing white on Valentine's Day mean? ›

WHITE. You often also see a lot of white on Valentine's Day, and when you look into white as being a part of the dress code it connects to being “reserved” or the fact that you have accepted a proposal and you're on your way to being married.

What is the color code for Valentine's Day? ›

As anyone can guess, red is the colour of love and romance. According to the Valentine's Day Dress Code, the person wearing the colour red is in love, and it is two-sided.

What is the most popular color on Valentine's Day? ›

Pink. While red and white are the more popular colors of Valentine's Day, pink is also used a lot along with the other two colors.

What is the dress code for Valentine dinner? ›

Casual Elegant

This will vary, depending on the extent you want to dress up. For him, wear a dark suit or a button down with trousers, and a sports coat. For her, a formal pants outfit, or a chic black dress with an evening wrap or an envelope clutch bag. Use your finer jewelry, bold makeup, and show some skin.

What is a cute Valentine's Day tradition? ›

Offering a bouquet of red roses to your beloved. Purchasing a card with a heartfelt message. Sharing a candlelit meal with your partner. Giving a heart-shaped box of delicious chocolates.

References

Top Articles
Latest Posts
Article information

Author: Dr. Pierre Goyette

Last Updated:

Views: 5962

Rating: 5 / 5 (70 voted)

Reviews: 85% of readers found this page helpful

Author information

Name: Dr. Pierre Goyette

Birthday: 1998-01-29

Address: Apt. 611 3357 Yong Plain, West Audra, IL 70053

Phone: +5819954278378

Job: Construction Director

Hobby: Embroidery, Creative writing, Shopping, Driving, Stand-up comedy, Coffee roasting, Scrapbooking

Introduction: My name is Dr. Pierre Goyette, I am a enchanting, powerful, jolly, rich, graceful, colorful, zany person who loves writing and wants to share my knowledge and understanding with you.