Winter Outfit Ideas: How to Wear & Style Dresses in Winter

Winter Outfit Ideas: How to Wear & Style Dresses in Winter

Winter is here, and it doesn't mean you have to pack away your favourite dresses. With the right styling tips and winter outfit ideas, you can comfortably and fashionably wear dresses throughout the colder months. From layering with cosy cardigans to choosing the perfect shoes and accessories, this guide will help you master winter outfit styling for both casual and formal occasions. Let's dive into how to style dresses for winter and keep your wardrobe cosy yet versatile and chic.




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Layering with Cardigans and Sweaters

One of the easiest ways to make your dresses winter-ready is by layering. Here are some tips on how to wear dresses in winter with cardigans and jumpers:


1. Cardigans

  • Long Cardigans: Pairing a long cardigan with a dress creates a cosy and stylish look. Choose a chunky knit for added warmth and texture.
  • Belted Cardigans: Adding a belt to your cardigan can give you a more defined silhouette. This is particularly effective with flowy or A-line dresses.
  • Cropped Cardigans: These work well with fit-and-flare dresses, providing warmth without overwhelming your figure.

2. Sweaters

  • Over-the-Dress Sweaters: Layering a sweater over a dress can transform it into a skirt. This is a great way to get more mileage out of your dresses in winter.
  • Turtleneck Sweaters: Wear a turtleneck sweater under a sleeveless dress for a chic, layered look that's both warm and stylish.



Coat and Jacket Styling for Winter Dresses

Leona Edmiston Ruby Women's Dynamic Taupe Coat

Choosing the right coat or jacket is essential for creating a stylish winter outfit with dresses. Here are three versatile outerwear options to consider:


1. Long Wool Coats

A tailored wool coat is a timeless choice that works with almost any dress. Opt for neutral colours like black, grey, or camel for versatility.


2. Puffer Jackets

For maximum warmth, a puffer jacket is a great option. Choose a fitted style to avoid looking bulky, and pair it with casual dresses and boots for a balanced look.


3. Leather Jackets

A leather jacket adds an edgy element to your winter dress ensemble. It's perfect for transitioning from day to night and pairs well with knit dresses and ankle boots.

Check out our outerwear styling guide for more tips on how to style your coats and jackets.




Styling Winter Dresses With Tights and Leggings

Adding tights or leggings is essential for staying warm while wearing dresses in winter. Here's how to style dresses in winter with these wardrobe staples:


1. Tights

  • Opaque Tights: Black opaque tights are a classic choice that goes with almost any dress. They provide warmth and add a sleek, sophisticated touch.
  • Patterned Tights: For a bit of fun, try patterned tights. Polka dots, stripes, or even lace can add interest to a simple dress.
  • Coloured Tights: Don't be afraid to experiment with colour. Deep jewel tones like burgundy or forest green can make a bold statement.

2. Leggings

  • Basic Leggings: Pair basic black leggings with casual dresses for a comfortable and practical winter outfit.
  • Fleece-Lined Leggings: For extra warmth, choose fleece-lined leggings. They provide insulation without adding bulk.
  • Leather Leggings & Jeggings: For a more edgy look, leather leggings or jeggings can be paired with knit dresses or tunic-style dresses.



Shoes to Wear with Dresses in Winter

Choosing the right shoes is crucial for winter outfit styling. Here are some suggestions on what shoes to wear with dresses in winter:


1. Boots

  • Ankle Boots: These are versatile and can be worn with both casual and formal dresses. Opt for styles with a bit of heel for added elegance.
  • Knee-High Boots: Knee-high boots are perfect for longer dresses. They provide extra warmth and look incredibly stylish.
  • Over-the-Knee Boots: Pair these with shorter dresses for a bold and fashionable look. They keep your legs warm and add a touch of glamour.

2. Heels

  • Closed-Toe Heels: For formal occasions, closed-toe heels are a great option. Choose styles with thicker heels for better stability on icy surfaces.
  • Block Heels: These offer more support and comfort than stilettos, making them ideal for all-day wear.

3. Flats

  • Ballet Flats: If the weather isn't too harsh, ballet flats can be a comfortable and stylish choice for casual outfits.
  • Loafers: For a more polished look, loafers can be paired with dresses, particularly for professional settings.



Accessories to Complete Your Winter Outfit

Accessories can elevate your winter outfit and add a personal touch. Here are some ideas on what to wear with dresses in winter:


1. Scarves

  • Blanket Scarves: These are perfect for adding warmth and style. Wrap a blanket scarf around your neck for a cosy and chic look.
  • Infinity Scarves: Easy to wear and always stylish, infinity scarves are a great option for winter accessorising.

2. Hats

  • Beanies: A classic beanie can keep you warm and add a casual touch to your outfit.
  • Wide-Brim Hats: For a more sophisticated look, try a wide-brim hat. It's perfect for sunny winter days and adds a touch of elegance.
  • Berets: Add a chic flair to your winter ensemble with a beret. It's stylish, warm, and pairs beautifully with both casual and formal dresses.

3. Gloves

  • Leather Gloves: Stylish and practical, leather gloves are a great addition to any winter outfit.
  • Knit Gloves: For a more casual look, opt for knit gloves in complementary colours.



Winter Outfit Styling Tips for Different Occasions

Khoko Smart Women's Mono Print Wrap Bloom Dress

Whether you're dressing for a casual day out, a professional setting, or a formal event, winter brings unique styling challenges. Here are some winter outfit ideas to help you look stylish and stay warm for any occasion.


1. Casual and Daily Wear

For everyday winter outfit inspo, focus on comfort and warmth without sacrificing style. Pair a sweater dress with opaque tights and ankle boots. Add a long cardigan and a blanket scarf for extra cosiness.


2. Professional Settings

For a professional winter dress, choose a long-sleeved winter dress in a neutral colour. Layer with a tailored blazer and add closed-toe heels or loafers. Accessorise with a structured tote and simple jewellery for a polished look.


3. Formal Occasions

For winter cocktail dresses, opt for rich fabrics like velvet or satin. Pair with patterned tights and elegant closed-toe heels. A faux fur jacket or a statement necklace can add a touch of glamour.

Dressing stylishly in winter doesn't mean you have to give up on wearing dresses. With the right layering techniques, accessories, and footwear, you can create versatile and chic winter outfits. Whether you're heading to a casual outing, a day at the office, or a formal event, these tips will help you master how to style dresses in winter. Embrace the season and let your wardrobe shine with these winter outfit ideas.




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