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No matter the occasion or the season, there are always plenty of opportunities to wear a dress, and of course, an overwhelming selection. We’ve compiled a selection of the most beautiful dresses you can buy this month. Check back every month to discover new styles.

We’re kicking off the new season with the most beautiful dresses of the month. There’s no better time to discover transitional pieces that can be worn day and night, elevating a classic silhouette with fresh details. We’re talking longer sleeves and thicker fabrics, moodier hues, and structural accents that look just as good with minimalist loafers as they do with retro sneakers. Discover October’s most beautiful dresses below.

Best Dresses for October:

The Fall Floral

From the subtle draping to the autumnal blooms, the Me+Em maxi dress has all the hallmarks of a wear-anywhere fall essential.

Ruched Maxi Dress
ME + EM
Ruched Maxi Dress
Fluid Crepe
$545.00
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The Checked Midi

Traditional fabrics and country clothing go hand in hand this fall, as seen on the runways of Burberry and Miu Miu. The subtle print is ideal for those who typically shy away from pattern-based looks. Pair this checked dress from Dôen with knee-high leather boots.

Madelaine checked organic cotton-voile midi dress
NET-A-PORTER
Madelaine checked organic cotton-voile midi dress
$370
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The Sultry Slip

Despite its lingerie-inspired look and feel, the slip dress isn’t just confined to the bedroom. It’s a staple in the fall/winter collections. Go for naturally romantic details and keep the rest classic—for example, wear it under a trench coat, a leather bomber jacket, or over a turtleneck.

Nadia lace-trimmed satin midi dress
NET-A-PORTER
Nadia lace-trimmed satin midi dress
$512
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The Best-Dressed Guest

We’re still obsessed with Zankov’s DVF collaboration, and the Stanton dress is especially cute. Tie your hair back and let the pretty polka dots do the talking at your next special occasion.

Stanton Silk Gown
DVF
Stanton Silk Gown
$1,150
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The Country-Coded Mini

Combine tradition and trend in a striking, cozy print with Banana Republic’s plaid mini dress. Timeless yet endlessly adaptable, this autumnal print gets a modern update with a shorter hem and a twist-front knot at the waist.

Flannel Tie-Front Shirt Dress
BANANA REPUBLIC
Flannel Tie-Front Shirt Dress
$150
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The Ruffled Gown

The fall runways made a strong case for keeping boho silhouettes in the mix. Zimmermann’s flowing, loose, and carefree dress can be worn to an evening event with kitten heels or during the day with square-toed flats.

Draped silk organza gown
MYTHERESA
Zimmermann
Draped silk organza gown
$1,550
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The Knitted Tank Top Dress

It’s not freezing cold outside yet. Take full advantage of the mild autumn weather and wear Lisa Yang’s high-neck tank dress under your favorite lightweight outerwear.

Angeline Dress
SHOPBOP
LISA YANG
Angeline Dress
$590
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The Lace-Trimmed Slip Dress

No wardrobe is complete without a slip dress, or two, or three! Zara’s dress is designed as a fashionable layer this season, worn over trousers and under a sweater.

SATIN LACE MIDI DRESS
ZARA
SATIN LACE MIDI DRESS
$59.90
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The Fluid Wool Dress

Looking for the perfect solution for soft winter elegance? Toteme has it! This warm, versatile, and finely crafted double-faced wool dress features a voluminous cowl neckline (a design element prominent on the fall runways) for warmth without bulk.

Cowl Neck Long Sleeve Double Face Wool Dress
NORDSTROM
Cowl Neck Long Sleeve Double Face Wool Dress
$1,020
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The Oversized Satin Dress

When it comes to putting together a sturdy wardrobe that’ll take you anywhere, versatile basics are key. This affordable find from Banana Republic is perfect for any occasion. Think weddings and parties, with velvet shoes or slingbacks.

Italian Satin Trapeze Maxi Dress
BANANA REPUBLIC
Italian Satin Trapeze Maxi Dress
$180
Shop Now
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