15 Stylish Dresses to Shop This August

No matter the occasion or season, there’s always plenty of opportunities to wear a dress, and of course, an overwhelming amount of options from which to pick. And since there really is no bad time of year to invest in one, we’ve put together a monthly edit of our favorite dresses you can shop right now.

This August, there’s a dress to satisfy every style and every need—from those who are still planning last-minute summer holidays and looking for an affordable, vacation-ready frock to those who find joy in planning ahead for the fall season.

This month’s assortment of dresses can outfit you today, tomorrow, and well past Labor Day Weekend. From satin slips to cotton midis, these dresses will have you closing out summer and kicking off fall in style. Ahead, find our edit of all the dresses to shop this August.

The Transitional LBD

Shop a midi-length smocked black frock because there’s really no bad time to buy a black dress.

La Ligne smock bodice cap-sleeve cotton dress

The Fall or Nothing

Shop an appropriately autumnal-hued dress now, and you’ll be stylishly set for the first day of fall—get your boots ready!

Tory Burch jersey striped dress

The Go Forth With Gingham

Shop summer’s favorite picnic print in a fall-ready silhouette; we like this one with long sleeves and an exaggerated collar.

Sea Gina smocked gingham cotton maxi dress

The Prairie Dress

Shop an effortless and romantic prairie dress, but be sure to choose one in a seasonless, neutral hue that you’ll be able to wear well past summer.

Altuzarra Daisy elasticated-waist twill midi dress

The Last Splash

Shop for a vacation dress that won’t break the bank, so you won’t mind putting it away for the season once you return from summer holiday.

The Formal Find

Shop for an upcoming calendar of fall weddings and special events with a modest jewel-toned floor length gown you can wear to more than one occasion.

Staud Wells cotton-blend maxi dress

The August Issue

Shop one of the up-and-coming designers from Vogue’s August issue, Connor Ives, and it will be an eco-conscious purchase too.

Conner Ives the Vanguard paneled printed cotton-jersey midi-dress

The Perfectly Practical

Shop a classic shirt dress with a twist—try one with a cutout at the midriff for an unexpected yet on-trend detail.

Nanushka Rowan cotton-blend cut-out midi shirt dress

The Updated Slip

Shop for the season ahead with a satin ruched slip—it’s time to start thinking less about poplin and cottons and more about sheen and silk.

Ciao Lucia Carolinne tie-accented satin midi-dress

The Poolside Caftan

Shop the perfect swimsuit coverup that doubles as a chic caftan; wear it to the beach or pool, and later to an afternoon cocktail, too.

Lemlem Eshe plunge-neck dress

The Picnic Ready

Shop a white broderie anglaise midi, and it really will be an endless summer.

Merlette Millais broderie-anglaise cotton midi dress

The Last Hurrah

Shop for a sweet sundress to close out summer and consider your Labor Day Weekend outfits sorted.

The Summer Nights

Shop a sweet yet sultry dress for a night on the town, like this gingham version that’s all clingy, strappy, and cutout.

Rachel Comey Indra textured gingham midi-dress

The Summer Sleeves

Shop for a long-sleeved maxi dress in a rich chocolate brown hue, and you’ll float into fall with ease.

& Other Stories voluminous maxi dress

The Holiday in the Sun

Shop for a fruit basket trimmed skirted frock, and you’ll look and feel like you’re vacationing along the Italian coastline.

Stella Jean gingham fit-and-flare dress