29 Gorgeous Maxi Dresses to Cure Your End-of-Summer Blues

29 Gorgeous Maxi Dresses to Cure Your End-of-Summer Blues
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Photo: Christian Vierig/Getty Images.

If there’s one thing we hate about summer, it’s the fact that it ends. The death of summer means the death of rosé season, open-toed shoes, sun-kissed complexions—need we continue? But before you start mourning #hotgirlsummer, read this: Summer’s not over just yet. We still have at least a month left of sun to enjoy before temperatures dip below sandal weather. And there are tons of ways to stretch out these last few weeks, believe it or not. Our preferred method? It’s by stocking up on maxi dresses that can go from summer to fall.

To cure your end-of-summer blues, we suggest donning a maxi dress: the grass-skimming, breeze-catching item everyone should own. It’s the perfect piece for the transition from summer to fall—flowy enough to keep you cool on the hottest summer days, but long enough to protect your bare legs from the cold breeze that often strikes during post-July evenings.

Flip through the slideshow below to find 29 maxi dresses that are perfect for the end of summer and the beginning of fall. Not only are these picks completely practical for cross-seasonal wear, but they’re also so cute you’ll forget how sad you are that summer’s nearing a close. (Sorry, too triggering?)

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STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
My Long Time Love Maxi Dress

This is just one of those dresses that looks good on everyone.

My Long Time Love maxi dress, $118 at freepeople.com

Photo: Free People.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
The Liv

The Australian brand loved by 'it' girls everywhere is here with the perfect weekend maxi dress.

Realisation Par the Liv dress, $245 at realisationpar.com

Photo: Realisation Par.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Cutout Layered Lace Maxi Dress

Not your typical cutout dress—and we're absolutely swooning.

Fleur du Mal cutout layered lace maxi dress, $495 at fleurdumal.com

Photo: Fleur du Mal.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
July Dress

Pair it with an oversized sweater overtop and boom—you've got yourself a trendy satin skirt.

Staud July dress, $133 (was $265) at shopbop.com

Photo: Shopbop.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Belted Satin Effect Dress

We're calling it now: Cinderella Blue will be next hot color.

Belted satin effect dress, $70 at zara.com

Photo: Zara.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Lexi Dress

A classic black dress with a cutout twist.

A.L.C. Lexi dress, $138 (was $275) at shopbop.com

Photo: Shopbop.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Jolene Embroidered Cutout Maxi Dress

The prettiest summer dress that's just neutral enough to work for fall.

Jolene embroidered cutout maxi dress, $80 (was $149) at urbanoutfitters.com

Photo: Urban Outfitters.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Chicago Long Dress

This dress with your leftover summer tan? Incredible.

Sundress Chicago long dress, $161 at revolve.com

Photo: Revolve.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Camel Low Back Ruffle Hem Maxi Dress

Belt it to give this dress some shape, or just embrace the flowy silhouette.

Camel low back ruffle hem maxi dress, $38 (was $50) at prettylittlething.com

Photo: Pretty Little Thing.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Baya Printed Maxi Dress

Grandma dress but make it undeniably chic!

Staud Baya printed maxi dress, $350 at net-a-porter.com

Photo: NET-A-PORTER.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues

Take a page from Nasty Gal's book, and style this super feminine dress with a pair of Converse for a fun twist.

Summer of Love floral maxi dress, $45 (was $90) at nastygal.com

Photo: Nasty Gal.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Mixin' It Up Maxi Dress

This dress + leather jacket + boots = the fall outfit we want to wear every. Single. Day.

Mixin' It Up maxi dress, $128 at freepeople.com

Photo: Free People.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
La Bohème Lace-Up Maxi Dress

Black leather sandals and a matching black straw bag would go perfectly with this super chic dress.

La Ligne La Bohème lace-up maxi dress, $395 at net-a-porter.com

Photo: NET-A-PORTER.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
New Moon Maxi

A stunning dress made for romantic dates in the park.

Tiare Hawaii new moon maxi, $130 at revolve.com

Photo: Revolve.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Tie Dye Dress

We're getting lost in this gorgeous tie dye.

Kos Resort tie dye dress, $120 at shopbop.com

Photo: Shopbop.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
River Maxi Dress

The ultimate va-va-voom dress.

Indah river maxi dress, $158 at revolve.com

Photo: Revolve.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Strappy Dress With Sequins

Throw on a knit cardigan for fall or a pair of statement earrings for New Year's Eve.

Strappy dress with sequins, $90 at zara.com

Photo: Zara.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Textured Dress

Not only is this dress rendered in a stunning hue, it also has POCKETS.

Textured dress, $50 at zara.com

Photo: Zara.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Extratropical Maxi Dress

Sexy: Check. Backless: Check. Ruffled: Check. (That's all our boxes.)

Extratropical maxi dress, $118 at freepeople.com

Photo: Free People.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Rare Feelings Maxi Dress

Transition this dress to fall by wearing a pair of leather boots and adding a denim jacket over top.

Rare Feelings maxi dress, $148 at freepeople.com

Photo: Free People.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Pleated Striped Crepe Maxi Dress

Never have we ever stanned pleats quite this hard.

Michael Michael Kors pleated striped crepe maxi dress, $195 at net-a-porter.com

Photo: NET-A-PORTER.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Handkerchief Dress With Buckle

A gorgeous LBD (long black dress) that'll serve you for years.

Fleur du Mal handkerchief dress with buckle, $165 (was $545) at fleurdumal.com

Photo: Fleur du Mal.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Rococo Sand Stellar Long Dress

We're starry-eyed just looking at this one.

Rococo Sand stellar long dress, $630 at shopbop.com

Photo: Shopbop.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Coral Twist Front Maxi Dress

This kind of looks like something Beyoncé would wear, so...

Coral twist front maxi dress, $18 (was $62) at prettylittlething.com

Photo: Pretty Little Thing.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Beekman Dress

Pair this with white sneakers for a fun weekend look or hot, strappy heels for an event.

Alix Beekman dress, $265 at revolve.com

Photo: Revolve.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
The Allegra

Is it just us, or does this dress give off real Selena Gomez à la "Fetish" vibes?

Realisation Par the Allegra dress, $240 at realisationpar.com

Photo: Realisation Par.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Plus White Ruched Plunge Maxi Dress

Here is 2019's take on the iconic Marilyn Monroe dress.

Plus white ruched plunge maxi dress, $34 (was $45) at prettylittlething.com

Photo: Pretty Little Thing.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Modena Floral-Printed Dress

Date nights just got a whole lot hotter.

Reformation Modena floral-printed dress, $390 at net-a-porter.com

Photo: NET-A-PORTER.
STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
Rachel Asummetric Printed Devoré-Satin Dress

This asymmetric dress strikes the perfect balance between understated and glamorous.

Maje Rachel asymmetric printed devoré-satin dress$445 at net-a-proter.com

Photo: NET-A-PORTER.

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  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
  • STYLECASTER | These 33 Stunning Maxi Dresses Will Cure Your End-of-Summer Blues
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