How to Style Knee High Boots for Winter

How to Style Knee High Boots for Winter

When it comes to your winter wardrobe, Knee High boots are a reliably stylish way to bring warmth and elegance to a suite of outfits. Whatever you're planning to pair your knee high boots with this winter, the tips in this style guide will help you to create stunning outfits. 

Here’s what we’re going to cover:

  • Different types of knee high boots
  • Knee high boot outfits
  • Dos and Don’ts for wearing knee high boots

Different types of Knee High Boots

There are lots of types of knee high boots, from the classic Riding boot to edgier high-heeled styles. In this section, we’ll introduce some of the different types and explain why we love them.


Heeled Knee High Boots

Heeled knee high boots bring height to any outfit, creating an elegant and sophisticated look. These boots are versatile enough to be worn with casual and formal pieces, making them a good choice for dressier occasions or situations that need a more refined look. 

Some heeled knee high boot pairing ideas:

  • Pair a boot like the Cagliari with a fitted midi dress and a belted coat for a sophisticated, professional look
  • Pair something like the Caliana with skinny jeans and a woollen jumper for a chic, casual outfit


Flat Knee High Boots

Flat knee high boots prioritise comfort, making them ideal for everyday wear. These boots are perfect for winter errands, casual outings, or any setting with a relaxed vibe where you don’t want to compromise on style.

Some flat knee high boot pairing ideas:

  • Pair a lace-up boot like the Mika with leggings and a baggy jumper for a casual, cosy look
  • Pair the Emaline with a mini skirt, tights, and a turtleneck sweater for a casual and trendy winter outfit


Riding Boots

Riding boots are inspired by an equestrian-aesthetic, and typically feature a low heel and classic design. These boots are practical and stylish, lending themselves well to both city and countryside settings.


Some riding boot pairing ideas:

  • Pair a simple riding boot like the Cinzia with skinny jeans, a neat jumper, and a wool coat for a timeless, clean-cut look
  • Pair an elegant riding boot like the Rachel with a sweater dress and tights for a comfortable, stylish winter ensemble


Leather Knee High Boots

Leather knee high boots are durable and timeless, and their sleek aesthetic works for both casual and formal outfits. Their sturdy material makes these boots perfect investment pieces to use year after year.


Some leather knee high boot pairing ideas:

  • Pair a brown, buckled boot like the Phoebe with wide-leg trousers and a fitted jumper for a sophisticated, fashionable look
  • Pair a heeled leather boot like the Neptune with a mini skirt, tights, and a blazer for a smart casual, winter-friendly outfit


Knee High Boot Outfits

Now we’ve looked at types of knee-high boots, let’s explore some ways to style them with various outfits.


How to Wear Knee High Boots with Dresses and Skirts

Knee high boots pair really well with dresses and skirts, adding warmth and style to your winter outfits. If you’re after a polished look that will keep you comfortable and warm in cold temperatures, try the following: 

  • Knee high boots with midi dresses: pair heeled knee high boots with a fitted midi dress for a balanced look that highlights your silhouette while keeping you warm
  • Knee high boots with mini skirts: style knee high boots with a mini skirt and tights for a cosy, playful winter outfit


How to Wear Knee High Boots with Jeans

Knee high boots with jeans is a classic winter pairing, offering comfort and style in abundance. This versatile combination works well for both casual and smart-casual occasions. Here’s how to do it:

  • Knee high boots with skinny jeans: tucking skinny jeans into knee high boots gives a sleek and streamlined look, with an oversized jumper offering nice balance to the outfit 
  • Knee high boots with straight-leg jeans: wearing straight leg jeans over knee-high boots lets the boots peek out, and a tailored blazer adds a polished, modern finish for the ensemble


How to Wear Knee High Boots with Leggings

Leggings and knee-high boots are a great pairing if you want a casual, comfortable winter outfit. This combination is great for layering and offers a nicely fitted look, ideal for staying warm and stylish on relaxed winter days. Try these combinations:

  • Knee high boots with classic leggings: pair flat knee high boots with leggings and a baggy jumper for a laid-back look that’s perfect for running errands or taking it slow
  • Knee high boots with leather leggings: style a pair of heeled knee high boots with leather leggings and a long coat for a sophisticated, fashionable winter outfit


How to Wear Knee High Boots with Trousers

Knee high boots can bring structure and style to a tailored pair of trousers, making this combo ideal for smart casual or business casual outfits. Here’s how to pull this look off:

  • Knee high boots with tailored trousers: pair heeled knee high boots with cropped or tapered trousers for a nice office-ready outfit, and finish with a stylish blazer
  • Knee high boots with wide leg trousers: wear flat knee-high boots with wide-leg trousers for a modern look and bring it to life with a tucked-in blouse or sweater for a nicely balanced silhouette


Do's and Don'ts for Wearing Knee High Boots


With our styling tips in mind, here are some other things to think about when building your knee high boot winter outfit.

 

  • Do experiment with different textures. Knee high boots come in materials like leather and suede, each of which can add a unique element to your outfit.
  • Don’t ignore your silhouette. For example: tucking wide-leg trousers into boots can create a bulky look and disrupt your overall shape.
  • Do choose the right heel height. Different heel heights work for different occasions, with flat boots leaning more casual and heeled ones working better with smarter outfits.
  • Don’t overlook the proportions of your outfit. Balance is key, so if you're wearing a shorter dress, consider adding tights to complement the length and style of knee high boots.


Dress With Confidence This Winter

Knee high boots are versatile and stylish, and make a perfect addition to any winter wardrobe. Now you’re up to speed on the different types of knee high boots and how to style them, it’s time to add your creativity to the mix and create some stunning winter outfits. Whether you go for a flat boot, a heeled boot, a leather boot or anything else, you’ll be able to walk with confidence when the cold weather sets in. 

We’re proud to offer a wide selection of ladies Knee high boots with all styles represented, from wide calf to slim calf fittings. Find your perfect pair at Jones Bootmaker today! Like always, if you have any questions about trainers just get in touch with our team - we'll be happy to help.

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