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As a fashion editor, there’s nothing I love more about autumn than getting to wear my best fall dresses. The withholding nature of a draped cashmere maxi dress or a knife-pleated midi feels so refreshing after a summer full of botanical prints and SPF-required cutouts. The best fall dresses also embrace a dramatic palette—full of burgundy, deep navy, and forest green, along with staple neutrals—that speaks to my Scorpio heart. When it’s time to get dressed, all a dress needs to feel complete are a pair of my best leather boots and a piece of minimalist jewelry. (Of course, maximalists know they can easily pile on more.)
I started gathering 2023’s best fall dresses weeks before the leaves began to change. Really, this list began at Fashion Week in February, when designers shared their vision for the fall we’re experiencing now. I took mental pictures of Ulla Johnson’s orange crushed-velvet slipdress and Proenza Schouler’s lipstick-red strapless leather dress when they came down their respective runways—each one channels typical fall colors into exciting new textures, in the ultimate versions of a fall wedding guest dress. Inspired by the yearlong trend of elevated capsule dressing, I also kept track of neutral sweater dresses and twisted T-shirt dresses from labels from Altuzarra to the Garment: pieces that trade bright prints for rich textures and inventive draping evoking a cozy fall blanket.
Shop the Best Fall Dresses of 2023
Best Scoop Neck Sweater Dress
Hill House Home The Maude Dress
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Best Slouchy Fall Sweater Dress
Altuzarra Kasos Cashmere Dress
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Best Reversible Dress
Diane von Furstenberg Verina Reversible Mesh Dress
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Best Belted Sweater Dress
Faherty Jackson Long Sleeve Tie Waist Sweater Dress
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Best Fall Runway Dress
Proenza Schouler Nappa Leather Strapless Dress
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Best Quilted Fall Dress
Loeffler Randall Lottie Dress
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Best Punk Fall Plaid Dress
Vivienne Westwood Checked Midi Dress
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Best Twisted T-Shirt Dress
Gestuz Ruched Round-Neck Midi Dress
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There’s an undercurrent of practicality in these fall dresses and the others ahead. After all, they need to withstand dropping temperatures and layer neatly under an oversize coat. But dresses that transition from August to October can still have an element of whimsy and fun, as Jessie Loeffler Randall, creative director of Loeffler Randall, told me. She treats her plaid, puff-sleeve Gillian midi from her current collection as a transitional dress with a simple turtleneck underneath or heat tech longsleeve underneath. “This way I can extend the life of pieces and make them work all year round,” she explained.
Fall dresses are so much more than long sleeves and deep colors; to me, they’re an entire attitude. Ahead, shop the 30 best fall dresses I plan to wear all season. Each one was chosen based on expert recommendations, shopper reviews, runway reporting, and my own extensive testing.
As a semi-professional Hill House dress collector, I think this may be the label's best sweater dress to date. The sweeping scoop neckline and blouson sleeves are pretty and polished, while the wool blend fabrication guarantees and cozy and comfortable day wearing it. I'm envisioning myself wearing it with a long black hair ribbon and Miu Miu flats for a balletic moment, but the minimal design could go in all sorts of aesthetic directions.
Sizes: XXS–XXL
Colors: Gray, black
Best Slouchy Fall Sweater Dress
Altuzarra Kasos Cashmere Dress
Best Slouchy Fall Sweater Dress
Altuzarra Kasos Cashmere Dress
Can a fall sweater dress be … sexy? Altuzarra says yes, with this cashmere midi that sensually drapes off one shoulder. Note that the powder blue is also a fall 2023 trend—but it’s slightly more versatile than the fire-engine red resurgence happening now.
Sizes: XS–L
Colors: Blue
Best Reversible Dress
Diane von Furstenberg Verina Reversible Mesh Dress
Best Reversible Dress
Diane von Furstenberg Verina Reversible Mesh Dress
Now 13% Off
A mesh dress with a ruched skirt, high mockneck, and seasonal print would earn my "Add to Cart" all on their own. But this dress comes with a secret: It completely reverses to a second gorgeous print, so it's essentially two sleek dresses in one. Layer one size with a leather blazer and boots, then try the other with a merino wool sweater and flats.
Sizes: XXS–XL
Colors: Pansy rosewood/autumn berries, Paris floral/tiny bean
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Best Belted Sweater Dress
Faherty Jackson Long Sleeve Tie Waist Sweater Dress
Best Belted Sweater Dress
Faherty Jackson Long Sleeve Tie Waist Sweater Dress
Now 20% Off
Here's a sweater dress that will still give you a little structure while allowing you to feel bundled up, thanks to its coordinating tie-waist belt. I'm as tempted to try this with my Reformation x Veja sneakers and chunky socks as I am with a sleek knee-high boot.
Sizes: XXS–XXL
Colors: Claret, oatmeal
What reviewers are saying: "This is a fantastic effortless sweater dress. I feel it runs slightly large, as I originally ordered a medium and exchanged for a small."
This Rixo dress is at the top of my personal wish list. I love how the designers inventively combined two quintessential fall prints—the basic black-white polka dot and an exaggerated leopard print—into a single dress with a layered effect.
Sizes: 2–22
Colors: Leopard/dot, startlet floral, poppy/leopard, and more
What reviewers are saying: “Absolutely adore this dress and know I’m going to get so much wear out of it, a forever dress. I sized down - I’m a 12 but was a bit big so kept the size 10.”
