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Shoes To Wear With A Maxi Dress In Winter: 12 Outfit Ideas

Shoes To Wear With A Maxi Dress In Winter: 12 Outfit Ideas

Winter is coming, and so is the question of which shoes to wear with a maxi dress in winter. If you want to look extra stylish during the holiday season, then a maxi dress is one of the best options for you.

However, the secret to looking like a million-dollar baby is in how you style your whole outfit. It’s definitely not enough to just find a beautiful dress and hope to become a fashion diva. But don’t worry, there are a few more steps that you’ll need to take to reach your goal and I won’t leave you hanging.

Today I’m here to tell you how to find the perfect shoes that will be your maxi dress’s BFF. So, if you’re ready to have an outfit that says “I run this world!” let’s scroll down and see the recipe.

The best shoes to wear with a maxi dress in winter

You know how they say, first things first. So, let’s talk about a maxi dress for a second. It’s a long dress that mostly reaches your ankle, but sometimes it even reaches the ground. That’s why it’s women’s favorite winter outfit.

Especially because it gives us style, but also warmth and comfort. I mean, it’s not like any of us like to freeze during those cold winter days. So, now that we’ve concluded that a maxi dress is a great option to look amazing we just need to find out which shoes to wear with it in winter.

Don’t worry, I’ve got you covered. Here are 13 types of shoes that will look absolutely stunning when combined with your new maxi dress. Enjoy!

1) Ankle boots

Shoes To Wear With Maxi Dress In Winter: 12 Outfit Ideas

Let’s start with the world’s most popular combination, ankle boots plus a maxi dress. Whether you choose low or high-ankle boots, they will give your whole look a dramatic sparkle that will definitely make you stand out.

For the coolest winter outfit, you can add a fancy coat that will be from the same color palette as your boots. And, of course, add a bag that matches the whole vibe. Another one of the coolest ideas to complete the look is to choose a fashionable backpack.

If your maxi dress is simple, then you should choose ankle boots with some kind of pattern that will make your whole outfit a bit more fun. One of my all-time favorites are Kendall + Kylie Kara checkered ankle boots and alligator pattern ankle boots that you can find in so many different colors.

2) Suede boots

It’s time to move on to suede boots. Ever since suede made its first appearance back in 1884, it became one of the world’s most widely used materials.

I’m sure you’ve already noticed that these boots are never going to fail you. No matter if you wore them in 2010 or if they were your favorite option in 2022, you were never in the wrong to wear them.

So, now that you’re looking for shoes to wear with a maxi dress in winter, suede boots are still the right answer. Since the most popular ones are in natural colors like nude, dark or light brown, and even olive, I suggest you choose your dress according to them.

Therefore, to make a perfect outfit, I would suggest you pick a dress that will have red, orange, brown, or dark yellow tones.

3) Combat boots

Shoes To Wear With Maxi Dress In Winter: 12 Outfit Ideas

Combat boots are also one of the things that never go out of style. You can style them with pants, short dresses, skirts, and of course, maxi dresses.

This is my favorite combo and the reason why I simply adore winter. It gives me a chance to make a great outfit that’s not just fashionable and stunning but also comfortable enough to wear a jacket, too.

If you’re planning to choose combat boots, I suggest you wear a shorter maxi dress so your boots are still visible. If your dress is full of patterns, then your boots should be simple. They are still stylish enough that their simplicity is making them stand out.

However, if you’re wearing a simple dress, choosing a cool pattern for your combat boots would be a good idea. You can try military boots, Cosmic combat lace-up, Distorted Realms checkered combat boots, and even Cast Your Light combat boots for a little bit of spice.

4) Knee-high boots

Knee-high boots might not come to your mind because they aren’t visible under the dress, but they are still one of the great options when you want to find a cool winter outfit. Why though? Simply because they can help you dress both, up and down.

If your dress is fitted, then it’s best you wear higher heels so that it can help you elongate your look and make you look, extra professional. Therefore, it’s a great idea for a business meeting or a fancy dinner.

However, if your dress is loose, flats or low heels will be your best friends. They will allow your dress to stay flowy and create a perfect winter look. If you ask me, it’s perfect for going for a walk or grabbing a cup of coffee with your friends. The look is simple, yet fashionable and elegant.

But that’s not the only power that knee-high boots are hiding. You can also use them to tuck in your dress. So, you should definitely check out the slouched boots. They look stunning (especially if you pair them with a leather jacket) and the whole outfit will keep you warm.

5) Cowboy boots

Shoes To Wear With Maxi Dress In Winter: 12 Outfit Ideas

Cowboy boots hold similar power as the knee-high boots that we’ve just mentioned. You can dress up or dress down in them, but you have to be a bit more careful about how you style your whole outfit.

Cowboy boots are noticeable enough on their own, so if you choose them, you need to make sure that your dress is not full of patterns and different colors. It’s best you choose a simple dress that you will combine with the coolest pair of cowboy boots.

One of the great options is Hayward leather cowboy boots. The best thing about them is that they come in many colors such as red, blue, white, and black, so you can easily style them.

