29 Elegant and Cool Summer Dresses That Are On-Trend But Not Too Trendy

I feel like the title says it all, right? As much as I like to look forward and on-trend, I'm always weary of buying anything that's too trendy. That's especially true when it comes to dresses. The first issue that comes to mind, of course, is the inevitable buyer's remorse that comes along way too quickly with an overly of-the-moment purchase. Beyond that, there's the cringe factor! If I'm wearing a dress, odds are I will be asking my husband to take a picture of me, and what's worse than looking back on a not-so-distant memory and wondering, What in the world was I wearing?

Okay, enough of my inner monologue. Let's just get to the shopping. For all the reasons mentioned above and more, I decided to round up my favorite dresses of the moment that hit that sweet spot of cool but not too cool. As always, I ended up with more picks than can fit in my cart or closet. To see what made the cut, simply keep scrolling. Enjoy!

LPA

Seina Midi Dress

$268

Raise your hand if you only clicked into this article to find out who made this dress.

CULT GAIA

Kendra Chain-Embellished Cotton-Blend Sateen Midi Dress

$458

Love a chain detail.

Pixie Market

Two-Tone Tank Maxi Dress

$129

Simple yet effective.

J.Crew

Athena Dress in Cotton Poplin

$115

It's just perfect.

Reformation

Keoni Linen Dress

$248

The ribbon is not included, but that's not to say you can't copy the look.

H&M

Smocked Bandeau Dress

$75

I love this more and more every time I see it.

Nordstrom

Embroidered Sleeveless Mixed Media Dress

$139

This will be such a useful buy.

Dissh

Stevie Black and Stone Mini Dress

$150

It's begging to go on vacation.

Acler

Folkestone Mini Dress

$395

Dress it up or down.

Wilfred

Polished Dress

$178

Polished indeed.

Faithfull the Brand

Soleil Linen Minidress

$280

This brand always gets it right.

L'Academie By Marianna

Laure Maxi Dress

$368

It's begging for an of-the-moment necklace.

Cala de la Cruz

Exclusive Daphne Strapless Printed Jersey Maxi Dress

$395

I've already told multiple friends to buy this beauty.

Asta Resort

Rafaella Dress

$390

Adorable is an understatement.

H&M

Kaftan Dress With Eyelet Embroidery

$99

You know it's good because I told my mom about it.

Line & Dot

Amara Dress

$166

I'm such a fan of the layered-dress trend.

MANGO

Striped Dress Bare Shoulders

$80$50

I can't explain why, but it's giving Barneys New York.

ST. AGNI

Stretch-Wool Turtleneck Maxi Dress

$380

I'm taking notes on the all-red styling.

Babaton

Resolution Dress

$168

Simply perfect.

MANGO

A-Line Dress

$50

Mango never misses.

Pixie Market

Khaki Strapless Dress

$119

It's obvious why this is a best seller.

Posse

Exclusive Theo Striped Jersey Strapless Maxi Dress

$240

Meghan Markle approved.

Dissh

Saskia White Linen Strapless Dress

$180

It's the subtle details that make this better than a basic white dress.

MANGO

Bow Embroidered Dress

$130$80

I'm such a sucker for embroidery.

Favorite Daughter

The Favorite Strapless Maxi Dress

$298

One of those pieces that's great to have on hand.

For Love & Lemons

Mayfair Maxi Dress

$250

Who can resist bows?

Moon River

Sleeveless Shirred Midi Dress

$122

I'm not typically a navy person, but this has me rethinking that.

Topshop

Floral Embroidered Swing Sundress

$111$61

The fun choice.

Oceanus

Laguna Dress

$295

I feel like I'd wear this summer after summer.