Yellow dress with black boots for Women by HUGO Yellow dress with black boots for Women by HUGO

Combining dresses with boots:
the best styling tips

Whether combat boots, cowboy boots, knee-high boots or ankle boots – with a dress, boots are stylish all year round and don’t only have to be paired with pants. Pair a midi dress with chunky combat boots for an edgy look or a sleek mini dress with ankle boots for a chic ensemble. The best part is that combining dresses with boots lets your imagination run wild – you can try new things and experiment with daring combinations.  

Are you unsure how to style your outfits for each of the four seasons because there are so many possibilities? Whether it's a light summer dress with cowboy boots or chunky winter dresses with boots, we help you find the right boots for dresses. Let the following styles inspire you!

Dresses with boots or ankle boots: Stylish throughout the seasons

Whether it's a short summer dress or a flowy maxi dress, pairing dresses with boots or ankle boots creates a stylish contrast that makes any outfit stand out. No matter the temperature, a dress with boots can be styled flexibly for any season. The following outfit tips will help you find the right boots for dresses all year round.

SPRING & SUMMER LOOKS

There's no definitive answer to the question, "Which ankle boots go with a dress?" because the possibilities are endless! You can choose from various heel shapes and sizes, materials and colours. Dark shades are hip in winter and autumn, while lighter colors like white or beige Chelsea boots or ankle boots are perfect for the warmer months. For summer, flat ankle boots with a dress offer more comfort. Opt for light materials that allow your feet to breathe.

Are you a fashionista who loves playful styles? Then a summery outfit in the popular boho chic style is just right for you! Choose a maxi dress in white or with a colourful print and pair it with light brown cowboy boots. Complete your look with long necklaces, oversized sunglasses and a summer hat.  

Create a stylish party outfit with chic buckle boots and a sequin dress. Platform boots have also made a comeback, adding a unique touch to any summer dress. The best part? These outfits can be put together effortlessly and quickly, so you won't have to spend much time deciding in front of your wardrobe.

  

AUTUMN & WINTER OUTFITS

On colder days, boots aren't just a fashionable eye-catcher—they also need to withstand the weather and keep your legs and feet warm. During the colder months, pairing a long dress with boots will keep you feeling warm and looking chic. A knee-length sweater dress paired with flat Chelsea boots or leather boots with heels perfectly combines style and functionality. Add a long or short coat and a chic cashmere beanie, and your winter outfit becomes a true fashion statement.  

If you’re wondering what dresses to wear with knee high boots, mini dresses are a great choice. Depending on your preference and sensitivity to the cold, you can leave a small gap between the boots and the dress to show some leg. High-quality leather over-the-knee boots are perfect for a mini dress. Alternatively, a maxi dress with boots is very stylish, too. Elegant ankle boots with a bodycon dress create a harmonious look, while studded boots add finesse to mini or shift dresses.

Cozy knit dresses are great to wear with tights and ankle boots. Knee-high boots also pair perfectly with knitted dresses. Match them with coloured tights or knee-high socks for a seamless transition, creating the ideal dress-and-boots combo for autumn to look stylish and snug at the same time!

Black dress and boots for Women by HUGO Black dress and boots for Women by HUGO

Enhancing the outfit with attention to detail

An elegant dress paired with ankle boots is not complete without high-quality accessories that round off the overall look and refine it. With these details, you give your wardrobe that special something: 

  •  
  •  Jewellery 
    For a strapless dress, less is more. Instead of statement pieces like necklaces and earrings, opt for jewellery that accentuates the dress. Square necklines pair well with collar and choker necklaces. For summer dresses with bold prints, opt for subtle jewelry, such as a thin necklace with a single pendant.

  • Hats & caps
    For a fashionable casual look, baseball caps pair well with midi dresses and boots. A Panama hat is a stylish choice for spring and summer. During summer, you can also opt for wide-brimmed sun hats or colorful bucket hats. Wool or felt hats, combined with a matching dress and boots, refine any autumn outfit.

  • Bags
    If your knee-high boots really stand out in colour, it's important to choose a matching bag. Clutches are ideal for formal occasions and perfectly complement ankle boots with an elegant dress. For a chic summer style, a casual dress to wear with boots creates a perfect blend of comfort and style. Opt for a playful summer dress with boots, then add a denim jacket and a small backpack to complete the look.
Pink belted dress with black boots for Women by HUGO Pink belted dress with black boots for Women by HUGO

Outfits with boots for dresses offer versatile styling options

Whether at the office, during leisure activities, at parties, or while traveling, dresses with boots offer endless combination possibilities for a variety of occasions. Here are some ideas on how to wear boots with a dress and adapt your look for different everyday situations:

  • AT THE OFFICE
  • Elegant boots paired with a dress make for optimal workwear. Chunky leather boots and knee highs are an excellent choice for the winter months. While the dress code depends on the company culture, neutral colours are usually a safe choice. Black or dark brown are always good options, but if you work in a more casual environment, you can try striking colors like burgundy or bright red.
  •  
  • DURING YOUR LEISURE TIME
  • or a city trip or a walk in the park, flat ankle boots with a dress are ideal for any season. Ankle boots are popular because they visually lengthen the leg and are easier to style than other types of boots. Chelsea boots, in particular, are perfect all-rounders that pair wonderfully with knee-length dresses. They are easy to put on and take off, ensuring you get through the day with comfort and ease while looking stylish.
  • ON HOLIDAY
  • When traveling, it's essential to pack a pair of versatile boots to wear with dresses, ensuring you stay stylish and comfortable on the go. Choose a dress that is soft and wrinkle-free to survive the journey in your suitcase without needing an iron. For the matching boots, let your imagination run wild, but consider the temperatures at your destination. Choose a combination that balances comfort and style, especially if you'll be on foot for long periods.