However, you should also definitely check out Archer Pricky Tall, Dagget Boot, and Women’s 11 in Western Boots if you’re looking for some unusual patterns.

6) Lug boots

Another type of shoes to wear with a maxi dress in winter are definitely lug boots. The best thing about them is that almost every woman has a pair of them somewhere in her shoe racks.

These boots are amazing for a rainy winter day and will help you look as stunning as Irina Shayk. But she’s not the only celebrity rocking this style, as Kendall Jenner, Bella Hadid, Lucy Hale, and many more were seen wearing lug sole boots.

They are usually simple, either in one color, or combining two similar ones. Therefore, they will allow you to experiment with your dress. That’s why many women who adore long colorful dresses choose this type of boots as their friend during winter.

7) Heels

Shoes To Wear With Maxi Dress In Winter: 12 Outfit Ideas

Whoever said that heels need to wait for summer was very wrong. Heels are always welcome so they are a perfect pair of shoes you can style with your maxi dress, even in winter!

If you’re getting ready for a night out, a business meeting, a date, or basically anything else that requires that you’re dressed up, heels and a long dress will always be there for you. The whole outfit will look so elegant and stylish that you could go on a red carpet wearing it.

The best options during the cold winter days are definitely classic black pumps, especially if you’re pairing them with a long-sleeve maxi dress. Then you can break the all-black outfit with a piece of jewelry, a coat, or a bag in a color that will stand out. For an extra stunning and elegant look, I suggest the color red.

And boom, your outfit is bound to turn heads!

8) Mary Jane shoes

When you don’t know what shoes to wear with a maxi dress in winter, Mary Jane shoes are there to save the day. Since we’re talking about elegant and business looks, I thought it would be fair to remind you of this breathtaking pair of shoes.

If you’re getting ready for something very important to you and you want to make everyone stop and say “Wow, this woman is ready for a runway show!” then you’ll definitely choose Mary Jane shoes. Combining them with a simple, loose, long dress will help you achieve that goal.

They are an amazing option for gloomy winter days because you can even wear socks that will serve as an accessory and help you complete your look.

9) Loafers

Shoes To Wear With Maxi Dress In Winter: 12 Outfit Ideas

Loafers are always stylish and they help you achieve a gorgeous business look. My favorite way to style loafers with a maxi dress is to choose black loafers and combine them with a grayish-checkered, long dress.

To make the whole outfit look complete, I add a small black bag and a black coat. Even though you can always choose a jacket according to the weather. However, keep in mind the colors you combine because it’s really easy to go from a simple and fashionable look to something that will be considered “too much”.

10) Sneakers

When looking for shoes to wear with a maxi dress in winter, sneakers should always be one of the first options that come to your mind. But, what makes them so special?

Sneakers are always one of my favorite options no matter what I’m dressing up for. They are comfortable and give you a chance to spend the whole day walking, or the whole night dancing. However, they can still look equally stunning as some of the world’s prettiest heels.

The best thing about sneakers is that you can use them to make your style sporty and look effortlessly beautiful. But you can also use them to look professional, and even elegant if you combine them with the right piece of clothing.

Since we’re talking about a maxi dress today, you’ll be happy to hear that combining it with a pair of sneakers can help you achieve any of the looks I’ve just mentioned. And don’t forget that we’re talking about the cold weather, so you definitely wouldn’t have to worry about dealing with frozen feet.

Some of the best sporty sneakers are Zara Running Shoes, Bodega x New Balance 574 Legacy, Fila Disruptor II, or Nike’s Vapormax Plus.

For a neutral look, you can try Converse Chuck Taylor, Nike Air Force, or Adidas Gazelle. And finally, for something more elegant and professional try Karl Lagerfeld or Alexander McQueen shoes.

11) Dr. Martens

Shoes To Wear With Maxi Dress In Winter: 12 Outfit Ideas

For an edgy look, you would definitely like to try combining Dr. Martens with your maxi dress. It’s a perfect winter outfit especially when the days are getting darker and everything feels grayish and cold.

To make the whole look complete, add a leather backpack and a jacket of your choice. If you’re looking for an extra edgy look, I suggest you stick to the color black. However, if you don’t want to go that deep, you can definitely break the whole blackness with a white jacket.

12) Sock boots

And finally, I’m sure you’ve seen that sock boots are becoming more and more popular, so why not rock them yourself? Long dresses combined with them will give you a perfect neutral look, appropriate for most occasions.

Therefore, they truly are a perfect answer when you’re wondering which shoes to wear with your new maxi dress in winter. Bonus points, if you choose the knee-high sock boots, they will keep you warm too!

Final thoughts about shoes to wear with a maxi dress in winter

See, there are so many options that you can choose from. When I got my first long dress, I thought that it will be impossible to find the right shoes. But after trying out different outfits, I figured out that there are actually so many of them that fit perfectly.

And choosing the right pair of shoes depends only on you and what kind of look you want to achieve that day. I hope that I helped you get the answers you were looking for. So choose your favorite option and go make some heads turn!