what to wear on valentine's day

20 Super Cute Valentine’s Day Outfit Ideas for 2024

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I love Valentine’s Day, and I always have, going back to the days when we covered shoe boxes with red construction paper to collect valentines from our classmates. Many people think it’s a contrived Hallmark holiday. But why not celebrate a day of love?!

Whether you’re a fan of red and pink outfits or prefer an edgier or more subdued approach to getting dressed for the holiday, I have 20 Valentine’s Day outfit ideas to inspire you.

No matter your Valentine’s Day plans, whether you’re planning a romantic date night or a girl’s night out, I’ve got you covered with jeans, skirts, dresses, and pants looks!

Ready to see some cute Valentine’s Day outfits?  

The best Valentine’s Day outfit ideas

Let’s dive in!

1. A red sweater, white jeans, and a taupe trench coat

Here’s a very cute Valentine’s Day outfit idea! It’s hard not to love a red sweater paired with white and khaki. Red and white together are so fresh, and adding khaki makes the outfit look rich and elevated, even if you wear white sneakers like I am here. I am unexpectedly crushing on red right now! Wear this to a casual Valentine’s dinner.

A red sweater, white jeans, and a taupe trench coat

Trench Coat | Red Sweater | Jeans | Sneakers | Tote Bag

2. A blush pink sweater with cream cords 

This outfit has an ethereal vibe with a blush pink sweater and cream cords. Brown stacked-heel boots give a bit of a Boho feel to the look. 

A blush pink sweater with cream cords 

BootsTote Bag

3. A navy striped button-down shirt layered over a red tank top, wide leg jeans, and a trench coat

This outfit has a fun, laid-back vibe with a button-down shirt left open to show a red pop of color. Wearing wide leg jeans with Birkenstock clogs gives a slouchy and comfort-first look. A  structured camel overcoat provides an understated and sophisticated contrast to bold colors.

A navy striped button-down shirt layered over a red tank top, wide leg jeans, and a trench coat

Coat | Striped Button-down | Tank Top | Jeans | Similar Birkenstocks | Belt Bag

4. A blush pink sweater with a pink maxi skirt

Valentine’s Day is the perfect time to pull out that floral print maxi skirt you normally wear in warmer months. Here I’m wearing mine paired with this short blush pink sweater. Look in your spring closet. You may have some floral spring pieces that are perfect for the holiday. Plus, this is the most comfortable outfit in the world. You can wear leggings under a maxi skirt for extra warmth; no one will know. Wear this to work or out with your girlfriends for a Galentine’s dinner.

A blush pink sweater with a pink maxi skirt

Boots | Tote Bag

5. A white button-down shirt, heart sweater, gray wide leg jeans, and a black quilted coat

If red and pink aren’t your thing, this fun graphic cream and black heart sweater is the perfect way to bring festive vibes. I’m wearing it over a button-down shirt and creating edgy vibes by wearing gray wide leg jeans and black lug-sole boots. A black quilted coat and black tote bag finish the look. Wear this look to work if you want a monochromatic casual outfit.

A white button-down shirt, heart sweater, gray wide leg jeans, and a black quilted coat

Jacket | Button Down | Sweater | Jeans | Boots | Tote Bag

6. A blush pink sweater and gray silk skirt

If you have a slip skirt or slip dress in your closet, pair it with a pink or red sweater and ankle or knee-high boots. I’m pairing that short blush pink sweater with my gray silk skirt and taupe ankle boots. Ankle boots that match your skin tone keep your leg line looking long. With a midi skirt, they are less likely to chop up the look of your legs. Wear this on a dinner date.

A blush pink sweater and gray silk skirt

Skirt | Similar Ankle Boots | Tote Bag

7. A red sweater and olive green pants

I paired this red sweater with these faded olive green wide-leg pants on a whim and am totally in love with the combination. You have to be careful about the green tone, so you’re not inadvertently creating a Christmas look. But the outcome is striking. The green and cognac brown are earthy shades that add sophistication to the outfit. The cognac brown accessories ground the green and red together.

A red sweater and olive green pants

Red Sweater | Belt | Belt Bag | Flats

8. A pink maxi dress, pink sweater, and brown leather jacket

Here’s another outfit with a dress I love wearing in warm weather. This time, I’m wearing that blush pink sweater over a sleeveless maxi dress. The sweater’s long sleeves keep you warm in cooler months. A chain necklace draws the eye to the face. A brown leather jacket and brown block-heel knee-high boots add a Boho feel to the look.

A pink maxi dress, pink sweater, and brown leather jacket

Dress | Similar Leather Jacket | Boots

9. A red bow sweater and black cords

Bows are trending, and when I saw this Amazon sweater on an influencer on Instagram, the bow reminded me of one of my splurge brands, Tuckernuck. And I immediately added it to my cart. The bow is very wearable and only a little bit over the top. The ruffle sleeves are a bit longer; you can fold them up if you want them shorter. The quality is so good on this sweater, and the bow totally makes the look. I’m pairing it with black cords and kitten heel ankle boots for a romantic date night.

