10 Fall Dress Outfits Fashion People Are Wearing This Season


As soon as the temperatures begin to drop (and we mean really drop), a dress might be the last thing you reach for when putting together your fall ensembles, especially when you don’t consider yourself a dress person. However, when you have the right accessories to style with your fall dress outfits, you might start to think otherwise. And once you have those looks down, you’ll want to wear them every single day of the season.

With all that in mind, styling a dress for fall can be easier said than done. After all, when you have one major piece in your ensemble along with layers to consider, the idea can veer toward overwhelming. Luckily, that’s where we come in. To give you a head start on putting together undeniably chic ensembles, we’ve gathered looks from our favorite fashion girls to show how to style a dress for the colder season.

Take a cue from these ladies and scroll down to see each of their outfits below. Trust us—if you weren’t a dress person before, you’re about to be.

Style Tip: If you need to layer up once the weather cools, try styling a printed dress underneath a classic trench coat.

The right amount of romantic.

We’re convinced that everyone needs a good trench in their life.

Style Tip: To give a shirtdress more edge, add on a sleek leather jacket and chunky boots.

A wardrobe classic that’s a bit more special.

Meet the boot trend everyone’s after this fall.

Style Tip: Once the weather cools down, wrap yourself in a sleek knit dress for fall. And if you want to dress it up, throw on a pair of knee-high boots.

The dress you’ve seen all over Instagram just got a fall-ready upgrade in a midi length.

We went ahead and found the perfect fall boots. You’re welcome.

Style Tip: Fall is the perfect time to wear a chunky sweaterdress. Sport it with a leather jacket to give it a cool NYC twist.

A (faux) leather moto for under $100? Sign us up.

You’ll want to cozy up in this chic knit dress every day this fall.

Style Tip: A puff-sleeve dress balances perfectly with all your black boots this fall, especially tough styles like combat boots.

Nobody does a printed dress quite like Faithfull the Brand.

It’s always a good time to add a pair of Dr. Martens to your closet.

Style Tip: A long-sleeve printed dress will look ultracool with crisp white sneakers.

This print, though!

Classic sneakers, fresh shape.

Style Tip: When the temperatures cool down, a knit dress with a pair of chunky loafers will be one of your go-to ensembles.

This intrigues us.

We’re all about menswear-inspired shoes this fall.

Style Tip: Create a cool contrast by styling a pretty puff-sleeve dress with hiking boots. 

This dress proves gingham is more than just a summer print.

A unique take on the hiking-boot trend.

Style Tip: A button-down dress will look great with classic sock boots.

Leather is always having a moment.

The kind of boots you’ll own and wear for years.

Style Tip: When in doubt, opt for a classic slip dress. And when you need a foolproof coat to wear over it, a cardigan will never do you wrong.

How dreamy is this shade of blue?

It doesn’t get any easier than this basic cropped knit.

If you’re a picky shopper like our senior market editor Nicole, then you have to see all her favorite fall dresses.

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