How To Style a Maxi Dress for Fall

Whether you are dressing up or down for the upcoming holiday season, a maxi dress is vertistile option to have in your closet. Today on the blog, I’m sharing how to style a maxi dress for fall.

A maxi dress is a dress reaching the ankle. They are usually either knitted on flown which I find so comfortable. It’s such a good piece for cooler weather because it covers your legs unlike a normal thigh high skirt or dress.

Maxi dresses are so flattering on body type which is one of the reasons I wanted to cover this topic. I also love that if fitted it can show your curves or if you prefer not fitted, I personally love a floral flowly maxi dress.

How To Style a Maxi Dress for Fall

How To Style a Maxi Dress for Fall

The movement of the slowly maxi dresses are perfect for family pictures or a wedding. Easily styled with combat boots as well to give you a streetstyle vibe.

Maxi dress outfits are mostly overlooked as we move out of summer time or resort season. They’re often thought of as the perfect warm weather outfit. But there are no good reasons why a maxi dress can’t be a beautiful transitional piece of clothing. We just need to know how to style a maxi dress, what shoes to wear with a maxi dress, and what to wear over a maxi dress to make some really amazing outfits.

Here are some ideas of what to wear with a maxi dress:

  • Cropped leather jacket
  • Denim jacket
  • Belted cardigan
  • Chunky Belts
  • Flowing duster jacket
  • Tall Boots
  • Caged booties
  • Sneakers
  • Blazer
  • Statement jewelry

This long lace maxi is also a favorite. On the left I paired it with combat boots and on the right a knee high boot for a dressier look.

Here are some ideas of what shoes to wear with a maxi dress:

It can sometimes be a challenge to find the right type of shoes to wear with a maxi dress. But in my experience, maxis are really versatile and easy to style.

In the summer, you can wear flip flops, slides, flats, espadrilles, cork wedges, dressy wedges, or even stilettos or chunky heeled sandals. That seems like a pretty exhaustive list, util you think about what shoes to wear for colder weather.

For fall, you can bring out some different styles. Think suede booties, open toe booties, caged booties, flats, menswear loafers, velvet loafers, or even a cute pair of sneakers.

Maxi Dress Outfit Ideas:


In the winter, wearing a maxi dress with boots or a closed toed pump is the ideal solution in winter and the colder months. Stylish and comfortable, ankle or knee length boots are ideal for pairing with your maxi dress.

How To Style a Maxi Dress for Fall

A knitted maxi dress is a favorite options of mine. This look is more glam. and I love that it has the built in necklace which is such a statement piece.


I love a printed maxi dress, its such a statement especially in neutral colors. This gingham plaid I wore during New York Fashion week and it was one of my favorites!

boho chic outfit

Layering a sweater over a maxi dress is another option to wear and it feels like a completely new outfit!

Here I styled it with tall boots and a fedora. I love the look of mixed textures and prints.

Again, thank you for stopping by the gray details and shopping! To stay up to date on my fashion trends, sign up for my Newsletter or shop my looks here. Don’t forget to also follow me on instagram for more outfit inspiration. I don’t know about you, but I’m always getting inspired on pinterest with home and NAIL INSPO!. Have a beautiful day friends!

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