Fashion

Discover the Best Dresses for Every May Occasion


Shop the best dresses from March:

The Striped Dress

Loewe’s multicolored striped maxi—fresh off the runway from Jack McCollough and Lazaro Hernandez’s debut collection—is finally available to shop (and so worth the wait). With its bold color palette, graphic stripes, and sweeping silhouette, it captures the season’s mood in one standout piece.

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The Little Black Smocked Dress

If there’s one label we turn to time and again for beautiful dresses, it’s Dôen. This black midi, complete with a boat neckline and delicate smocking, feels feminine and effortlessly elegant.

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The Something Blue Dress

For beachside brides-to-be and wedding guests alike craving something blue, this chiffon paneled dress strikes just the right note. Soft and romantic, with a subtle nod to the ’90s, it’s a dress that little accessorizing to make an impression—strappy slingbacks and a beaded clutch are all that’s needed here.

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The Silk Maxi Dress

A printed maxi always makes a statement. The long-sleeve silhouette may lean more evening, but styled with a clog, it works just as well for daytime plans.

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Veronica Beard

Gemma maxi dress

The Eyelet Dress

Going on holiday? Perhaps somewhere somewhere? This eyelet drop waist dress is just right for a long weekend in the Bahamas—complete with playfully embellished sandals and a loose itinerary.

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Ulla Johnson

Isotta midi dress

The Halterneck Dress

What’s a spring and summer wardrobe without a halterneck dress? Minimal yet impactful, this style brings effortless polish to daytime (or evening!) plans. For in-between weather, layer a leather jacket on top and slip into metallic ballerinas—a combination that’s equal parts sensible and modern.

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St. Agni

halterneck midi dress

The Sporty Inspired Dress

Sporty dressing is everywhere this season, and Miu Miu’s jersey mini dress nails the look with its signature tongue-in-cheek charm. (It’s all in the zip-up detail and stand collar!) Style it with New Balance x Miu Miu sneakers for the full effect.

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Miu Miu

technical jersey mini-dress

The Graphic Polka Dot Dress

Junya Watanabe’s polka-dot dress feels like wearable mixed-media art. With its graphic spot, lace detailing, and draped bodice, it offers an expressive—and trend-forward—take on occasion dressing.

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Junya Watanabe

lace-trimmed georgette midi dress

The Mint Printed Dress

With spring around the corner, this cotton poplin dress by Rosie Assoulin, mixed with floral and stripes, does the work for you. It’s a statement on its own; all it needs is your favorite flat or sandal.

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Rosie Assoulin

Push Me to the Edge maxi dress

The 1920s-Inspired Dress

With its swishy fringe and intricate beading, Bode’s rendition of the drop-waist dress feels like a modern heirloom—either styled with a pouch and kitten heels for a striking evening look, or studded oxfords for an unexpected daytime twist.

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Bode

Sea Flower silk dress

The Ribbed Knit Dress

A ribbed knit midi is a warm-weather staple for a reason, and this Proenza Schouler option feels especially fresh. Cut in a flared silhouette in a vibrant citrus hue that nods to Rachel Scott’s knitwear prowess, it’s the kind of piece you rewear with no second guessing.

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Proenza Schouler

Giuditta midi dress

The Long-Sleeved Polo Dress

A polo dress is a one-and-done solution when you little time to spare but don’t want to sacrifice polish. We love this Madewell midi, with its sheer sleeves, for transitional dressing.

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Madewell

long-sleeve polo midi dress

The Floral Maxi Dress

Little livens up a wardrobe quite like a floral dress. This Emilia Wickstead maxi is a graceful option for any event on your calendar. A kitten heel, embellished clutch, and soft pink lip are your finishing touches.

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Emilia Wickstead

Silverio maxi dress

The Runway Dress

If anyone understands the art of crafted dress, it’s Fforme. From the sculptural drop-waist silhouette to its sleek, body-skimming shape, the Zaria midi stands out as an unapologetically elegant choice, fit for the office, evening, and beyond.

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The Drop Waist Dress

Gabriela Hearst’s Isai dress feels like the epitome of spring dressing. Crafted in linen and silk—it only looks like denim!—its low back and fluid drop waist allows for various styling possibilities. Take cues from the label’s runway show and wear it with a long pendant necklace and flat sandals for understated sophistication.

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Gabriela Hearst

Isai pleated maxi dress

The Polka Dot Dress

Spotted in more spring collections that we can count, polka dot is a print that isn’t going anywhere. Whether styled with boots now or sandals later, it is a classic that always feels relevant—as inconspicuous stipples, or full moons.

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The Poplin Tunic Dress

There is nothing quite like an easy poplin dress. Light, airy, and endlessly versatile, it works just as well for the office as it does for a seaside escape.

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Loulou de Saison

Vitti oversized midi dress

The Sculptural Dress

Róhe’s hourglass linen and silk dress delivers drama in a quiet and refined way. Its sculptural shape feels modern and considered—contrast with a colorful pouch and silver pendant.

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Róhe

hourglass linen silk dress




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