Every item on this page was chosen by a The Pioneer Woman editor. We may earn commission on some of the items you choose to buy.
1
Comes in Several Colors
Lulus Tiered Midi Dress
1
Comes in Several Colors
Lulus Tiered Midi Dress
Credit: Lulus This dress is perfectly fall! The Swiss dot fabric and crochet lace adds a 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.
2
Under $30
Floral Print Long Sleeve Dress
2
Under $30
Floral Print Long Sleeve Dress
Credit: AmazonFlorals aren't just for spring and summer. Fall florals are just as glorious—this wine-colored tiered maxi dress is proof.
3
Ree's Style
The Pioneer Woman Dress with 3/4-Length Puff Raglan Sleeves
3
Ree's Style
The Pioneer Woman Dress with 3/4-Length Puff Raglan Sleeves
Credit: Walmart Hello, transition piece! This fabulous dress from Ree's clothing collection is just what you need to move from summer to fall—especially with darker florals and a golden hue. It also features
a voluminous silhouette with puff sleeves in a soft challis fabric.
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4
900+ Reviews
Navy Blue Floral Print Dress
4
900+ Reviews
Navy Blue Floral Print Dress
Credit: Lulus This fabulous find belongs in your closet immediately. The dark blue hue and vibrant floral print adds 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.
5
Best Shirt Dress
Baltic Born Sari Babydoll Dress
5
Best Shirt Dress
Baltic Born Sari Babydoll Dress
Credit: Baltic BornPair 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.
6
Best Boho Style
Mitilly Boho Leopard Print V Neck Maxi Dress
6
Best Boho Style
Mitilly Boho Leopard Print V Neck Maxi Dress
Now 22% Off
Credit: AmazonFall doesn't have to be all about earth tones and neutrals. Take a walk on the wild side with this blue leopard print maxi dress.
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7
Available in Sizes: XS-XXL
African Peacock Maxi Wrap Dress
7
Available in Sizes: XS-XXL
African Peacock Maxi Wrap Dress
Now 33% Off
Credit: Silk & SaltAnimal print is a neutral year round. We all know and love leopard and zebra, but what about peacock? You heard that right! The deep blues and greens on this boho-chic dress are perfect for the cooler time of year. It's versatile too! Tie it as you like, forming different necklines according to the occasion.
8
Extended Sizes Available
Gap Puff Sleeve Smocked Maxi Dress
8
Extended Sizes Available
Gap Puff Sleeve Smocked Maxi Dress
Credit: GapHere's one with a lightweight and breathable fabric that's perfect for those days when it’s not-too-hot and not-too-cold. We also have to point out the oh-so-pretty ruffled and smocked accents.
9
Best Details
Madewell Embroidered Ruffled Flannel Mini Dress
9
Best Details
Madewell Embroidered Ruffled Flannel Mini Dress
Now 66% Off
Credit: MadewellNot only will the felted flannel material of this dress keep you cozy through the cooler seasons, but darling details like a cutwork statement bib, eyelet embroidery, and scalloped edging will keep you looking so cute, too.
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10
Best Tiered Dress
Lucky Brand Bohemian Tiered Maxi Dress
10
Best Tiered Dress
Lucky Brand Bohemian Tiered Maxi Dress
Now 46% Off
Credit: AmazonWith this breezy boho dress, brunches and farmers markets are just calling your name! Can we get a little love for the tassel ties and contrast trim paired with fall florals? While we love the cascading skirt, you can also throw on a belt for a more fitted style.
11
Stylish Find
Jessica Simpson Amella Trumpet Sleeve Mini Dress
11
Stylish Find
Jessica Simpson Amella Trumpet Sleeve Mini Dress
Credit: Amazon A paisley print is always the perfect choice for any fall ensemble! That pattern plus a pleated waist and eye-catching trumpet sleeves makes for a dress that will have you garnering all the compliments all season long.
12
Best Transitional Dress
BoHo Bliss! Embroirdered Bell Sleeve Dress
12
Best Transitional Dress
BoHo Bliss! Embroirdered Bell Sleeve Dress
Credit: AmazonBright colors don't have to fade in the fall—this dress proves it! The embroidered details are stunning and it's made of 100% cotton, meaning a dress like this will be breathable on those transitional hot days.
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13
Best Maxi Dress
Anthropologie The Somerset Maxi Dress
13
Best Maxi Dress
Anthropologie The Somerset Maxi Dress
Credit: AnthropologieThis pick is Anthropologie's bestselling and best-reviewed dress... ever! With a smocked waist, pintucked hem, and tiered silhouette, it's flattering on everyone. Plus, that pattern is just so transitional.
14
61,000+ Reviews
Amoretu Long Sleeve Tunic Dress
14
61,000+ Reviews
Amoretu Long Sleeve Tunic Dress
Now 40% Off
Credit: AmazonIf 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.
15
Best Casual Dress
Mud Pie Sweatshirt Dress
15
Best Casual Dress
Mud Pie Sweatshirt Dress
Credit: AmazonYou can officially live in your sweats without judgement! Say hello to the more casual version of the sweater dress: the sweatshirt dress.
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16
14,000+ Reviews
Autumn Knit Dress
16
14,000+ Reviews
Autumn Knit Dress
Credit: AmazonPuff sleeves and a flattering tie feature 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!
17
Editor's Pick
Baltic Born Esma Mini Dress
17
Editor's Pick
Baltic Born Esma Mini Dress
Credit: Baltic BornBold patterns are great for jazzing up your fall wardrobe. This dress has rich, perfect-for-autumn colors that let the groovy print speak for itself. The flare skirt and braided tie just make it even better!
18
Best Midi Dress
Everlane The Ribbed Wrap Midi Dress
18
Best Midi Dress
Everlane The Ribbed Wrap Midi Dress
Now 45% Off
Credit: Everlane Equal parts chic and cozy, this number can be pulled on for so many autumn events. It has a wrap silhouette for adjustable styling along with a refined rib texture and just-right length.
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19
Best Mini Dress
Madewell Corduroy Tiered Mini Dress
19
Best Mini Dress
Madewell Corduroy Tiered Mini Dress
Now 38% Off
Credit: MadewellNothing feels more fall than corduroy! This dress has delightful details such as a tiered skirt and voluminous sleeves. Plus, its easy off-the-body fit means it's as comfortable as it is cute.
20
Little Black Dress
R.Vivimos Velvet Wrap Dress
20
Little Black Dress
R.Vivimos Velvet Wrap Dress
Now 20% Off
Credit: AmazonTake it from us, you need a little black dress for every season. And for fall, what better than this velvet number? We're loving the high-low hem and tie closure for a fun and flirty look.
Assistant Editor
Macie Reynolds is the assistant editor of E-Commerce and SEO for The Pioneer Woman.
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