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  • How To Wear Boots With A Dress: 5 Stylish Tips

How To Wear Boots With A Dress: 5 Stylish Tips

By NA-KD

July 31, 2023  • Updated September 4, 2023

Combining a dress and boots offers endless possibilities, allowing you to effortlessly transition from casual to polished and from boho to sophisticated. Whether you're aiming for a trendy ensemble or a timeless outfit, a boots and dress outfit is comfortable, easy to style and always hits the spot for a cohesive look. 

 

From flowing maxi dresses and tailored sheaths to playful mini dresses, there’s so much room for experimentation with a boots and dress outfit. Discover how to strike the ideal balance between the dress and boots, considering proportions, colour coordination and style harmony. Here are some important tips to help you avoid common styling pitfalls and empower you to create outfits that turn heads for all the right reasons.

5 Ways To Style A Boots And Dress Outfit 

The Bold And Beautiful Look 

When it comes to boots and dress outfits, there are a lot of options to play with for formal and semi-formal occasions. But if you’re looking for a boots-with-dress outfit that’s exciting and catches attention, it’s always best to experiment with various styles. Some of the boldest choices include wearing knee-high boots with a dress that has a slit in it. You can also try wearing a t-shirt dress with ankle boots and tights for a more stylish and dynamic look.

 

There’s so much you can do with the type of boots you choose to wear as well. While something like Chelsea boots is a classic choice, you can try sock boots or thigh-high boots in bold and bright colours for an extra touch of eye-catchiness to your outfit. Another great way to achieve a striking look is to pair your boots and dress in contrasting colours. For example, wear a pair of pink boots with a satin green dress. 

The Comfy Winter Look 

Most fashion boots and dress outfits are styled for the spring or summer. But sometimes you just want a boots and dress outfit that’s cosy, comfortable and keeps you warm when you’re out on a chilly winter day. It’s always best to opt for cosy knits when it comes to this look. For example, a full-length, full-sleeve woollen dress with boots is one of the best choices for this outfit.

 

When it comes to choosing boots for your winter boots and dress outfit, knee-high boots should be your go-to since they provide extra insulation. Don’t forget to wear a good pair of socks to keep your feet warm too. You can choose colours that suit the season, like greys, blacks or other neutral shades, and add layers like a leather jacket or a thick coat. 

The Country Cowgirl Look 

If you’re looking for dresses to wear with boots and don’t take inspiration from country-life fashion, you might want to reconsider. The iconic country cowgirl look is the first thing that comes to mind when you think of an on-trend boots and dress outfit. 


Dresses with frills and made from lighter fabrics are a great choice for this look. The most intuitive option is cowboy boots when choosing what boot trends 2024 to wear with dresses for that country style. You can add a hat to your outfit to complete the look and experiment with more earthy colours like brown, green and white. What’s more, this style of boots and dress outfit is perfect for outdoor weddings since it gives you the perfect balance of chic and casual.

The Fierce And Formal Look

Even though a boots and dress outfit might seem like something for casual occasions, the truth is, if styled correctly, it can be made to look formal as well. The very first thing you should do while styling your outfit in a formal manner is to choose your colours wisely. As a general rule, neutral shades or pastel shades should be your go-to choice. An easy way to make any dress look a bit more formal is to add a chic belt to your outfit.

 

Heeled boots go perfectly well with most formal looks and immediately elevate your boots and dress outfit. Other great boot options to make your outfit more office-friendly can be flat ankle boots or even a pair of Oxfords. 


Are you thinking about what to wear with knee-high boots or peep-toe boots? These are the perfect choice to add some edginess to your look. Plus, adding a blazer to your outfit will add refinement to your formal look. Knee-high boots also add an edge when thinking about how to wear a sweater dress with boots.

The Beaming Boho Look 

Styling a boots and dress outfit in a boho look can create a free-spirited and effortless ensemble that makes you look vibrant and lively. Start by opting for flowy and loose-fitting dresses with bohemian-inspired prints like florals, paisleys, or geometric patterns. Maxi dresses, peasant-style dresses, or wrap dresses are great options for this style. 

 

Layer your dress with boho-inspired pieces like a crochet or lace cardigan, a kimono, or a fringed vest. These layers add texture, depth, and a more happy-go-lucky feel to your look. Another way to add a boho touch to your outfit is jewellery that’s inspired by nature. 

 

When it comes to choosing the right boots for your boho look, ankle boots or slouchy boots in brown and suede shades are a great option. Lace-up boots can also add a more playful and earthy element to your boho boots and dress outfit.

Important Tips You Need To Know For A Boots And Dress Outfit

1. Perfect The Proportions

Consider the proportions of your dress and boots since they can completely change the balance of your outfit. If you're wearing a shorter dress, opt for ankle boots or booties and for long dresses or maxi dresses, you can choose knee-high or over-the-knee boots for added drama.

2. Colour Coordination

As a general rule, it’s best to choose colours that harmonise well together. Opt for neutral shades like black, brown, grey, or tan for a timeless and versatile outfit that can also look good for formal occasions. If you want to add a pop of colour, select complementary shades that enhance the overall outfit.

3. Layer Up

An easy way to add depth and dimension to your dress and boots outfit is to add layers. You can add accessories like a cardigan, a blazer, a denim jacket, or even a leather jacket, depending on the occasion and weather.

4. Comfort Matters

If you’re going to be out all day, it’s best to ensure that your boots are comfortable for all-day wear. Consider factors such as heel height, cushioning, and support. So when you’re selecting boots, choose the ones that not only look great but also provide comfort and ease of movement.

5. Walk With Confidence 

No matter what you wear, confidence is the most important element to pull off any outfit. Own your style and carry yourself with poise and self-assurance. When you feel confident, your boots and dress outfit will naturally shine.

How Would You Style Your Boots And Dress Outfit? 

No matter which occasion you need to style your outfit for, a boots and dress outfit is always a great choice. Let’s hope you now have some interesting styling ideas that will inspire you to experiment on your own too. You can shop the latest collection of high-quality boots and dresses here at NA-KD.



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