POPSUGAR Fashion

58 Flawless Ways to Style the End of Summer

Aug 27 2014 - 11:16am

We're answering the big questions — you know, what to wear to dinner, brunch, work, and beyond — all right here. For the rest of the Summer, we have your outfit conundrums solved in 58 street style snaps. Breezy day dresses, Summer whites, chic trousers, and so much more to inspire your best dressed month yet. Just scroll for all the inspiration you need to live out the last few weeks of Summer in style.

Summer Street Style

There's nothing we love more than a matching set [1].

Summer Street Style

There's nothing we want to wear more during the hot Summer months than an easy, breezy maxi.

Summer Street Style

This is how you do sporty — with cool kicks, great jeans, and jersey that still shows off your curves.

Summer Street Style

You can edge your way into Fall with a pair of pinstriped pants, but keep one foot firmly planted in Summer with a crop top.

Summer Street Style

Because what other time of year can you wear a fabulous hat like that?

Summer Street Style

A straw fedora and a pair of rubber wellies make this a downright adorable way to style your Summer day dress.

Summer Street Style

Fun and fabulous — she kept it quintessentially Summer with espadrilles and a beat-the-heat crop top.

Summer Street Style

This pair doubled up on sundresses and chic shades.

Summer Street Style

Susie Bubble went beyond your typical Summer dresses with bold pattern play and standout accessories.

Summer Street Style

Bold hoops bring glam to a basic mini and street-chic kicks.

Summer Street Style

This Summer style could ease right into Fall, thanks to a leather jacket and a perfect Autumn orange.

Summer Street Style

Make a slit skirt even sexier with a sheer top.

Summer Street Style

Bold jewels? Bright accents? And a little leather? Check, check, check!

Summer Street Style

Never be afraid to amp up the personality of a great dress with great accessories.

Summer Street Style

We don't know what we love more — her crop top, those pants, or that smile!

Summer Street Style

Who says white and black have to be boring? With a fringe-trimmed vest and bold jewels, she more than made up for any lack of bright color.

Summer Street Style

You don't have to fear being overexposed on top when you're this covered up on bottom.

Summer Street Style

The classics with a twist, thanks to a frayed, full skirt and a pair of on-trend pool slides.

Summer Street Style

Summer leather that defies the age-old fashion rule: never wear black and brown together. We love it.

Summer Street Style

If prints are your thing, double up with eye-catching patterns to give 'em a real taste of your personality.

Summer Street Style

Boxy proportions embolden an everyday outfit.

Summer Street Style

The totally nonbasic way to wear your Summer LWD.

Summer Street Style

Who says you can't do all black in the Summer — just add cool-girl kicks to take it to the next level.

Summer Street Style

Refresh your everyday dress with high-octane shades.

Summer Street Style

Black and white and never boring with long, fashion-forward layering tactics.

Summer Street Style

This creative top speaks to both the overall and the crop top trend.

Summer Street Style

A little texture goes a long way in this tone-on-tone look.

Summer Street Style

We adore Summer hats, especially when they look as sweet as this one.

Summer Street Style

Play it cool in a printed maxi that looks dressed up enough to get away with at dinner or a cocktail party — though you can most definitely wear flats.

Summer Street Style

Anya Ziourova found Summer's most ethereal little white dress.

Summer Street Style

Capitalizing on Summer stripes and a pop of bright red — a chic spin on Americana.

Summer Street Style

With easy polish and all the right colors, we'd wear this look again and again to the office.

Summer Street Style

The perfect way to get your prints in, in a big way.

Summer Street Style

Look no further than a standout dress with breathable details — you'll be best dressed from work to weekend all season.

Summer Street Style

When it's almost too hot to get dressed, less is more. Opt for a notice-me dress with subtle cutouts and a fresh fit.

Summer Street Style

Keep Summer trousers chic and easy, just like this.

Summer Street Style

Rethink your Summer whites with a timeless shirtdress and exotic sandals for a look that goes from work to weekend in a flash.

Summer Street Style

If you're not big on Summer brights, keep it classic and look for subtle ways to add your favorite colors, like so.

Summer Street Style

We tend to live in dresses like this, which go from Summer weddings to lazy beach days.

Summer Street Style

Just how we like our day dresses and sandals, with a touch more personality via embellishments and a little leopard print.

Summer Street Style

This bright, breezy dress screams, "Summer cocktail party." We'd be looking for reasons to wear it all season.

Summer Street Style

In our world, booties are a year-round staple. They help ground minidresses like this one and make the perfect festival-stomping footwear.

Summer Street Style

A slinky slip dress and flats are the perfect measure of fashion and function.

Summer Street Style

Capture the quintessential game of Summer with a cut baseball tee, then counter your sporty side with shoes that say, "Fashion."

Summer Street Style

Too shy to bare it all in a crop top? Just add a breezy vest or kimono for the right amount of coverage.

Summer Street Style

Mary Kate Steinmiller has your perfect work look solved — and it includes Birkenstocks.

Summer Street Style

Summer whites don't have to be predictable, especially when they come in sheer, oversize layers and chunky platforms.

Summer Street Style

The little white dress doesn't have to be demure: make yours downright cool with a fedora and an unexpected asymmetrical cut.

Summer Street Style

Equal parts sexy and easy, thanks to a longer hemline and lingerie-inspired lace.

Summer Street Style

There's nothing that feels more definitively summery than a breezy gingham dress [2] (this one's a favorite of ours from Zara).

Summer Street Style

Beat the heat in a statement-worthy maxi, one that comes complete with smart cutouts.

Summer Street Style

Overalls aren't what they used to be, especially when they're paired with heels and Chanel.

Summer Street Style

A look that'll make the transition to Fall relies on neutral shades and sharp layers.

Summer Street Style

Just a look, and you know — her accessories make the outfit.

Summer Street Style

In case you missed it, the jumpsuit is back — and we're betting it'll be cropping up all Fall, too. Just finish with sandals now — dress it up with boots later.

Summer Street Style

We totally approve of her take on Summer denim.

Summer Street Style

Another testament to the fact that matchy-matchy ensembles are nothing like they were in our middle school days.

Summer Street Style

This Summer, the skater shoe became our go-to for hitting the streets — and beyond.


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