What shoes should you wear with a black dress in winter? 👢

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

I'm here to help you.

As a fashion enthusiast, I firmly believe that a lovely little black dress is an essential piece to have in your wardrobe. Depending on how it's styled and the clothing and shoes paired with it, it is perfect for any occasion and in all weather.

Today, I’m bringing you a comprehensive guide on how to coordinate shoes with a little black dress during winter. I promise, after reading this article, you’ll never feel stuck on this topic again!

The ideal option for staying warm while showing off 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 add a touch of sophistication. If you're on the shorter side, ankle boots might be the best choice for you. Aside from sneakers, which look best in white, a total black outfit works for most shoes. You can also consider shades like natural leather, blue, or red, but make sure there's a hint of that colour in your outfit. Lastly, if you want a classy and dressed-up look, heels paired with tights remain the most suitable option.

Want more details? Keep reading to find out:

  • How to choose between boots, ankle boots, and knee-high boots depending on the cut of your dress and your body shape,
  • Ideas for shoes to wear with a long black dress to enhance your silhouette,
  • Whether it's trendy to pair a black dress with trainers in winter,
  • Tips for wearing a black dress and flat shoes when it's cold,
  • Many inspiring winter outfit examples using just a simple black dress!

black dress winter shoes

Boots and ankle boots: your perfect winter companions with a dress

What better way to keep warm while looking feminine than with ankle boots? They pair exceptionally well with short and mid-length dresses, allowing you to show off your legs.

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

High boots to elongate your figure

No matter the material, knee-high boots will be your perfect companions for a classic and chic outfit, especially with a black dress in winter. Easy to wear, they’ll naturally elongate and slim your legs, giving you plenty of style. They suit most body types but will particularly enhance your look if you're tall or have a curvy physique.

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 matching that colour in your outfit with an accessory or a jacket, for instance.

Pairing a Short Dress with Thigh-High Boots for a Sexy Look

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

Over-the-knee boots are very fashionable this winter: they were even the stars of the autumn shows at Lanvin and Valentino!

how to wear thigh-high boots

With thigh-high boots and a short dress, you can confidently pull off the total black look, which will particularly flatter you if you have a tall, lean silhouette. If you're on the shorter side, I recommend wearing them with opaque tights, as they'll help elongate your legs.

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

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

No more worries about pulling up your boots! 😉

Ankle boots for a stylish and timeless look

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

ankle boots to wear with a black dress

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

Dr. Martens for their practicality and feminine touch

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 military footwear, these sturdy boots are perfect if you're always on the go outdoors. They’re built to last and can serve you well for years if properly cared for.

Dr Martens black dress total look black rock

They'll be perfect with:

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

Like knee-high boots, they can be worn for a total 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 if it’s even worth wearing knee-high boots when they won’t be visible anyway.

In reality, you have several options available to you:

  • High heeled boots to keep you warm, but in black to ensure they don't clash too harshly with the dress,
  • Low heeled ankle boots,
  • Heeled Oxford shoes...

long black dress and shoes

👉 What if we opt not to wear high heels? In this case, you can choose to wear low shoes with small flat heels. However, these will pair better with a split dress that showcases your legs. Otherwise, they might not do much for your silhouette...

Can you wear sneakers with a black dress in winter?

Would you like to wear sneakers for comfort while looking stylish in your dress? It's definitely possible! However, there’s a simple rule to follow: choose clean, fresh white low-top sneakers! They can have a touch of black, but the main colour must be a pristine white.

black dress and sneakers

This will create a lovely contrast with your dress and draw attention to your legs. It’s a look that is quite trendy and modern, perfect for those who enjoy black and white outfits that are a bit out of the ordinary.

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

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

chic black dress heels stylish sophisticated outfit

Your heels can be black or colourful, depending on the effect you want to achieve. However, black remains the most stylish option, especially when paired 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 textured look. This works particularly well with vinyl, for example!

Want to wear low-cut shoes but don’t want to feel chilly? Go for a pair of knee-high socks!

Here’s a simple tip for those wanting to pair their black dress with flat shoes (such as ballet flats, loafers, or brogues), but who are still a bit hesitant... This will have the effect of elongating your legs and enhancing your silhouette.

To prevent your stockings from slipping down, I recommend choosing styles with a Velcro strip, which will ensure a secure fit throughout the day.

black dress with low-cut shoes

If your dress is short, you might want to opt for stockings or knee-highs. If it reaches just above the knee or at knee level, I recommend going for knee-highs or even over-the-knee socks.

Don’t hesitate to embrace 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 brief summary of why a little black dress can be essential in your winter wardrobe:

🔸 Black is a colour that elongates and slenderises your silhouette,

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

🔸 When well cared for with a specific laundry detergent, black clothes last longer and don’t lose their colour,

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

🔸 The all-black look is an effortlessly stylish outfit suitable for any occasion,

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

Convinced? I invite you to check out our black dresses from our collection of chic bohemian attire. With their flattering cuts, these dresses will undoubtedly enhance your silhouette.

If you’re looking for jackets, tops, or tunics, you’ll also find what you need by exploring 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 match your little black dress with a pair of shoes you love that boost your confidence! 😉 Are you curious about how to style 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 beautifully with a black dress for winter. Browse Our Winter Shoe Inspirations