What Shoes to Wear with a Black Dress in Winter? 👢

Are you looking to wear a lovely little black dress and wondering what shoes to team it with? Especially in winter, when it’s impossible to pair it with just any sandals?

I will help you.

As a fashion enthusiast, I firmly believe that a lovely black dress is an essential item to have in your wardrobe. Depending on how it's styled and the clothes and shoes you pair it with, it’s perfect for any occasion and in any weather.

Today, I'm bringing you a comprehensive guide on how to coordinate shoes with a little black dress during the winter. I promise, after reading this article, you’ll never feel at a loss when it comes to this question again!

The perfect option to keep warm while showcasing your legs is to choose boots or thigh-highs to match your little black dress. If you enjoy wearing them, I recommend selecting styles with heels, as they will elongate your legs and give you a stylish edge. If you're on the shorter side, you might prefer ankle boots. Aside from sneakers, which look lovely in white for a contrast, a full black look works for most types of footwear. You can also opt for shades like natural leather, blue, or red, but make sure your outfit includes a nod to that colour. Finally, if you're aiming for a classy and smart look, heels worn with tights are still the best choice.

Do you want more details? Keep reading to find out:

  • How to choose between boots, ankle boots and over-the-knee boots based on the cut of your dress and your body shape,
  • Ideas for shoes to wear with a black maxi dress to enhance your silhouette,
  • Whether it's in fashion to pair a black dress with trainers in winter,
  • Tips for wearing a black dress with flat shoes when it's cold,
  • Numerous inspiring winter outfit examples starting from a simple black dress!

black winter dress shoes

Boots and Ankle Boots: Your Perfect Winter Friends with a Dress

What better way to keep warm while looking chic than with some ankle boots? They pair perfectly with both short and midi dresses, helping to show off your legs.

In the following lines, I'll share a selection of boot and ankle boot styles that are perfect for wearing with a little black dress this winter.

High boots to elongate your silhouette

Whatever the material, knee-high boots will be your ideal companion for a classic and chic look, paired beautifully with a black dress in winter. Easy to wear, they will naturally elongate and slim your legs, giving you a stylish silhouette. They suit most body types, but you'll especially shine in them if you're tall or have a curvy figure.

black dress leather boots

You can wear them with or without heels, depending on your preference. If you opt for colourful or natural leather boots, consider echoing that colour in your outfit with an accessory or a jacket, for instance.

With a short dress, thigh-high boots for a sexy look

Very feminine, thigh-high boots are designed to rise above the knee, enhancing and elongating your legs to perfection. They are ideal for an evening outfit or a special occasion, as they are quite sensual footwear that pairs beautifully with a short skirt or a sexy dress.

Thigh-high boots are very on-trend this winter: they even stole the show at the autumn catwalks of Lanvin and Valentino!

how to wear thigh-high boots

With knee-high boots and a short dress, you can confidently go for the total black look, which will particularly flatter you if you have a tall figure. If you’re on the petite side, I recommend wearing them with opaque tights, as they will help elongate your legs.

👉 Are your thigh-high boots constantly slipping down? Here are two solutions to keep them up:

  • Sew an elastic band inside your boot,
  • Cut the top off a self-adhesive stocking (like “Dim Up”) and stick it inside your boot, at thigh level, using fabric glue.

No more worries about getting your boots back on! 😉

Ankle boots for a chic and timeless look

Shorter than boots but just as feminine, ankle boots are perfect for enhancing your legs when the weather isn't too chilly. They also allow you to show off your tights or stockings if they're colourful or patterned.

ankle boots to wear with a black dress

Finally, if you're on the petite side, ankle boots will be your best friends! They really elongate your legs and create a lovely proportion in your silhouette. Just like with boots, you can choose different colours to match them with your outfit.

Dr. Martens for their practical yet feminine appeal

Do you have a bit of a rock 'n' roll or grunge style? If so, you can pair your black dress with chunky flat ankle boots, like Dr. Martens. Originally inspired by army footwear, these flat boots are perfect if you're on the go outdoors. They’re incredibly durable and can last for years if you take good care of them.