Best Fall Runway Dress
Proenza Schouler Nappa Leather Strapless Dress
Best Fall Runway Dress
Proenza Schouler Nappa Leather Strapless Dress
Behold, the red leather dress that sparked a bona fide color trend and all sorts of social media chatter when it arrived on Proenza Schouler’s runway. It’s the sort of investment that’s hard to resist: The construction and saturated color are unlike any other leather dress on the market.
Sizes: 0–12
Colors: Red
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Best Quilted Fall Dress
Loeffler Randall Lottie Dress
Best Quilted Fall Dress
Loeffler Randall Lottie Dress
Jessie Loeffler Randall said this quilted dress strikes a special balance: “It’s a statement dress that also feels down to earth.”
She added: “It’s got the appearance of being layered and I love that! It’s actually very lightweight and airy. I’ll be wearing it with our tall shaft Gia boots or with some statement velvet platforms.”
Sizes: XS–XL
Colors: Cream floral, blush floral
Has there every been a more romantic fall dress than this Sea piece? Whether in the dominating shade of the season or a moodier black fabric, the dreamily gathered neckline and frothy tiered skirt belongs in your lineup of fall galas, weddings, and other formal occasions.
Sizes: XXS–XL
Colors: Red, Black
Best Punk Fall Plaid Dress
Vivienne Westwood Checked Midi Dress
Best Punk Fall Plaid Dress
Vivienne Westwood Checked Midi Dress
Plaid is as essential to fall as pumpkin lattes and Nora Ephron films. This Vivienne Westwood dress takes the classic seasonal check and makes it daring, sculptural, and a little punk rock—true to the house’s counterculture roots.
Sizes: 0–10
Colors: Checked blue
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Best Twisted T-Shirt Dress
Gestuz Ruched Round-Neck Midi Dress
Best Twisted T-Shirt Dress
Gestuz Ruched Round-Neck Midi Dress
Copenhagen-based label Gestuz has delivered the T-shirt dress I know I need for fall. The ruched, gathered waist adds an element of visual interest and creates a slit idea for showing off an over-the-knee snakeskin boot.
Colors: Chocolate
This going-out dress has bite. In 16Arlington’s expert ateliers, a simple column gown becomes a capital-M moment when it’s coated in sequins to replicate python skin. Pointed-toe shoes and a dramatic jacket are musts to bring the look together.
Sizes: XS–XL
Colors: Gray sequin
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Best ’70s Print Dress
& Other Stories Mini Jacquard Dress
Best ’70s Print Dress
& Other Stories Mini Jacquard Dress
This little mini feels expressly designed for layering with a tissue-thin turtleneck, a pair of leather boots, and a Penny Lane coat. With a big hair bow and a demure kitten slingback, it transforms into holiday party material.
Sizes: 0–12
Colors: Blue jacquard
I have three weddings to attend this fall and several in autumn 2024. For anyone else in the same boat, I recommend this sustainably knit Farm Rio maxi. The unexpected combination of long sleeves and a plunging, cutout bodice can go from city civil ceremonies to beachside outdoor weddings and back.
Sizes: XXS–XL
Colors: Red
When I wore this dress to work on a recent August morning, I was stopped three times between my apartment and my office by strangers complimenting it. I have to agree it’s one of Dôen’s absolute best. The brand updates this square-neck midi with a smocked bodice each season with new fabrics, and each variation embodies bohemian elegance. (Plus, it’s unbelievably comfortable). I plan to layer a brown leather blazer over the top when fall really kicks in.
Sizes: XXS–XXL
Colors: Navy floral
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Best Off-Duty Denim Dress
Tibi Tencel Cotton Shirtdress
Best Off-Duty Denim Dress
Tibi Tencel Cotton Shirtdress
I tend to wear shirt dresses regardless of the season. Still, I’ll admit that all-over poplin doesn’t quite feel like fall on its own. For a seasonal swap that also has year-round potential, I’m eyeing this denim shirt dress from Tibi. It has all the structure I’m looking for, with a length that can complement boots, mesh flats, and loafers.
Sizes: XXS–XL
Colors: Blue
Best Bold Striped Dress
4SI3NNA Long-Sleeve Striped Sweater Mini Dress
Best Bold Striped Dress
4SI3NNA Long-Sleeve Striped Sweater Mini Dress
Now 37% Off
Chunky gold jewelry, a knee-high boot, and a bold red lip are all this size-inclusive striped sweater dress needs to feel ready for the day.
Sizes: XXS–XL, 1X–3X
Colors: Black/white stripe
Last year, Khaite designed a slightly oversize cardigan that became an unassuming It item. I predict history will repeat itself with this thick, ribbed-knit sweater dress. It has the same deliciously soft texture and limited edit of true neutral shades—oh, and some sizes are already selling out.
Sizes: XS–XL
Colors: Merlot, cream
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Best Velvet Maxi Dress
Ulla Johnson Elodie Bias-Cut Burnout Velvet Maxi Dress
Best Velvet Maxi Dress
Ulla Johnson Elodie Bias-Cut Burnout Velvet Maxi Dress
Now 70% Off
My love for this dress boils down to its rich texture. Sometimes I look at the crushed velvet and see falling leaves; sometimes it has the effect of a subtle animal print. Either way, I can envision a fall full of evening work events, weekend dinners, and the occasional gala, all while wearing this single piece.
Sizes: 0–10
Colors: Orange
It’s a truth universally acknowledged that every fall wardrobe requires a little black dress, and runways were newly obsessed with LBDs for fall 2023. Sami Miro Vintage brings the forever staple into an edgy new direction with an asymmetric hem and sculpted ribbed fabric.
Sizes: XS–XL
Color: Black