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How-to guides, Fashion · February 16, 2025

How To Wear A Maxi Dress In Winter: 8 Warm & Stylish Outfits

If you think maxi dresses are just for the warmer months, think again! When the cold weather starts to set in, a maxi dress is the perfect piece to look effortlessly chic while keeping you toasty.

How to wear a maxi dress in winter: 8 warm & stylish outfits
Keep Scrolling For How To Wear A Maxi Dress In Winter
Ruffle Sleeve Dress-John Lewis

With some creative styling, this overlooked garment will become a winter wardrobe staple. If you want the inside scoop and tips and tricks on how to wear a maxi dress in winter, then keep reading.

How To Wear A Maxi Dress In Winter 101

Maxi-dresses come in different styles and materials, and some are designed with heavy winter fabrics making it easier to shop. If you have a summery maxi dress in lighter materials don’t rush out to buy a new one, just follow these tips to transition them to winter.

Mix Up Your Footwear

A pair of boots and a maxi dress are a match made in fashion heaven that works for many occasions. For a dressier vibe opt for leather knee-high boots or metallic kitten heel ankle boots. A flat pair of mid-length chunky boots are a practical choice during the day, or try biker boots for an edgy look. 

If trainers are your go-to choice of footwear try a slimline pair such as Nike Cortez or Adidas Gazelles, and experiment with bold colours and patterns to inject some fun into your outfit.

If you still want to wear a pair of heels a closed-toe shoe is ideal, or wear open-toe shoes with patterned or sparkly tights for toasty toes. For a work outfit, a pair of chunky loafers with a pair of cosy ankle socks is just the ticket.

When it comes to winter footwear, the best shoes to choose should be made of durable materials to protect your feet from the season’s rain and snow. 

Layers, Layers, Layers 

The colder winter months are all about layers to effortlessly transfer your wardrobe to winter dressing while adding an extra layer of warmth. Wear a long sleeve tee or roll-neck top underneath or a wool knitted vest over the top of your maxi dress. To maximise wear, transform a maxi dress into a maxi skirt with a chunky knitted jumper or a cosy wool cardigan.

Choose The Right Outerwear 

When it comes to outerwear the most important thing during the winter season is to stay warm. If you want to re-wear coats and jackets from previous seasons add cosy accessories such as brightly coloured scarfs, and knitted beanies. Bare legs won’t cut it in winter so wear a pair of thick tights or thermal leggings to keep the chill at bay.

Don’t Forget To Accessorise

Choosing the right accessories is the easiest way to elevate an outfit, so think statement earrings, chic handbags, cute hair accessories, and a pair of stylish sunglasses. 

How To Style A Maxi Dress In Winter: 8 Fabulous Looks

A black maxi dress is a great option due to its versatility, but choose any style and colour you want. If buying one, neutral colours such as black or brown are the better choice to pair with your existing wardrobe, getting more bang for your buck! 

Check out how to wear a maxi dress in winter in 8 different ways.

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1.Trainers And A Cosy Coat

Winter is the perfect season to invest in a cosy faux fur coat and looks gorgeous with a maxi dress. Keep it chic by sticking to one colour palette, such as brown, and play around with materials like suede or leather for bags and footwear. Layer up with a pair of thick tights, wear a baseball cap for cool girl vibes and leopard print trainers for a contemporary twist.

How to wear a maxi dress in winter: trainers and a cosy coat
Black Dobby Shirred Puff Sleeve Maxi Dress-Scampi & Dude/Dark brown mid length faux fur coat-River Island/Pure Cotton Baseball Cap-M&S/Leopard Retro Trainers-Tu/Deliberate XL Brown Bag/Dune London

2. Biker Boots With A Long Coat

Biker boots remain a popular choice of footwear as they suit all seasons, especially winter. These buckled boots can be grungy or chic depending on how you style them. For the latter, layer with a neutral-coloured wool vest, a long classic trench coat, a pair of tights and a crossbody bag.

How to wear a maxi dress in winter: Biker boots with a long coat
Black Dobby Shirred Puff Sleeve Maxi Dress-Scampi & Dude/Khaki Trench Coat-F&F/Leopard Half Moon Bag-Tu/Brown Milno Crew Neck Vest-Kin-John Lewis/Black Biker Boots-George at Asda

3.Mix Denim And Suede 

Denim and suede are an iconic duo that go perfectly together. For a modern look, opt for an oversized denim jacket and suede knee boots or mid-length, depending on your preference. Keep the accessories simple with a neutral-coloured leather or vegan handbag and a pair of gold hoops. 

