Here’s How To Level Up Your Casual Winter Outfits
Style Guide

Here’s How To Level Up Your Casual Winter Outfits

04 / Jul / 2024
5 min read

The cold of winter could get you feeling lazy to get ready and dress up. But we think it’s the best opportunity to play with fashion! Layering? Count us in. Topping the look off with a piece of headwear? Yes, please.

While some may not have headwear on top of their must-buys for winter dressing, they’re definitely a practical but stylish way to amp up your winter outfits. The right hat can elevate your look in an instant. Here’s how to do it.

Headwear serves two purposes in winter fashion: provide warmth and add flair to or tie together your outfit. Accessories can make an outfit memorable too!

Top Picks for Eye-Catching Headwear



casual winter outfit featuring a beret
FORD MILLINERY Friend Kate Waterhouse wearing our "EMILY" wool beret, as styled by Jess Pecoraro.

Style Tip: A classic wool beret is a versatile piece that adds a touch of sleekness to any outfit. Opt for bold colors like red or emerald green to make a statement.

Outfit Idea: Pair a red beret with a black turtleneck, high-waisted jeans, and ankle boots for a casual yet stylish look.



casual winter outfits featuring beanies

Style Tip: Beanies are a winter staple. While neutral colours are a classic choice, take the colourful route for a standout accent to your outfits.

Outfit Idea: Pair a beanie with an oversized sweater, leggings, and knee-high boots for a cosy, fashionable ensemble.

Wide-Brimmed Fedora


winter casual outfits featuring a wide-brimmed wool hat
FORD MILLINERY Friend Stephanie Brown wearing our "FRANKIE" wool fedora hat in black.

Style Tip: A wide-brimmed fedora is perfect for adding a touch of sophistication to your casual winter attire. Choose one in a neutral colour to complement various outfits.

Outfit Idea: Wear a cream-coloured fedora hat with a white knit sweater, skinny jeans, and a plaid scarf for a chic, casual look.

Building the Perfect Casual Winter Outfit

Layering Essentials

Base Layer: Start with a comfortable base layer such as a thermal shirt or a lightweight turtleneck. This provides warmth without adding bulk.

Middle Layer: Add a cosy sweater or cardigan. Chunky knits are perfect for adding texture and warmth.

Outer Layer: A stylish coat is crucial. Opt for wool or down coats for ample warmth. Trench coats or parkas are great for a casual everyday look. A more structured coat is perfect for more special or formal occasions.


Jeans: A good pair of jeans is a winter wardrobe staple. Skinny jeans are perfect for tucking into boots, while straight-leg jeans offer a more relaxed fit.

Leggings: For ultimate comfort, leggings are the way to go. Plus points if these have built-in warmers.


Ankle Boots: Versatile and stylish, ankle boots can be dressed up or down.

Sneakers: If you like something more casual, sneakers are the way to go. They’re comfortable too.

Creating a cohesive look

Colour coordination is key to creating a cohesive and stylish winter outfit. Here are some tips for coordinating colours:

Neutral Base: Start with a neutral base for your outfit. Think: black, grey, or beige. This makes it easier to add pops of colour with your headwear and accessories.

Complementary Colours: Use the colour wheel to find complementary colours that enhance each other. For example, a navy coat pairs beautifully with a mustard cap.

Monochrome: For a sleek and sophisticated look, try a monochromatic outfit. Different shades of the same colour can create a harmonious and stylish ensemble.

Casual winter outfits can be both warm and stylish, especially when you incorporate eye-catching headwear. Remember to layer effectively, choose the right accessories, and pay attention to colour coordination to create the perfect winter ensemble.