What Shoes to Wear with a Maxi Dress in Winter

In the winter, the weather can be cold, wet, and windy but you love your maxi dresses and want to wear them regularly. The right pair of shoes can make all the difference in how you feel during your day. But what kinds of shoes should you wear with a maxi dress in winter to stay warm and dry?

Well, there are a few options. If you’re looking for comfort in your footwear, and if you want to be able to walk easily in your outfit, booties are always an option.

They’re comfortable on their own, and they can look great with any maxi dress. You can pick them up in any color or style—they’ll go with everything!

What Shoes to Wear with a Maxi Dress in Winter

Here are some of the best pairs of shoes to wear with a maxi dress in winter:

  • Boots
  • Mules
  • Loafers/slippers
  • Tennis shoes
  • Flats
  • Sneakers
  • Pointed-toe pumps
  • Wedge heels
  • Uggs
  • The Classic Mary Jane

What Shoes to Wear with a Maxi Dress in Winter


Winter is on the way, which means it’s time to start thinking about what you’re going to wear on your feet. And if you’re a fan of maxi dresses, then you don’t want to miss this post!

There are many different types of boots to choose from for winter, and you can easily find some that will go perfectly with your maxi dress. Here are some options:

1. Ankle Boots

Ankle boots are the perfect choice for winter because they have thick soles which offer great traction on slippery floors and snow.

They’re also extremely comfortable, easy to wear and come in a wide range of styles to find something that suits your personal taste perfectly.

You can choose between pointed-toe ankle boots or round-toe ankle boots, depending on what type of heel works best with your outfit choice.

2. Tall Boots

Tall boots are great if you want to wear a maxi dress in winter because they will help keep your legs warm without restricting movement or making them look shorter than usual.

They also have a classic look which makes them perfect for everyday wear and special occasions such as weddings or parties where you want to impress everyone with your style!

You can choose between pointed-toe tall boots or round-toe tall boots, depending on what type of heel works best with your outfit choice.

3. Cowboy boots

Cowboy boots have been around for hundreds of years, but they’re still popular today because they are versatile and comfortable.

You can wear them with anything from jeans to formal dresses, and they look great no matter what you’re wearing!

The first thing you should consider when buying cowboy boots is your style. Do you want traditional boots or something more modern?

There are many different styles available that range from simple black leather boots to colorful ones with fringe down the side.

The color of the leather doesn’t matter as long as it matches your other clothes well enough not to stand out too much!

4. Chukka Boots

Chukka boots are ankle-high boots that come all the way up to just below the knee – perfect for showing off your legs!

Chukka boots are great for pairing with a maxi because they’re very stylish, but they also keep your feet warm by covering them up completely.

They have solid rubber soles so they can be worn in snow or rain without getting wet feet, which is perfect for winter days when it’s cold but not freezing cold outside.

You can even wear chukkas if it snows because their rubber bottoms don’t slip on slippery surfaces!

5. Chelsea Boots

Chelsea boots are another popular winter shoe choice for women who want stylish footwear that will keep their feet warm in even the coldest weather conditions!

They come in various colors and styles, so there’s something for every taste and budget out there!

If you’re looking to add some color to your outfit, then try wearing them with white socks or tights while otherwise keeping things simple.

6. Sock Booties

Sock Booties are a great way to add pop to your outfit and keep your feet warm. Wear them with your favorite maxi dress in winter.

The sock booties have been around for a while now, but they are still popular among fashionistas and celebrities alike.

They come in many different styles and colors, making finding ones that match your taste easy.
The best part about these shoes is that they go with any outfit.

You can wear them with jeans, leggings, or dresses. They also work well with most shoe styles and types, including pumps and flats.

Sock booties are a great option for women who want to add an extra flair to their wardrobe without spending too much money on high-end shoes.

They come in a wide range of prices, so you can find something that fits within your budget without having to compromise quality or style.

7. Combat boots

If you’re looking for something that will keep your feet warm and dry, combat boots are the way to go.

These boots have been around for decades and have become increasingly popular in recent years as they’ve become more stylish and unique designs have been created.

