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

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(Image credit: 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 am 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.

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(Image credit: @tamaramory)

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(Image credit: @lefevrediary)

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(Image credit: @eniswardrobe)

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(Image credit: @yasminedevonport_)

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(Image credit: @abimarvel)

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Senior Editor

Anna is an NYC-based senior fashion editor who has been a member of the Who What Wear team for over seven years, having begun her career in L.A. at brands like Michael Kors and A.L.C. As an editor, she has earned a reputation for her coverage of breaking trends, emerging brands, luxury shopping curations, fashion features, and more. Anna has penned a number Who What Wear cover interviews, including Megan Fox, Julia Garner, and Lilly Collins. She also leads the site’s emerging travel vertical that highlights all things travel and lifestyle through a fashion-person lens.