I don’t know about you, but I cannot wait to fully embrace fall fashion. But since the weather hasn’t fully cooled yet, we’re still in that in-between stage. And you know what’s perfect for that transitional weather? A fall dress. So, today I’m bringing you a few of my favorite fall dresses and how to style them! Get ready for five fall dress outfits you can wear now!
Five Fall Dress Outfits
Although I’m a denim-lover through and through, there are few dresses that are go-to’s in my wardrobe. These timeless classics like a shirtdress, maxi dress, midi dress, and tee dress work for you nearly year-round. But for today’s style session, we’re going to focus on how to style them for fall! Think fall boots, ways to layer, and more! Let’s go!
Fall Shirtdress Outfit
You cannot go wrong with a classic shirtdress. (More shirtdress outfits here!) They truly can be worn so many ways. For fall, I’m opting for a washed black denim option, but a traditional blue denim or white would work just as well!
Although you could easily pair this with leather sandals for more of a summer-y look, we’re bringing it into fall with a combat boot! (Seven more combat boot outfits here!) A bootie or chelsea boot would be other great alternatives. And as it gets cooler outside, I would layer with a longer cardigan. You could go with a slim-fitting one for more of a streamlined look or something chunkier and more textured for a trendier option!

Boho Fall Floral Dress Outfit
I bought this boho floral print dress last fall and have worn it many times since. It comes in over 35 different print and color options, but I gravitated towards the muted pinks, burgundy, and browns for fall.
This is another option that can easily be worn in spring and summer with a sandal but also looks great for fall with a boot! I opted for cowboy boot and added a felt hat for even more fall texture.

Midi Tank Dress Outfit
I’ve shared this classic sheath tank dress countless times because it truly is a wardrobe staple spring through fall. For cooler weather, I simply throw on a jacket! A denim one is a no-brainer but the layering options are endless. Swap it for a utility jacket, shirt jacket, open plaid top, chore jacket, or cardigan to mix it up!

Fall Floral Dress Outfit
I hate to play favorites, but this look is definitely one of my top-picks! I love how belting a dress and adding a cardigan can completely change up the look! Although this dress has a elbow-length sleeve, this layering technique can easily bring tank style, short sleeve, or long sleeve dresses into fall.
For the shoe, you can’t go wrong with a bootie! But you could make it sportier with a sneaker or toughen it up with a combat boot. A knee-high boot or cowboy boot would also add to the boho feel!

Fall Tshirt Dress Outfit
I’ve styled tshirt dresses countless ways on the blog, and they continue to be a go-to! Another spring-through-fall staple, they layer up perfectly with so many different options. Go for a utility jacket, denim jacket, shirt jacket, open plaid top, chore jacket, cardigan or truly any layering piece in your closet! The shoe options are endless too! I tend towards sneakers to keep it casual but you can mix and match with a variety of options!

Want more outfit inspiration? Be sure to check out my style session series, where I style items multiple ways!