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

Are you thinking of wearing a lovely black dress and wondering what shoes to pair it with? Especially in winter, when it’s not practical to match it with just simple sandals?

I'll help you out.

As a fashion enthusiast, I firmly believe that a nice little black dress is an essential piece 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 that after reading this article, you won't feel lost when it comes to this topic anymore!

The ideal option to stay warm while showing off your legs is to go for boots or thigh-highs to match your little black dress. If you enjoy wearing them, I would recommend choosing pairs with heels, as they’ll elongate your legs and give you a stylish edge. If you're on the shorter side, ankle boots can work well too. Besides sneakers, which look best in white for a contrast, a total black look is achievable with most types of footwear. You could also consider shades like natural leather, blue, or red, but make sure your outfit has a hint of that colour. Finally, if you're aiming for a classy and dressed-up look, heels worn with tights are definitely the way to go.

Want more details? Keep reading to find out:

  • How to choose between boots, ankle boots, and thigh-high boots based on the cut of your dress and your body shape,
  • Ideas for shoes to wear with a long black dress to accentuate your silhouette,
  • Is it trendy to match a black dress with sneakers during winter,
  • Tips for wearing a black dress and low shoes when it’s cold,
  • Lots of inspiring winter outfit examples starting with a simple black dress!

black dress winter shoes

Boots and Ankle Boots: Your Perfect Allies for Winter with a Dress

What’s better for keeping warm while looking stylish than ankle boots? They pair particularly well with short and mid-length dresses, allowing you to show off your legs.

In the following lines, I’ll share a small selection of boot and ankle boot styles that are perfect to wear with a little black dress during the winter.

High Boots to Elevate Your Look

No matter the material, over-the-knee boots will be your perfect companions for a classic and chic look, especially when paired with a black dress in winter. Easy to wear, they elongate and naturally slim your legs, giving you a touch of elegance. They suit most body shapes, but they really shine 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 incorporating that colour into your outfit with an accessory or a jacket, for instance.

With a short dress and thigh-high boots for a sexy outfit

Super feminine, thigh-high boots are footwear that rise above the knee, flattering your legs and making them look endless. They are quite suitable for an evening outfit or a special occasion, as they are very sensual shoes that pair well with a sexy short skirt or dress.

Thigh-high boots are super trendy this winter: they were even the stars of the autumn runway shows for Lanvin and Valentino!

how to wear thigh-high boots

With over-the-knee boots and a short dress, you can confidently pull off a total black look, which will particularly flatter you if you have a tall frame. If you're on the shorter side, I recommend pairing them with opaque tights, as they’ll help create the illusion of longer legs.

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

  • Sew an elastic band inside your boot,
  • Cut the top of a self-adhesive garter (like "Dim Up") and stick it inside your boot, around your thigh, using fabric glue.

No more worries about getting your boots up! 😉

Ankle boots for a chic and timeless look

Shorter than boots but equally feminine, ankle boots are perfect for showcasing your legs when it's not too cold. They also allow you to show off your colourful or patterned tights.

ankle boots to wear with a black dress

Finally, if you're on the petite side, ankle boots will be your best friends! They help elongate your legs and create a lovely proportion for 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

Got a bit of a rock n’roll or grunge style? If so, you can pair your little black dress with flat, chunky boots like Dr. Martens. Originally inspired by military footwear, these boots are perfect if you’re active outdoors. They are super durable and can last for years if you take good care of them.

Dr Martens all-black look

They will be perfect with:

  • An oversized black sweater dress,
  • Materials like tulle, fur, …
  • A fitted black mini dress,
  • Transparent black tights, with or without patterns…

Just like thigh-high boots, they can be worn for a complete all-black look!

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

Is your black dress reaching down to your ankles? You might be wondering whether it's really worth wearing tall boots that won’t even be visible anyway.

In reality, you have several options available to you:

  • High heeled boots to keep you warm, but black so they don’t clash too much with the dress,
  • Low heeled ankle boots,
  • Heeled Oxfords

long black dress shoes

👉 What if we don't wear high heels? In that case, you can opt for low-heeled shoes, with small flat heel lifts. However, these would pair better with a slit dress that shows off your legs. Otherwise, it might make your silhouette look a bit squat…

Can you wear sneakers with a black dress in winter?

Do you want to wear sneakers to stay comfortable and stylish with your dress? You can totally do that! However, there's a simple rule to follow: opt for clean, pristine white low-top sneakers! They can have a black detail, but the main colour should be a spotless white.

black dress and sneakers

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

Pumps with a Fitted Short Dress: A Classy and Sophisticated Outfit

Are you more of a classic person? Planning to wear your little black dress for a special event or for a job that requires a smart outfit? In that case, I recommend keeping it simple yet stylish, by wearing some heels. To stay warm, you can pair them with sheer tights and a long coat.

chic outfit with black dress and elegant heels

Your heels can be black or colorful, depending on the look you want to achieve. However, black is still the classiest option, especially when paired with a professional uniform, for instance.

If you have a handbag or a clutch, you can create a cohesive look by choosing the same material or a texture that closely resembles it. This works really well with vinyl, for instance!

Want to wear low-cut shoes without feeling cold? Go for high socks!

Here's a simple tip for those who want to pair their little black dress with flats (ballet shoes, derbies, etc.), but might feel a bit hesitant... This will help elongate your legs and enhance your silhouette.

To keep your stockings from slipping down, I recommend choosing styles with a Velcro strap. This will ensure they stay in place all day long.

black dress with low-cut mid-high shoes

If your dress is short, you can opt for stockings or knee-highs. If it falls just above the knee or at knee level, I would recommend going for knee-highs, or even thigh-high socks.

Don’t hesitate to be bold with colours, patterns, and unique fabrics to personalise your outfit 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 quick summary of why a little black dress is essential for your winter wardrobe:

🔸 Black is a colour that elongates and slim down your figure,

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

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

🔹 Black is the perfect colour to showcase unique gold or silver jewellery and accessories,

🔸 The total black look is an easy combination to achieve and always looks classy in any situation,

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

Convinced? I invite you to explore our black dresses from our chic bohemian clothing collection. With their flattering cuts, these dresses will definitely enhance your silhouette.

If you're on the lookout for jackets, tops, or tunics, you'll definitely find something you love by checking out our autumn-winter collection! We even offer perfectos that would pair perfectly 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 style your little black dress with a pair of shoes that you love and that boost your confidence! 😉 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 go perfectly with a black dress for the winter season. Check Out Our Winter Shoe Inspirations