They’re also incredibly durable, perfect for someone who wears them all day long! Combat boots come in leather or suede and feature elastic sides that allow you to wear them with ease.

Related: What Shoes to Wear with a Maxi Dress for a Wedding


Mules are a great option for colder weather. They keep your feet warm and comfortable while still looking stylish. You can wear them with pretty much anything, whether it’s a maxi dress or a pair of jeans.

If you want to make your mule shoes even more fashionable, you can get them in different colors and patterns.

You can even find some that have fur on the front or back! They’re really easy to slip on and off, so they’re great for wearing around town during the winter months.

Related: What to Wear Under a See-Through Maxi Dress


If you’re looking for something super comfortable, loafers or slippers might be what you need! These shoes offer lots of padding around the foot area and allow airflow through them so your feet won’t sweat as much as they would if you were wearing sneakers or boots.

Many loafers and slippers have a strap that goes across the top of your foot, which adds style and makes it easier to walk in these types of shoes.

Tennis shoes

Tennis shoes are another great choice if you want something that looks good with a maxi dress. These shoes don’t get enough credit!

They’re fashionable and comfortable, and keep your feet warm during the winter months.

These shoes also come with thick soles, making them perfect for walking on snow and ice without sinking into it too much.

If you’re looking for something casual but still stylish, tennis shoes are definitely a good option.

Related: What Jacket to Wear With a Maxi Dress


Flats are an excellent choice for wearing with maxi dresses all year round — but especially during the colder months.

Not only do they keep your feet warm without adding extra bulk (which can sometimes happen when wearing boots), but they also provide extra support when walking long distances.

The key is finding flats with enough traction on their soles to prevent slipping in the snow or icy conditions; this is especially important if you live in a place where sidewalks aren’t cleared regularly.

Related: What to Wear Over a Maxi Dress


Not only are sneakers an easy choice that goes with almost everything, but they’re also great for walking or standing around all night long without getting tired feet.

In addition, they are great for those who are looking for a more casual look this winter season –  whether that be on a date night or hanging out with friends over drinks after work.

Pointed-toe pumps

Since we’re talking about long dresses, the first thing we’ll talk about is shoes. Your feet will get cold if you wear high heels or open-toed shoes in winter, so choose the right shoe for the occasion.

Pointed-toe pumps are a good option because they keep your feet warm and look great. They also have a sturdy heels that won’t sink into snow or mud-like open-toed shoes might.

Wedge heels

Wedge heels will give your look some height, which is great for keeping your legs warm! Wedge heels also have a little more structure than a flat shoes, so they’ll keep you looking polished even when the temperature drops.


The ultimate winter boot, UGGs, is a favorite among women who want to stay warm and cozy throughout the season.

These boots are especially popular among those who love to travel because they can be worn anywhere from the mountains to city streets.

Their thick wool lining makes them perfect for keeping your feet warm when temperatures drop below freezing (and even below). And their rubber soles provide traction on slippery surfaces so you won’t slip or slide on snowy or icy roads.

These boots are a great option for staying warm during cold days spent outside or at home. The shoes come in various colors and styles, so there’s something for everyone — whether you’re looking for a classic lace-up boot or something casual like a slipper.

The Classic Mary Jane

The mary jane is a classic shoe that never goes out of style. It’s comfortable, and versatile, and can be worn with just about anything from jeans to dresses.

Mary Janes are also easy to slip on and off, which makes them ideal for wearing your maxi dress during the winter months when you’re rushing out the door or have to take off your shoes at work.

Final thoughts on what shoes to wear with a maxi dress in winter

There’s no need to stress when it comes to what shoes to wear with your maxi dress in winter.

The best thing you can do is choose a pair that matches the shape of your dress and feels comfortable on your feet. That way, even if it snows, you’ll be ready to go!

Dresses & Cold Weather Related Articles:

What Shoes To Wear With Dresses In Winter

How to Wear a Maxi Dress in Winter

What Shoes to Wear with a Maxi Dress in Fall

What to Wear Over a Formal Dress When Cold