The 13 Best Shoes to Wear with a Maxi Dress in the Winter
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  • Writer's pictureBrenda

The 13 Best Shoes to Wear with a Maxi Dress in the Winter

Maxi dresses are not just for warm weather. With the right styling, you can enjoy the elegance and comfort of maxi dresses even in the winter months.

Whether you're attending a winter wedding, a holiday party, or simply want to stay fashionable on a chilly day, I've compiled a list of over 13 stylish shoes to pair with your winter maxi dress.


From boots to heels to cozy flats, these shoe options will keep you looking chic and feeling warm in the cold weather. Later on, I would also be sharing some of the best ways to style your favorite maxi dress for the winter season.

*Disclosure: This post may contain affiliate links, which means that I get a small commission if you decide to make a purchase through the links, at no cost to you.

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What Shoes to Wear with Maxi Dress in Winter

1. Ankle Boots:

Ankle boots are a versatile choice to wear with a winter maxi dress. Opt for classic black or experiment with suede or leather options. Heeled ankle boots can add a touch of elegance for a special occasion, while flat styles offer comfort for casual outings.

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2. Knee-High Boots:

Knee-high boots are a fashionable and practical choice for winter. They provide extra warmth and can complement a maxi dress beautifully. Pair them with a long cardigan or coat for a cozy, layered look.

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For those of you with wide calves, try THIS OPTION

3. Over-the-Knee Boots:

For a dose of drama and style, over-the-knee boots are a great option. Tall boots look stunning with maxi dresses, particularly when there's a slight slit in the dress to reveal a portion of the boots. Boots with high heels are a great choice for more formal events.

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4. Heeled Booties:

Heeled booties elevate your winter maxi dress outfit. These ankle boots with a heel add a touch of sophistication and elongate your silhouette, making them the perfect choice for formal occasions.

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5. Velvet Pumps:

Velvet pumps exude luxury and are a great choice for winter events. Choose deep, rich colors like burgundy, forest green, or navy to complement the season's palette. Pumps with chunky heels are a good option for those who are less sturdy on their feet.

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6. Brogue or Oxfords:

For a smart-casual look, pair your long dresses with brogue or Oxford shoes. These lace-up flats add a touch of androgynous style and keep you comfortable throughout the day. Complete your look with a longline blazer.

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7. Loafers:

Loafers are another comfortable yet stylish option for winter maxi dresses. Opt for classic leather loafers or choose a statement pair in a bold color or with embellishments. Flat shoes are an excellent choice to go with if you plan to be on your feet for long.

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8. Faux Fur Boots:

Stay cozy and chic by wearing faux fur-lined or faux fur-trimmed boots with your long maxi dress. These boots offer warmth and a touch of luxury to your outfit. They’re the perfect shoes to pair with a leather jacket during the colder months.

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9. Sock Boots:

Sock boots are a trendy choice that snugly fit around your ankles, creating a sleek and modern look. They pair well with both casual and dressier maxi dresses. These boots are an excellent choice for date nights in the winter.

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10. Winter Mules:

Mules can be an unconventional yet fashionable choice for winter maxi dresses. Look for mules with a closed toe and a slight heel for added warmth and style. A pair of lined flat mules could be worn for a more casual look at an indoor winter event.

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11. Shearling-Lined Boots:

For the coldest winter days, opt for shearling-lined boots. This is a great way to stay stylish yet practical in the cold. Shearling-lined boots provide insulation and comfort while maintaining a stylish appearance.

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12. Sparkling Heels:

Embrace the festive spirit of winter by choosing sparkling heels to wear with your maxi dress for holiday parties or formal occasions. Make sure you check that you won’t have to walk in the snow before arriving at your destination.

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13. Cozy Slippers:

If you're wearing your maxi dress at home or for a relaxed gathering, cozy slippers can be a comfy and charming choice. Look for slippers with a bit of flair, such as faux fur or knit designs.

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Maxi dresses are a versatile addition to your winter wardrobe. By pairing them with the right shoes, you can stay warm and fashionable during the colder months.

Whether you prefer the elegance of heels, the warmth of boots, or the comfort of flats, these 13 shoe options offer a range of stylish choices to complement your winter maxi dress outfits.

Don't let the cold weather stop you from showcasing your fashion sense and embracing the beauty of maxi dresses all year round.

Get the look HERE

As you can see maxi dresses aren't just reserved for summer; they can be a chic and cozy choice for the winter season too. With the right fabrics, styles, and layering, you can embrace the beauty of maxi dresses while staying warm.

Now that you have a good idea of the best shoes to pair with them, we'll explore 9 types of maxi dresses that are perfect for winter, ensuring you look elegant and comfortable in the colder months.

Maxi Dresses to Wear in the Winter

1. Sweater Maxi Dress:

A sweater maxi dress is the epitome of winter coziness. Made from warm and soft knit fabrics, these dresses are the best choice for cold days. Pair them with knee-high boots and a chunky scarf for chic look you can wear everyday.

Get the look HERE

2. Velvet Maxi Dress:

Velvet is a luxurious fabric that exudes elegance. A velvet maxi dress in deep, rich colors like burgundy, forest green, or navy adds a touch of opulence to your winter wardrobe. Accessorize with statement jewelry and heels for a glamorous look.

