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My Favorite Dresses for fall 2025!

Woman Dancing emoji 31 items
I feel most myself in dresses, and I am obsessed with finding the very cutest ones every year. These are dresses that will look amazing layered or on their own, depending on the fall weather!!! #FashionOver30 #MillennialFashion
Sections
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Mini

 
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This would look great with tights and a shirt underneath!
Plaid Denim V-Neck Mini Dress | Gap
 
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With brown tights and boots!
Alana Tiered Dress in Lurex Crepe
 
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Love a long sleeve/short skirt combo and extra love a wrap dress! This would be flattering on almost anyone.
Jordan Long-Sleeve Wrap Dress in Hammered Satin
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Takes the guesswork out of pairing chunky sweaters with skirts!
By Anthropologie Twofer Cable-Knit Sweater Mini Dress
 
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Congratulations you're the main character in a dark academia novel.
Lorrie Long-Sleeve Dress in Crinkle Chiffon
 
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I have one of these flannel shirt dresses and I LOVE it. Super warm, cozy, and feminine. I think it's time to get one in another color?
Green Mountain View Flannel Dress
 
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Congratulations you're now the main character in a romcom.
By Anthropologie A-Line Mini Sweater Dress
 
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Not a want but a need.
Maeve Long-Sleeve Printed Wrap Mini Shirt Dress
 
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The color and TEXTURE are so cool.
Layla Shirtdress in Olive Embroidered Floral
 
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super cute pattern!
The Somerset Mini Dress

Midi

 
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This dress works in every season! I have it in a rust color, and it's so flattering.
100% European Linen Button Front Dress in Chile
 
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Love the buttons and the sleeves! This would be so cute with boots on a warmer fall day
Vintage Wash Tencel Button Front Midi Dress in Terracotta
 
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I bought this last year! It's very cute, and the color is gorgeous IRL.
Lainey Midi Dress in Cotton Dobby
 
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Oh this is gorgeous. Fancy rooftop cocktails, anyone?
Naomi Midi Dress
 
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This would look fantastic with a long sleeved white tee underneath!
Stretch Twill Fit & Flare Midi Dress in Deep Navy
 
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The pintucks instantly give a classy vintage feel. I love this.
Arden Midi Shirt Dress
 
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I'm not 100% sold on the elastic waist, but I really love the color/fabric!
Annika Midi Dress
 
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This would not be flattering on my shape, but man do I wish I could rock it!
Lexi Rib Mock Neck Midi Dress
 
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"the cool aunt at thanksgiving" vibes
Katie Midi Dress
 
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So pretty and seems versatile! Easy to dress up or down.
Wren Sleeveless Smocked Midi Dress in Twilight Vines
 
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A version of me who went to gallery openings would wear this to a gallery opening.
Matilda Midi Dress in Crinkle Plissé
 
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Fall florals!!!!! I LOVE this dress.
Meg Midi Dress in Botanical Garden
 
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Can you believe a dress this pretty has POCKETS?
The Peregrine Midi Dress
 
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Must love ruffles!
By Anthropologie Long-Sleeve Ruffled Asymmetric Midi Dress

Maxi

 
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A nice out-to-dinner dress with WHIMSY
Button-Front Cami Maxi Dress | Gap
 
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I'm such a sucker for a flutter sleeve!
Modern Mixed Media Ruffle Maxi Dress | Gap
 
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The defined waist, the buttons, the geometric pattern.
Camila Maxi Dress
 
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I own this dress in purple, and it's one of my very favorites! I wore it so many times last summer.
The Napa - Resort Dress with Ruffle Straps
 
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This looks SO comfy and effortless.
Lexi Rib Fit & Flare Dress
 
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This COLOR!
Daphne Maxi Dress
 
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The flannel dress, but LONG.
Shenandoah Sunset Flannel Maxi Dress