7 Chic Outfit Ideas to Wear for Labor Day Weekend

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Photo: Courtesy of J.Crew

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Labor Day is a lesson in contrasts. You’re holding onto summer while prepping for fall. The days are warm but the nights can be cool. You’re celebrating hard work while taking off for a nice long weekend. Embrace all of life’s and, well, fashion’s, great dichotomies by mixing the best of summer with everything good to come for fall. What that means to you—whether you’re bringing out your barn jacket early, keeping crochet in heavy rotation, sporting your best raffia bags with everything, or integrating fall’s chicest suede bags for the last big weekend of summer—is all a matter of personal taste.

Vogue’s Weekend Essentials Shopping List

Something Nautical

Nautical vibes aren’t so much about summer as a season as they are about a particular timeless energy. Breton stripes are a must to achieving a perfectly boat-centric look and belted wool Prada shorts mean you can keep this energy well into fall.

Cos

clean cut t-shirt

Prada

light mohair shorts

Cos

bubble hem jacket

Khaite

lotus suede tote

Bally

Pathy leather loafers

Falke

ankle socks

Crochet All Day

Labor Day is inherently bittersweet with the letting go of summer while embracing the onset of fall. Take the idea quite literally in summer-ready red crochet separates and a linen blend trench that is made for September. Jil Sander’s statement flats are a nice reminder that some things are for every season.

All That Remains

crochet top

All That Remains

crochet shorts

AYR

The Moodboard trench coat

Éliou

Avril shell wrap necklace

Jil Sander

embellished leather ballet flats

Alaïa

Le Teckel medium bag

Boho Babe

Hitting your boho stride now is all about integrating something light and flowy in a way that still feels modern. Longer denim shorts and suede boots hit all the right notes against a sheer ruffled top, while a raffia bag keeps things summer-ready.

Mango

long sleeved ruffle blouse

Agolde

Parker vintage long denim shorts

Staud

Wally suede knee boots

Marni

raffia tote

Mon Paleis

Romee earrings

Saint Laurent

sunglasses

Natural Selection

Everything is better when it just flows—including this dress over trousers moment. A suede bag is the ideal transition piece and balances colorful stone jewelry and leather sandals perfectly.

DeMellier

New York suede bag

Leset

Barb satin maxi dress

Leset

Barb satin pants

Aeyde

sandals

Valére

beaded necklace

Jacquemus

sunglasses

Bring in the Barn Jacket

Integrate your fall musts now, like a cool barn jacket. Paired with airy crochet pieces, it feels right on time. Mesh flats, The Row’s ’90s bag, and a cool pearl necklace complete the idea.

Zara

crochet top

J.Crew

crochet mini skirt

J.Crew

barn jacket

The Row

90s leather shoulder bag

Daliah pearl choker

Arket

shoes

A Little Bit Artsy

It’s all in the composition—layering special interest pieces like a dress with a paneled skirt with mesh flats and statement bangles add up to what we’d consider truly artful. A red-orange Jil Sander bag provides the pop of color you crave.

Siedrés

Liena pleated maxi dress

Valentino Garavani

V Logo mesh flats

Jennifer Fisher

triple coil gold-plated bangle

Prada

plexiglass bangle bracelet

Jil Sander

leather shoulder bag

J.Crew

classic tortoiseshell clip

Labor Day Lady

A linen bubble dress can work with just a great pair of sandals, but as the weather dips, a satin jacket makes the ideal topper. Add Loewe’s must-have tote and bold green earrings and your ladylike Labor Day has arrived.

Dissh

Stevie bubble mini dress

Massimo Dutti

satin bomber jacket

Magda Butrym

crochet flats

Loewe

Paula's Ibiza raffia tote bag

Celine

Triomphe oval sunglasses

Lié Studio

Hannah earrings