We'll Still Be Wearing This Fall Dress Trend in 5 Years—Shop My 25 Favorites

long-sleeve midi dresses


Free People

Right now I'm transitioning everything in my wardrobe over for fall and winter. I've just swapped out my sandals for boots and pulled out my chunky knit sweaters from the back of my closet. And with all this closet reorganization comes another category: dresses. Yep, you guessed it: I've just put away my light sundresses until next spring and replacing them with fall-ready long sleeve midi dresses.

There are dress trends and then there are dresses that are classic enough to be categorized as a fall staple. IMO, midi dresses with long sleeves fall into the latter category because the style is one that just never seems to quit. No matter what the dress trends du jour are, I'm confident that there will always be a spot in my closet for a few of these midi-length numbers.

Ready to dive into this roundup of fall dresses you can wear now and own for years to come? Scroll down to shop my favorites that I'm already envisioning with other seasonal staples like boots and jackets.

This Bottega number is the ultimate goal this fall.

Knit dress are trending hard right now, and I love that the knotted detail makes this stand out.

long sleeve midi dresses for fall



So many cool girls will wear this dress with boots in the fall and winter.

If you're going for that romantic grunge look this fall, pair this pretty lace number with chunky combat boots for a cool look.

knit long sleeve midi dresses



For obvious reasons, I can't stop thinking about this dress.

If you were curious about the details of the opening image, this is it.

No one does dreamy, vintage-inspired printed dresses quite like Rixo.

long sleeve midi dresses with boots



Speaking of knit dresses, I'm seriously impressed with how expensive-looking this is.

I'm crushing on this tie-up sleeve detail.

The kind of dress that looks just as good with sneakers as it would with leather boots or straps sandals.

Why, yes, this does double as a house dress I'm so glad you asked.

How to make an impression on your Zoom calls 101.

I had to blink a few times to make sure I read the price correctly because I can't believe a dress with this much personality is under $30.

I could stare at this print all day.

Because zebra print will always be a mood.

This print lends itself well to wearing in the spring, too.

The kind of throw-on dress I always wish I had more of in my closet.

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