Do you ever notice a trend in your closet that starts to form? I feel like some styles come in waves for me, and some are one-and-done. But lately I’ve noticed a new collection forming. And it’s midi dresses. And mostly from Madewell.
This Madewell midi dress is a new addition to my closet and I’m loving the neckline and print so much. I noticed while I was trying to wear it the other day on a very chilly spring day, that it was kind of one of the most versatile pieces in my closet.


How To Style A Midi Dress For Every Season
Since midi dresses seem to just always be a great option, you can find variations from cotton dresses, o shirt dresses and silky slip style ones, why not see all the great ways you can style one from season to season.
These are also great for the office, to the weekend as you will see as we transform a staple midi dress throughout the year.




How To Style A Midi Dress For Winter
For winter you’ll want to utilize all the layers to style your midi dress. This helps to keep you warm and look the part. And while I do think some midi dresses can be worn for all four seasons like this Madewell printed one in today’s post, you can opt for winter fabrics too like a sweater or knit midi dress for added warmth.

Shop Today’s Look

Knee High Boots With Midi Dresses
A knee high boot is the perfect addition to a midi dress for winter (and great for fall too). Try a leather or suede one, a high heel or even a flat one for something more casual.
Layers
Opt for layers like putting a turtleneck under your dress as I did in the below all black outfit. You could also try adding a sweater over the dress turning it into a midi skirt. Plus, layers over top. For those really bitter cold days, I like to wear a blazer underneath my jacket to stay extra warm.


Top A Midi Dress With A Coat And Winter Accessories
Finish your midi dress off with a great coat. I think a general rule of thumb when choosing a coat to wear with a dress is to either match the hemline, or go longer than the dress hem. Anything shorter, unless it’s cropped, will feel off. I’m always partial to a long camel coat, it’s a classic!
Don’t forget a great scarf, gloves and hat if the weather calls for it. These make all the difference in staying warm in the elements.

How To Style A Midi Dress For Fall
A midi dress for fall is an effortless dress you can wear for day or night. Try styling it with a suede mule or pump, or a cool suede sneaker or loafer. You can also do a knee high boot too like we did for winter.
Shoes To Wear With Midi Dresses For Fall
I think fall allows you the most shoe options to pair with a midi dress depending on the occasion and the weather. Cooler days will work with a knee high boot. But for those perfectly crisp fall days, a suede heel, or suede sneaker work too. You can even try a loafer or mary jane. I can’t really think of any shoe that doesn’t work with a midi dress when styled right!




Layers
Light layers are key for fall. Try a blazer, or a cropped cardigan for something more casual. You can even do a denim jacket for those early fall days. I’d choose a darker wash over a lighter one to match the season. A long trench coat is also a great addition just make sure it’s as long or longer than the midi dress.

How To Style A Midi Dress For Spring
A spring midi dress is the perfect transition piece from winter to spring. You can start to slowly add in your new spring things like lighter sweaters, denim jackets, trenches and all those new spring shoes.
Shoes To Wear With Midi Dresses For Spring
For spring, it’s all about the sandal. This is when you can finally break out the flat sandals, the high heeled sandals, and everything in-between. You can also do a canvas sneaker like a Converse, or even a leather one if you want.




Layers To Style With Midi Dresses For Spring
The denim jacket to me is the perfect layer for a midi dress for spring. Choose a cropped one to balance out the longer line of the dress. I also like a cropped utility or trench jacket. Add a sweater over your shoulders too for a little texture and warmth.
I also really love adding an oversized linen blazer to my midi dresses. They’re such an easy addition to your look and feel more structured against the flowy midi dress. And early spring when it’s still chilly out, a leather jacket also still works.
Accessories To Wear With Midi Dresses For Spring
For spring, you can start incorporating those warmer-weather accessories. From woven bags to espadrilles and so on. It just sort of really depends on the time of the year and the weather. But towards the end of spring, go for it!

How To Style A Midi Dress For Summer
Let’s be honest here, this is just a throw on and go situation! The best part about styling a midi dress for summer is that you don’t really need to do much! Only thing to keep in mind is your fabric. You’ll want to stick to cotton or linen if you can. Or if you know you won’t be out in the elements, you can opt for a silky fabric if you dare.
Shoes To Wear With Midi Dresses For Summer
Bring out all the sandals for summer. From a simple nude sandal, to Birkenstocks, espadrilles and more. All your favorite summer sandals will work great with a midi dress. It just depends on where you’re headed.
For a nicer outfit, I’d choose a wedge espadrille or any sort of woven high heel. For more casual outfits for everyday or the weekend, try a simple slide or low block heel. You can still wear a sneaker in the summer but keep in mind style and fabric. Choose canvas or even espadrille style shoes instead of a heavier suede or leather sneaker you may have reached for in the fall and winter.




Accessories To Wear With Midi Dresses For Summer
Because you likely won’t need a layer for your midi dress come summer, accessories are key! Instead of wearing your everyday brown or black leather bag, choose something lighter like off-white, or a fun color like lilac or pale blue.
You can also swap the leather bag for a jute tote or bag. It instantly makes your midi dress feel like summer. These tiny swaps make a huge difference in making your outfit feel more interesting and put-together too.
Another great way to add that summer feel to your dress is to add a summer belt. Choose a woven or rattan belt to cinch your dress in. PS these are the best summer midi dresses to shop for right now.
Having a few midi dresses in your closet makes getting dressed so easy. When you need to feel and look put-together, just add a great midi. There are so many styles to choose from for every season. Add the right layers, shoes and accessories to create the perfect midi dress outfit for spring, summer, fall and winter.


