28 Fall Dresses to Shop as the New Season Arrives

Photo courtesy of Proenza Schouler

The chill in the air on a brisk autumn morning might tempt you to grab a hoodie and sweats, but fall dresses can offer just as much comfort and one-and-done ease—all with a more polished presentation.

Featured in this article

The Fall Floral

Dôen Bijou shirred floral-print organic cotton-voile midi dress

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$350

NET-A-PORTER

The Shirtdress

Zara poplin shirt dress

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$120

ZARA

The Colorblock Knit

Diane von Furstenberg Bea sweater dress

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$658

DVF

The Lace Style

Rabanne floral lace mock neck maxi dress

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$1,590

BLOOMINGDALES

The Silky Statement

Khaite Syd dress

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$2,400

KHAITE

The Dainty Layer

Banana Republic Georgette ruffle maxi dress

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$350

BANANA REPUBLIC

The Draped Favorite

Loulou de Saison Lucero draped sweater dress

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$545

NORDSTROM

The Lace-Trimmed Must

Sir Willa lace-trimmed silk maxi dress

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$620

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Keep the blossoming prints of summer in rotation by swapping light palettes for dark, moody floral motifs. Dôen’s Bijou dress is the ideal representation of the autumnal floral, with its wallpaper-esque vintage appeal. You could also show your love for the ever-enduring colorblock trend with candy-colored stripes from DVF.

More obvious necessities for the season include sweater dresses, though these aren’t your average knits. Look to Loulou de Saison’s artful draping, Róhe’s clever built-in belt that ties at the waist like a warm hug, and Toteme’s classic T-shirt silhouette. Work-appropriate shapes—like voluminous and deconstructed shirtdresses from Monse and Cos—are also no-brainers for keeping in rotation long into the winter.