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2. Long-Sleeve Maxi Dress:

Opt for a maxi dress with long sleeves to keep the chill at bay. These dresses provide ample coverage while still allowing you to showcase your personal style. Consider floral prints or muted tones for a winter-appropriate look.

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3. Turtleneck Maxi Dress:

A turtleneck maxi dress combines sophistication with warmth. The high neckline provides extra insulation, making it a perfect choice for various occasions during the cold weather. Pair with ankle boots and a tailored coat for a polished ensemble.

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4. Flannel Maxi Dress:

Flannel isn't just for shirts; it can also make a cozy and stylish maxi dress. This fabric is perfect for casual winter outings. Layer with tights, a denim jacket, and combat boots for a rustic look.

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5. Plaid Maxi Dress:

Plaid patterns are quintessentially winter. A plaid maxi dress can be both festive and fashionable. Wear it with ankle boots and a belt for a chic, layered look. If your plaid maxi has short sleeves, a great way to make it winter-appropriate is by adding a simple sweater underneath or a cardigan on top.

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6. Wrap Maxi Dress:

Combine the elegance of velvet with the sophistication of a wrap dress. A velvet wrap maxi dress is not only stylish but also flattering. Add a statement belt to cinch the waist and create an hourglass silhouette.

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7. Sheer Maxi Dress with Layers:

For a daring yet romantic look, consider a sheer maxi dress layered over a slip dress or thermal leggings. This style allows you to showcase your creativity while staying warm with proper layering. You could also just layer your sheer maxi over a turtleneck sweater.

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8. Bohemian Maxi Dress with Booties:

Bohemian-inspired maxi dresses are versatile and comfortable. For everyday wear, pair them with ankle booties, a wide-brimmed hat, and a faux fur vest for a free-spirited winter look.

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Maxi dresses can be a stylish and practical choice for the winter season, offering warmth and elegance simultaneously.

Whether you prefer the coziness of sweater dresses, the opulence of velvet, or the versatility of long-sleeve styles, these 9 types of maxi dresses are perfect for elevating your cold-weather fashion game. Embrace the beauty of winter fashion by incorporating maxi dresses into your wardrobe and staying comfortable and chic all season long.

Get the look HERE

Maxi dresses may be synonymous with summer, but don't stash them away when the temperatures drop. With a little creativity and some smart layering, you can transform your favorite maxi dress into a chic winter ensemble.

Below, we'll explore 5 stylish ways to style a maxi dress during the colder months, keeping you cozy and fashionable all winter long. I’m talking the right pair of shoes, sweaters and outerwear to go with your long dress.

Get the look HERE

5 Ways to Style a Maxi Dress in the Winter

1. Add a Chunky Knit Sweater:

Layering is the key to winter maxi dress styling. Begin by pairing your maxi dress with a chunky knit sweater. Choose a sweater that complements the color or print of your dress.

Cinch your waist with a belt to create a flattering silhouette and add ankle boots for warmth and style. This look combines the elegance of a maxi dress with the comfort of a cozy sweater.

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2. Cozy Cardigan and Scarf:

Wrap yourself in warmth by topping your maxi dress with a long, chunky cardigan. Opt for a neutral or contrasting color to create a stylish contrast.

Throw on a thick, oversized scarf and accessorize with knee boots or ankle booties. This outfit is perfect for casual occasions or a relaxed winter brunch.

Get the look HERE

3. Leather Jacket Edge:

For a more edgy and urban winter look, layer a leather jacket over your maxi dress. This juxtaposition of soft and tough creates a dynamic outfit.

Finish this stylish option with combat boots and a beanie for a stylish, winter-ready appearance. A leather jacket can instantly transform your maxi dress into a bold and contemporary outfit and elevate your overall look.

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4. Turtleneck and Leggings:

When the temperature plummets, opt for a maxi dress with a higher neckline or add a turtleneck underneath for extra warmth. Layer thick leggings or thermal tights to keep your legs cozy.

Complete your overall look with cowboy boots or over-the-knee boots. This style is perfect for those crisp winter days when you want both style and comfort.

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5. Long Coat Elegance:

Maxi dresses and long coats are a match made in winter fashion heaven. Throw on a tailored, floor-length coat over your dress to create an elegant look that's both polished and warm.

Add a belt to accentuate your waist and knee-high or over-the-knee boots for extra insulation. This outfit is perfect for formal events or when you want to make a grand entrance in the winter cold.

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Don't let your maxi dresses gather dust in your closet during the colder weather. By experimenting with layering, accessories, and outerwear, you can create a multitude of stylish and cozy winter looks.

From adding chunky knits to topping with leather jackets or long coats, these 5 styling ideas ensure that your maxi dresses can shine in the chilly season. Who says a maxi skirt or dress can only be paired with flat sandals and ballet flats?

So, embrace the elegance of maxi dresses all year round and make a fashion statement even when the snow falls.

Get the look HERE

Do check out my post: 7 Shoes to Wear with Dresses in the Winter for the perfect pair of hoes to go with any dress in the winter.

I also have a post: The 8 best Shoes to Wear with a Maxi Dress, which showcases different styles of shoes to pair with a maxi all year long.

Get the look HERE

Until the next post,



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