A red bow sweater and black cords

Sweater | Cords | Boots

10. A pink striped boatneck shirt, white jeans, and a trench coat

I love pulling out this red striped boatneck shirt from Amazon every year. It’s so fun. I’m wearing it with cropped jeans and my white Stan Smith sneakers. Throw a trench coat over the top for an easy look. I also carry a taupe tote bag here, but it’s hard to see. Wear this outfit for a casual lunch with your best friend.

A pink striped boatneck shirt, ecru jeans, and a trench coat

Striped Shirt (“Red Stripe”) | Trench Coat | Similar Jeans | Sneakers | Tote Bag

11. A red blouse, gray cable-knit cardigan, and blue jeans

This is another look that unexpectedly worked, and it turns out it’s one of my favorite Valentine’s Day outfits! This red color is so good next to this grayish-taupe cable-knit cardigan. The cognac brown accessories bring the look together.

A red blouse, gray cable-knit cardigan, and blue jeans

Cardigan | Jeans | Belt | Bag | Flats

12. A white sweater and pink wide-leg cropped jeans

Nothing says February 14th is here like some pink jeans. This is another super fun look! I’m wearing a textured short white sweater with pink wide leg cropped jeans and white sneakers. Wear this for a casual Galentine’s Day coffee or dinner.

A white sweater and pink wide-leg cropped jeans

Similar Sweater | Jeans | Sneakers | Bag

13. A white tuxedo shirt and black cords

You know how I love a button-down shirt to elevate a simple outfit! And this tuxedo shirt has fun sparkly buttons up the front, giving it a dash of something special for date night. The black cords and black kitten heel ankle boots make this the perfect look for a night on the town with your girlfriends.

A white tuxedo shirt and black cords

Shirt | Cords | Ankle Boots | Bag

14. A striped ruffleneck shirt, maroon cardigan, and coated wide leg jeans

Here’s an edgy and preppy option for a hot date. Pair your faux leather pants or coated jeans with a maroon cardigan and striped ruffleneck shirt. Black pointy-toe ankle boots finish the look.

A striped ruffleneck shirt, maroon cardigan, and coated wide leg jeans

Earrings | Shirt | Belt | Similar Ankle Boots | Bag | Coated Jeans | Sweater

15. A magenta blouse and coated wide leg jeans

Here’s another way to style your coated jeans. Wear them with a big pop of color like this magenta blouse. This is a great look for a romantic dinner.

A magenta blouse and coated wide leg jeans

Necklace | Similar Hoops | Belt | Ankle Boots | Bag | Coated Jeans | Blouse

16. A black sweater dress

You can’t go wrong with a little black dress on the most romantic day of the year. And this sweater dress is perfect for a cold night. Knee-high brown boots and a brown bag add a pop of contrasting color for visual interest.

A black sweater dress

Sweater Dress (wearing a Medium Tall for knee length at 5’6″) | Boots | Bag

17. A red dress

Nothing says Valentine’s Day like a red dress for a night out. Anytime I’m wearing a mini skirt or a dress that hits at the knee, I reach for knee-high boots. They lengthen the leg line and keep your legs warm. Wear this with a long coat for a romantic evening out on the town.

A red dress

Belt | Boots | Bag

18. A white blazer, white top, and pink jeans

Here are those pink jeans again! This time with a white top and blazer layered over top. You may even be able to wear this look to work! I’m wearing taupe mules here. For an extra cold day, wear taupe ankle boots instead.

A white blazer, white top, and pink jeans

Blazer | Jeans | Mules

19. A pink sweater, white jeans, and taupe trench coat

You saw a similar look above with a red sweater, but this time it’s with a pink sweater. I love how fresh the combination of pink, white, and taupe feels. And yes, you can totally wear a white pair of jeans in the winter. Gone are the days when you can’t wear white after Labor Day.

A pink sweater, white jeans, and taupe trench coat

Trench Coat | Pink Sweater | Jeans | Sneakers 

20. A pink sweater and black wide leg pants

Wear this look to work! Pair a hot pink sweater with black wide leg cropped pants. Black Adidas tennis shoes create a sporty vibe. If you can’t wear sneakers to work, swap them out for black loafers. 

A pink sweater and black wide leg pants

Pink Sweater | Pants | Adidas

I hope these looks give you some great ideas about what to wear on Valentine’s Day. No matter how you plan to spend the day, know you are loved! XO, Marya

what to wear on Valentine's Day

Hi, Friend. I'm Marya. I'm so glad you're here!

I’m here to help women feel good inside and out through approachable everyday style inspiration and encouragement for midlife. Once upon a time, I worked as a therapist and coach. Now, I’m a holistic style blogger studying style coaching! Be So You celebrates leaning into who we were meant to be! 

Read about my  journey to self-discovery at 40. Follow me on Instagram here and Pinterest here. Send me a quick question through my contact page here.  

Fit Note: I’m midsized at 5’6″, 160 pounds, with size 12 jeans.

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