Dr Martens black dress total look black rock

They will be perfect with:

  • A black oversized jumper dress,
  • Materials like tulle, fur, etc.,
  • A fitted black mini dress,
  • Sheer black tights, with or without patterns…

Like knee-high boots, they can be paired with an all-black look!

What shoes to wear in winter with a long black dress?

Your black dress reaches down to your ankles? You might be wondering if it's really necessary to wear high boots that won’t be visible anyway.

In reality, there are several options available to you:

  • High heeled boots to keep you warm, and in black so they don’t clash too harshly with the dress,
  • Low heeled ankle boots,
  • Heeled Oxford shoes

long black dress shoes

👉 What if we don’t wear high heels? In that case, you can opt for flat shoes with small low heels. However, these will look better with a split dress that shows off your legs. Otherwise, it might not do much for your silhouette…

Can you wear trainers with a black dress in winter?

Would you like to wear sneakers to be comfortable and stylish with your dress? You can absolutely do that! However, there is one simple rule to follow: choose clean, low-cut white sneakers! They can have a black detail, but the main colour must be a pristine white.

black dress sneakers

This will create a lovely contrast with your dress and draw attention to your legs. It's a pretty trendy and modern outfit, perfect for those who enjoy black and white and want something a bit out of the ordinary.

Heels with a fitted short dress: a classy and sophisticated outfit

Are you more of a classic type? Are you planning to wear your little black dress for a special event or for a job that requires a smart outfit? In that case, I can only recommend keeping it simple and stylish by wearing high heels. To keep warm, you might pair them with thin tights and a long coat.

black dress heels elegant stylish sophisticated outfit

Your heels can be black or colourful, depending on the look you're going for. However, black is always the classiest choice, especially if you're wearing them with a professional outfit, for instance.

If you have a handbag or a clutch, you can create a reminder by choosing the same material or a similar texture. This works particularly well with vinyl, for instance!

Fancy wearing low shoes without getting cold? Go for some high socks!

Here’s a simple tip for those who wish to pair their little black dress with flat shoes (ballerinas, brogues, etc.), but still feel a bit hesitant… This will help elongate your legs and enhance your silhouette.

To ensure your tights stay up, I recommend choosing styles with a hook-and-loop fastener, which will give you lasting hold throughout the day.

low heels and a black dress

If your dress is short, you can opt for tights or knee-highs. If it falls just above the knee or at the knee, I would recommend knee-highs, or even over-the-knee socks.

Don’t be afraid to experiment with colours, patterns, and unique materials to make your outfit your own and wear clothes that truly reflect who you are!

Why the Little Black Dress is Perfect for Winter?

To wrap up this article, here's a brief summary of why a black dress can be essential for your winter wardrobe:

🔸 Black is a colour that elongates and streamlines your figure,

🔹 It goes well with all colours and skin tones, as well as hair colours,

🔸 When properly laundered with a suitable detergent, black clothes last longer and don’t fade,

🔹 Black is the ideal colour for showcasing unique gold or silver jewellery and accessories.

🔸 The all-black look is an easy-to-achieve style that's classy in any situation,

🔹 It's the colour that absorbs heat the most: perfect for winter!

Convinced? I invite you to explore our black dresses in our chic bohemian clothing collection. With their flattering cuts, they will undoubtedly enhance your figure.

If you're more interested in jackets, tops, or tunics, you’ll find plenty to love while browsing our autumn and winter collection! We even offer perfecto jackets that would pair beautifully with a short black dress and a lovely pair of boots or ankle boots.

I hope this article has given you plenty of ideas on how to pair your little black dress with a pair of shoes you love and that make you feel confident! 😉 Are you wondering how to wear a bohemian dress in winter? Check out our dedicated article on this topic to see if this fashion trend suits you!

Need some inspiration? Discover shoes that complement a black dress perfectly for the winter season. Explore Our Winter Shoe Inspirations