Dresses
Aug 21, 2021

30 Cute Dresses That'll Work Perfectly for Your Summer-to-Fall Transition

by Yusra Siddiqui

When it comes to outfit dilemmas, a dress is almost always the solution. There's no need to worry about finding matching pants for your top, and since it's one item, all you need to do is throw it on and go. If you want to make things more interesting, there are easy ways to add elements to the look by playing around with accessories or adding a jacket or cardigan. Obviously, the latter is easier to do when the weather isn't blazing hot, which is why our favorite time to wear dresses is when we're transitioning from the summer into the colder weather. It's still the right time for breezy dresses, but there's no harm in layering a blazer over one when the temperature starts to drop.

There are plenty of A+ dresses on the market, but we've narrowed it down to 29 that we think deserve your attention right now. You can wear the options below with strappy sandals to keep your summer vibe going or even pull on knee-high boots as we transition into the next season.

Ronny Kobo Angua Knit Dress

Ronny Kobo Angua Knit Dress ($328)

Can we hear a little commotion for the dress?

Lisa Says Gah Maddie Midi Dress Long Sleeve

Lisa Says Gah Maddie Midi Dress Long Sleeve ~~( $179)~~ $126

Don't be fooled. This fun shade of lime green isn't just for the summer.

H&M Lyocell-Blend Dress

H&M Lyocell-Blend Dress ($40)

Muted florals for all? Groundbreaking.

& Other Stories Plissé Pleated Maxi Dress

& Other Stories Plissé Pleated Maxi Dress ($69)

Moment of silence for this lilac plissé piece.

Reformation Hyland Linen Dress

Reformation Hyland Linen Dress ($278)

How to take summer cottagecore into the fall.

Skims Ribbed Long Slipdress

Skims Ribbed Long Slipdress ($78)

Wear this as is, or bring on the layering.

Who What Wear Collection Drew Cutout Twist Midi Dress

Who What Wear Collection Drew Cutout Twist Midi Dress ($155)

Despite being released today, this one's already a best seller.

Ganni Seersucker Check Midi Dress

Ganni Seersucker Check Midi Dress ($265)

This will go with slides (pictured above) and knee-high cowboy boots.

With Jéan Andy Dress

With Jéan Andy Dress ($239)

The dress that never stops giving.

Lioness Crossing the Line Midi Dress

Lioness Crossing the Line Midi Dress ($79)

This is the best cutout dress we've seen.

Reformation Cita Dress

Reformation Cita Dress ($118)

Knit dresses often come in muted tones, so I love that this one comes in a playful pink.

& Other Stories Rib Knit Midi Dress

& Other Stories Rib Knit Midi Dress ($89)

We're still not over this pale yellow.

Abacaxi Kina Dress

Abacaxi Kina Dress ($310)

Who said tie-dye moment was only for t-shirts and sweatshirts? This dress is a moment.

Zara Animal Print Mini Dress

Zara Animal Print Mini Dress ($50)

Animal print holds a special place in every fashion girl's heart.

Staud Ida Dress

Staud Ida Dress ($295)

Green with envy at whoever owns this dress.

Urban Outfitters Yaya Mesh Printed Midi Dress

Urban Outfitters Yaya Mesh Printed Midi Dress ($69)

We love that this has a summery print and how the toned-down colors bring it into the next season.