Summer’s last hurrah is almost here and we’ll show you how to go out in style with 20 super cute pieces that’ll have you looking hot but feeling cool…
With the dog days of summer coming to a close, our last major summer holiday is nearing soon. Originally created as a day to celebrate America’s hard working ethic, today’s Labor Day still pays homage to its roots, but has taken on another cause as well – namely the unofficial end of the summer season. And in true fashion, we make the most of it with picnics, barbecues, water activities, rooftop parties, and more.
In need of some inspo for your holiday? We’ve got it! Our Editors have pulled together a plethora of pieces you can rotate in with those current summer items you already have.
YES TO THE DRESS
As the saying goes, “If it ain’t broke, why fix it?”. A cute summer dress is the reigning one-and-done item that’s perfect for a summer celebration. You can lean into the patriotic vibe of the holiday, or go your own way. There are no wrong answers here when the dresses are as cute as these…
Starting with a little white on white. IYKYK the color white is about the closest thing to an ‘official’ color for Labor Day. This terrific tank version (you do know tanks are trending, yes?) is a perfect midi length, adds a touch of ribbed knit texture, and a fab, high front slit. Pair this lovely with those white Sambas or New Balance 327s you’ve been living in all summer for a clean, sleek look.
Windsor, Perfectly Stylish Sleeveless Ribbed Knit Midi Dress $38.90
When you want to look chic and casual, Maxis are a great way to go. This bright and colorful version is giving tropical vibes with a vintage twist. With a comfy smocked top and cute ruffled sleeves, feel free to pull those Birks from the closet and pair these items up.
Sugarlips, Lanai Multi Tropics Smocked Bodice Tiered Midi Dress $105
Dreaming of wearing a super short, mini dress but not loving the idea of the unexpected peek? Well then, this flirty ponte romper should already be in your cart. The trending red color pop and pretty pleats are all play while the built-in skort shorts keep your confidence no matter the activities. And when the temps begin to dip, pull out that sweet bomber jacket you’ve got stashed in the back of the closet for an instant it girl ensemble.
Windsor, All The Likes Strapless Pleated Ponte Romper $39.90
Maybe you’re more interested in giving the stripe dress trend a try? This cool, blue and white customer will do the trick. Smocked and strapless, it’s the stylish solution for going straight from the beach to the party without missing a beat. It’ll go great with those pool-ready jelly shoes you’ve been kicking all summer in the sand.
Windsor, Signature Stripes Strapless A-Line Maxi Dress $52.90
Finally, if you’re looking for something to up the ante at your Labor Day soiree without working up a sweat, this darling skater dress in beautiful baby blue understood the assignment completely. The trending drop waist gets high marks, as does the coquettish corset top, and it goes great with those sweet fisherman sandals you’ve been rocking since June.
Windsor, So Darling Woven Drop-Waist Skater Dress $64.90
LOOKS WITHOUT THE LABOR
Casual cookouts, lowkey lounging, grilling with fam…if your holiday agenda reads more relaxed, it’s easy to just grab “the uzhe” and go. But hey, lowkey doesn’t have to be basic. Here’s a few adorbs looks, ready to chill.
Like this cute combo that features a strapless sweetheart denim top with a crisp white cargo skirt. Just add a pair of kicking converse, slide on some aviators, and you’re good to go.
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Windsor, Carefree Cool Strapless Zip-Up Denim Crop Top $29.90
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Windsor, Cute And Trendy Cargo Mini Skirt $34.90
Or channel some stylin’ resort vibes by pairing this cool crochet-sleeved tee with a European-inspired wrap mini skirt. Wear it with your fav flatforms and oversized sunnies.
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Tank and sweats? We can do better. Consider this combo your elevated alternative. Super roomy cargo parachute pants, and a spaghetti strap top made from mesh, to keep you feeling cool while looking hot. And if you really want to spice things up, break out that corset belt you’ve been holding onto for fall and throw it on along with your office siren kitten heels for an unexpected update that reads so fresh.
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Windsor, Scenic Route V-Neck Halter Mesh Crop Top $24.90
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Aeropostale, Baggy Cargo Parachute Pants $20
Take your basic tee and jeans and sweeten the stakes with this combination. A coy, cherry print crop top mixed with a cool pair of mid-rise jeans makes for a R,W & B twist that’s playful and patriotic. Upcycle any of your 4th of July jewelry to fabulously finish out this fit.
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Finally, how about getting a little graphic (in a good way) with a cute, sunny disposition tee. Pair it with a pleated mini skort to keep the playful vibe going. This fit just begs for any of those pretty, frilled socks you’ve been buying by the dozen all summer long. Want to try and upgrade? Skip the sneaks and break out your fall loafers early to complete this look.
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DENIM ON DENIM DUOS
When in doubt, denim it out. Denim on denim is a fast and easy way to make your outfit fresh while still keeping things comfy. And as our cooler days are coming around the corner, all these items will make amazing transitional pieces as well.
Starting with this matching set of corset top and pleated skirt, set in a light blue wash that’s perfect for a picnic. You can style this up with those kicking cowboy boots you wore all festival long.
Micas, Denim Strapless Top and Pleated Mini Skirt Set $55
Speaking of festival wear – looking for something to pair that cool AF cropped jacket you bought at the beginning of the season? How about pairing it with this fabulous AF denim jumpsuit? Just be sure to take it off from time to time, so everyone can see that incredible open back.
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Liu Jo, Crisscross Chain Cropped Denim Jacket $162
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Windsor, Heart Open Zip Up Flare Denim Jumpsuit $56.90
Our final fit proves that D-on-D doesn’t always have to be matchy-matchy to work. This dark denim handkerchief style top (another big trend for fall) is an absolutely cohesive partner to these hi-rise, straight-leg jeans. Bring out your ballet flats, and you have a combo that’s comfortably fun and festive.
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