Chic Winter Dinner Outfits: The Perfect Ensemble with Eye-Catching Headwear
Style Guide

Chic Winter Dinner Outfits: The Perfect Ensemble with Eye-Catching Headwear

27 / Jun / 2024
5 min read

Struggling to style for a date night in winter? How do you find the perfect mix of utility (a.k.a. Keep warm and cosy amidst the cold) and style (a.k.a. Look bomb!)? The answer is simple: put a hat on! No, really.

Headwear is often overlooked. We know, wearing a hat isn’t always the best option to keep your hair looking nice; some of them aren’t comfortable to wear either. But hats are the ultimate combination of style and function. Here’s a detailed guide on how to master chic dinner outfits with eye-catching headwear.

1. The Power of Layering

chic winter dinner outfits for tops

Now, don’t get us wrong. We think each part of an outfit is equally important! So make sure you have everything sorted and think of layering.

Pick the perfect base. You can go with a lightweight turtleneck or a silk camisole. These provide warmth but are still quite lightweight. Layer it with a tailored blazer or a cosy cardigan. If you need another layer, a coat in black, camel or navy is great.

Layering gives you the freedom to play with textures, cuts and colours that add depth to your look!


2. The Statement Skirt or Trousers

chic winter dinner outfits bottoms

 Pair your top with a statement skirt or trousers. The key is still comfort, though! You can go for a more relaxed piece such as a pair of wide-leg trousers or a more polished pencil skirt. These pieces not only provide the necessary warmth but also contribute to a sophisticated silhouette.

3. Footwear Matters

chic winter dinner outfits footwear

Winter dinner outfits call for footwear that is both stylish and practical. Nobody likes the feeling of cold toes! Ankle boots with a sleek design and tiny heels are perfect for an elegant look. If you’re having a more formal dinner, knee-high boots in leather or suede are a great option.

4. Eye-Catching Headwear

Now, let's talk about the pièce de résistance: the headwear. Small, eye-catching headpieces can make a significant impact on your overall look. Here are some stylish options to consider:


a parisian-inspired chic winter dinner outfit


A classic wool beret in a bold colour can add a Parisian chic vibe to your outfit. Choose one with a fun pattern or a bright colour to break the monotony of a neutral-filled outfit.


a casual chic winter dinner outfit with a beanie, a sweater and a sleek pair of trousers


Beanies can tend to be quite casual, so opt to wear them during a more laid-back date.



a chic winter dinner outfit with a wet-look cap and a suit


While sporty-looking caps are better for more casual outings, more structured and vintage-inspired caps look great for more sophisticated occasions. Go for a baker boy cap or a woven straw cap for a more interesting aesthetic.

5. Finishing Touches

Finish off your look with delicate jewellery that compliments your overall look. Pearl earrings, a dainty necklace or a sleek bracelet are great options. A structured handbag in a neutral color is also great to complete your outfit.

Remember, the key is in the details – a well-chosen headpiece can elevate your outfit and make you stand out at any winter dinner event. Embrace the season with confidence and style, and let your personality shine through your carefully curated winter dinner outfits.