1
Best Details
Prairie Vibes Paisley Mini Dress
Now 10% Off
Credit: Cupshe
Equal parts chic and cozy, this prairie-inspired pick is calling your name! With its easy-wearing, button-front dress design, blouson sleeves, and paisley print, you’ll definitely want to answer.
2
14,000+ Reviews
Floral Bohemian Dress
Now 25% Off
Credit: Amazon
Thanks to those seasonal blossoms, this number can be pulled on for so many autumn events. It has a cascading silhouette along with the cutest puff sleeves. And don’t forget your fall hat!
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3
Best Mini
Corduroy Button Up Babydoll Dress
With its quintessential fall texture and swingy babydoll silhouette, this corduroy button-up dress is the definition of effortless autumn style. The structured collar adds a touch of polish, while the flowy fit keeps it comfy.
4
Best Wrap Dress
PrettyGarden Floral Boho Wrap Dress
Now 20% Off
Credit: Amazon
The warm blooms on a deep green background are the epitome of autumn. With a wrap style that works to show off your shape while staying sophisticated, you can wear it from the office straight to any evening events.
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5
Worth the Splurge
Gap Lace-Trim V-Neck Crepe Maxi Dress
Just imagine this lovely dress layered with a cropped jacket or cozy cardi! The romantic trim adds a hint of vintage charm, while the lightweight crepe silhouette decorated in florals is soft, graceful, and fall-ready.
6
Most Trendy
Loft Chambray Bow Mini Pocket Dress
Talk about trendy! Perfectly blending structure and softness, this adorable dress has a lightweight chambray fabrication and features a flattering mini silhouette, feminine bow detail at the neckline, and pretty puff sleeves. It also has functional pockets!
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7
Best Print
Loft Bandana Print Mini Flounce Dress
Bold patterns are great for jazzing up your fall wardrobe. The fun bandana-inspired print on this dress does just that! Plus, it has a flirty flounce hem and a button placket that enhances the energy.
8
Best Smocking
Blu Pepper Plaid Tiered Midi Dress
Now 55% Off
Credit: Nordstrom Rack
The kind of dress that feels just as right at the pumpkin patch as it does at weekend brunch. Designed with a flowing tiered skirt and framed in a soft, heritage-inspired plaid, it captures the season’s cozy spirit with a feminine twist.
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9
Best Bodycon
Ribbed Knit Bodycon Midi Sweater Dress
Now 27% Off
Credit: Amazon
Yes, sweater dresses can be so chic! This one has a stretchy ribbed texture and midi length that hugs in all the right places, while keeping you warm, too. See? Effortless va-va-voom!
10
Best Shirt Dress
Vince Camuto Printed Border Shirt Dress
Here’s one with a lightweight and breathable fabric that’s perfect for those days when it’s not too hot and not too cold. It has a sophisticated shape and self-tie belt to accentuate your figure. The allover paisley print that’s finished with a border design just makes it even better!
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11
Best Transitional
Chico’s Georgette Boatneck Kaftan Dress
Don this dress and you’ll be garnering all the compliments all season long. It’s crafted from airy georgette with a fluid drape and refined boat neckline for understated glamour. Add the self-tie belt to cinch the waist just right.
12
Editor’s Pick
Line & Dot Ianna Sweater Dress
Now 75% Off
Credit: Revolve
Thanks to its sleek knit fabric, subtle structure, and body-skimming silhouette, this sweater dress brings the ultimate cozy sophistication to cooler days.
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13
Dressy Dress
Realm Of Sky Floral Print Chiffon A-Line Mini Dress
Now 10% Off
Credit: Cupshe
The perfect blend of femininity and fall sophistication, this one is crafted from delicate chiffon with a painterly floral print. The flowy A-line silhouette flatters with ease and movement whether paired with tall boots or wedges.
14
Best Fall Fabric
Buffalo Plaid Babydoll Dress
Now 38% Off
Credit: Amazon
Plaid is quite possibly one of the most popular (and most comfy) fall/winter patterns. Dress it up with a tiered silhouette and balloon sleeves like this one.
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15
Best Tiers
Floral Print Long Sleeve Dress
Florals aren’t just for spring and summer. Fall florals are just as glorious—this wine-colored tiered maxi dress is proof.
16
Comes in Several Colors
Boho Swiss Dot Maxi Dress
This dress is perfectly fall! The Swiss dot fabric and tie at the waist add feminine, flirty flair. Not to mention, the tiered style can be dressed up or down. Add a pair of cowboy boots or don some heels for whatever your day has in store.
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17
56,000+ Reviews
Amoretu Long Sleeve Tunic Dress
If you really want to lean into a fall color palette, this tiered tunic dress is the perfect shade. It’s great for early fall when the weather can’t seem to figure itself out.
18
Best Babydoll
Baltic Born Sari Babydoll Dress
Now 18% Off
Credit: Baltic Born
Pair this adorable babydoll dress with your favorite boots, and it can easily take you from the office to dinner with friends thanks to a stylish yet sophisticated collar atop a button-down front.
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19
2,000+ Reviews
Boho Floral Print Tiered Maxi Dress
This fabulous find belongs in your closet immediately. The dark blue hue and vibrant floral print add a much needed pop of color to your fall wardrobe. And here’s a style tip: pair it with a belt or brown suede jacket to really stand out.
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14,000+ Reviews
Autumn Knit Dress
Now 20% Off
Credit: Amazon
Puff sleeves and a flattering tie in the front set this knit dress apart. This photo features Ree’s favorite color, but it also comes in plenty of others. Pair it with dark tights and you’re good to go!
Macie Reynolds is the assistant editor of E-Commerce and SEO for The Pioneer Woman.
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