How to wear a maxi dress in winter: Mix denim and suede
Black Dobby Shirred Puff Sleeve Maxi Dress-Scampi & Dude/Denim Jacket-Kin-John Lewis/Brown Mid Length Ruched Boot-Tu/Laila Slouch Shoulder Bag-Katie Loxton/Pippa Puffy Ridged Gold Plated Hoop Earrings-Oliver Bonas

4. Wear A Chic Leather Jacket

A black leather jacket is a great way to transform any outfit and give an edgy look. Choose a heavier jacket for extra warmth, with black boots and add some colour with a cherry red shoulder bag, fun sunglasses and accessorise your hair with an oversized scrunchie.

How to wear a maxi dress in winter: Wear a chic leather jacket
Black Dobby Shirred Puff Sleeve Maxi Dress-Scampi & Dude/Leather Jacket-John Lewis/Extra Large Scrunchie-Accessorize/Black PU Kitten Heel Ankle Boot-Tu/Kelly Sunglasses in Vanilla Tortoise-IOLLA/Dark Red Oversized Half Moon Bag-Tu

5. Matching Boots And Bag

To bring a look together, matching boots and bags are a dream combo, and burgundy is a sophisticated choice. Opt for taller boots to stay warm, a long wool coat and finish with simple gold jewellery for an outfit guaranteed to be on repeat all winter.

How to wear a maxi dress in winter: Matching boots and bag
Black Dobby Shirred Puff Sleeve Maxi Dress-Scampi & Dude/Polly Puffy Heart Gold Plated Large Hoop Earrings-Oliver Bonas/Burgundy Kitten Heel Mid Boot-F&F/Burgundy Grab Handle Handheld Bag-Accessorize/Burgundy Longline Coat-F&F

6. Layer A Roll-Neck Jumper

You can still wear your maxi dress in the colder winter months, and this is where layering comes in. Wear a long-sleeved roll-neck jumper or crew neck top underneath to keep your arms toasty, and wrap up in a cosy puffer jacket and patterned tote bag. Throw on some chunky loafers with cosy socks for a stylish winter outfit. 

How to wear a maxi dress in winter: Layer a roll-neck jumper
Black Dobby Shirred Puff Sleeve Maxi Dress-Scampi & Dude/Cream Borg Puffer Jacket-F&F/Gingham Ruffle Tote-Oliver Bonas/Thermal Socks-M&S/Red Faux Leather Trim Chunky Loafers-River Island/Studio Edit khaki roll neck-George at Asda

7. Cowboy Boots And Colourful Scarf

Cowboy boots have become a capsule wardrobe staple and are perfect with a maxi dress; don’t forget tights or thick socks. A brown suede jacket compliments the Western theme, and a bright red scarf adds a pop of colour. Bring the look together with a stylish shoulder bag and your favourite hair accessory.

How to wear a maxi dress in winter: Cowboys boots and colourful scarf
Black Dobby Shirred Puff Sleeve Maxi Dress-Scampi & Dude/black knee western boots-George at Asda/ANYDAY Red Scarf-John Lewis/Alba Tort Rectangular Claw Clip-Oliver Bonas/Suede Bomber Jacket Dark Tan-Crew Clothing/Highgate Monochrome Bag-Dune London

8. Add A Bit Of Sparkle

A black maxi dress is the perfect party dress and a blank canvas to accessorise however you want. For a special occasion such as date night or an event, add some shiny metallic boots in silver or gold, a sparkly bag and a pair of statement earrings. A long belted wool number is a chic winter coat choice to protect from the cold.

How to wear a maxi dress in winter: Add a bit of sparkle
Black Dobby Shirred Puff Sleeve Maxi Dress-Scampi & Dude/Brown Italian Wool Blend Belted Wrap Coat-River Island/Black Beaded Bow Handle Clutch Bag-River Island/Celestial Diamante Door Knocker Earrings-Accessorize/Gold Boot-George at Asda

And there you go—how to wear a maxi dress in winter in 8 fabulous ways. A maxi dress works for all seasons and is one of the most versatile pieces around. You probably own many of the items suggested already so use these styling tips and a sprinkle of creativity to rock your maxi dress all winter.

Posted By: Sarah Ridgway · In: How-to guides, Fashion

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