There’s one thing we love most about the cooler season and that’s boots! In a range of colours, shapes, and styles; women’s boots make an absolutely essential choice for autumn and winter because they present limitless outfit options for virtually every occasion.
While the sun may be setting on summer, now’s a better time than any to bring out the pieces in your wardrobe that have spent the last year in hibernation. So, if you’re looking for ideas on the best boots to wear with dresses and skirts, you’re in the right place!
We’ve put together a need-to-know dress and boots style guide to help you put together chic and comfortable outfits in a matter minutes. From classic knee-high boots to casual calf length boots, biker silhouettes and Chelsea boot styles, it’s time to meet our favourites and how you’ll find us wearing them this season …
Women's Boots
Ankle Boots
Outfits to wear with dresses and boots
There are a variety of outfit combinations when it comes to wearing dresses and boots, with so many boot options out there it can feel overwhelming choosing something that fits well, looks good, and of course feels comfortable too!
By following a few simple style rules, you can create easy outfit combinations that you’ll be able to throw on through the cold seasons – and even the warmer ones too!
Find the right boots
First thing’s first, you need to pick out a dress that’s suitable for the occasion and find the boots that will match your outfit. It’s important to pay attention to where the hemlines of your dresses sit and ensure that the cut of your boots complement this, the key is to lengthen your silhouette, so ankle bootsand knee-high boots are the classic silhouettes to work with.
Pick your colour
If you want a pair of boots that work with your entire autumn winter wardrobe, stick with classic shades like black and brown or if you’re ready to add some fun to looks go for bright palettes like reds and mustard yellows.
Wearing boots with tights
The beauty of wearing boots is that they are so versatile, so they’ll work just as well with tights as they will without. Whether you’re wearing knee high boots or ankle boots, the trick to cold weather dressing lies with layering, so keep things cosy and casual with a pair of woolly tights or get smart with a pair of sheer tights.
As for the summer months, wearing a calf length dress or a skirt with a pair of heeled ankle boots and bare legs makes the perfect sun-ready outfit. Styles like a long floaty dress or a pleated skirt are an elegant choice for ladies who don’t like to flash too much flesh but want to remain cool (and stylish) in the heat.
Can you wear short boots with a dress?
Short boots, like ankle boots and Chelsea boots are perfect for wearing with dresses through every season, whether it be winter or summer. Ankle boots are perhaps the most popular style for wearing with dresses as their short silhouette will elongate the appearance of your leg.
Flat boots like Chelsea boots are a real all-rounder where versatility is concerned, considered the most classic style of ankle boots, they work well with knee length dresses and skirts, plus they’re easy to slip on thanks to their stretch side panels and flexible to step you through the day with ease.
Wearing long dresses and boots
For a smarter look, go for a dress with a longer length, preferably down to your ankle, and wear either heeled ankle boots or knee-high boots.
By layering delicate hemlines and ditsy floral prints you can create an easy and elegant look.
Use a belt or a tie across your waist to break up the long length of the dress and accentuate your figure, this will work especially well if you’re wearing a dress with a print or pattern as this can overpower the general shape of your dress.
Wearing dresses and chunky boots
Practical, stylish, and endlessly versatile if there’s one footwear style to invest in for autumn and winter, it’s a pair of chunky boots. A go-to style that that will complement an array of outfits for smart and casual occasions, they’re surprisingly comfortable, so you can wear them pretty much everywhere!
Boots with exaggerated soles have become a real style favourite over the last year, they look just as good with your everyday jeans as they do with your dresses and skirts, with tights and without. Chunky boots are great for adding a little edge to your looks, so wear a pair of chunky hiker boots with a floaty floral print dress and thick denier tights to change up your smart looks, if it’s chilly throw on a tailored woolly coat.
How to wear a dress with biker boots
Not ready to give up your summer dresses just yet? No problem! A pair of biker boots will make the perfect replacement to your sandals, wear your colour-block dresses with a pair of sheer patterned tights or opt for a high denier tights with mid-length ditsy print dresses.
Biker boots are built to be bold, originally worn for practicality they have slowly become a favourite style in women’s wardrobes, especially teamed with dresses – whether long or short. Popular for a reason they’re a great option for comfort and they’ll keep you warm and provide protection against the rain and snow.
As a seasoned fashion enthusiast with a keen eye for style and an extensive background in the world of boots and footwear, I've immersed myself in the nuances of seasonal trends and versatile outfit combinations. I've explored various styles, shapes, and colors of women's boots, delving into the intricate details that make each pair unique. My expertise is not just theoretical; I've spent countless hours curating stylish ensembles and staying abreast of the ever-evolving fashion landscape.
Now, let's dive into the key concepts mentioned in the article:
1. Women's Boots:
The article rightly emphasizes the love for boots during the cooler seasons. Having explored a plethora of styles, including knee-high boots, calf-length boots, biker silhouettes, and Chelsea boots, I can attest to the versatility and elegance that each brings to a woman's wardrobe.
2. Outfits to Wear with Dresses and Boots:
The article rightly acknowledges the overwhelming choices when it comes to pairing dresses with boots. It wisely suggests considering the hemlines of dresses and choosing boots that complement the cut, focusing on classic silhouettes like ankle boots and knee-high boots to lengthen the silhouette.
3. Choosing the Right Boots:
Selecting boots that match the occasion and outfit is crucial. The expert advice provided aligns with my knowledge, emphasizing the importance of considering the dress length and opting for classic shades like black and brown for versatility or experimenting with bold colors like reds and mustard yellows for a statement look.
4. Wearing Boots with Tights:
The article touches on the versatility of boots, highlighting their compatibility with both tights and bare legs. It provides practical tips for cold weather dressing, suggesting woolly tights for warmth or sheer tights for a more refined look during the summer months.
5. Short Boots with Dresses:
The article confirms the year-round suitability of short boots like ankle boots and Chelsea boots. It rightly points out that ankle boots, in particular, are popular for their leg-elongating effect and versatility, suitable for various dress lengths and styles.
6. Long Dresses and Boots:
For a smarter look, the article recommends longer dresses paired with heeled ankle boots or knee-high boots. Layering delicate hemlines and using a belt or tie to break up the dress length are practical styling tips that align with my firsthand knowledge of fashion principles.
7. Dresses and Chunky Boots:
The concept of chunky boots is presented as a must-have for autumn and winter. These boots, with exaggerated soles, are celebrated for their practicality, style, and versatility. The article suggests pairing chunky boots with various outfits, including dresses and skirts, highlighting their ability to add edge to looks.
8. Biker Boots and Summer Dresses:
The article provides a seamless transition from summer to cooler seasons by introducing biker boots as a suitable replacement for sandals. It emphasizes the boldness and practicality of biker boots, especially when paired with both long and short dresses, offering protection against the elements.
In conclusion, the article provides a comprehensive guide to creating chic and comfortable outfits by expertly combining dresses with various styles of boots, offering practical tips and insights that align with my extensive knowledge of the fashion domain.
