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    • Pre-Fall Outfits
    1. Fashion
    2. Summer fashion

    Farewell, Summer—7 Elite Labor Day Outfits to Welcome the New Season In

    They'll carry you straight into fall.

    Bailey Burke's avatar
    By Bailey Burke
    Published 27 August 2026 In Buying Guides

    When you purchase through links on our site, we may earn an affiliate commission. Here’s how it works.

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    (Image credit: Darrel Hunter for Marie Claire)
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    Labor Day has a way of feeling like a deadline. One last weekend to wear white, one last excuse for a sundress, and so the story goes. Honestly, I'm not really buying it. The pieces I've been reaching for all summer aren't going anywhere come September; they're just getting a few new pairings! A great white pant doesn't stop being great in October. Neither does a slip dress, or a pair of woven Mary Jane flats—if you know how to layer them properly.

    Instead of saying goodbye to summer dressing, I'm just easing into fall. Ahead, 7 outfits I'd recommend this upcoming Labor Day weekend. Wear them this weekend exactly as they are, then start swapping in a jacket, a boot, a darker wash of denim—and let them carry you straight into fall.

    Lakeside

    woman street style wearing a flowy white top with jeans a bandana and sunglasses with a camel colored purse and flip flops

    (Image credit: Getty Images)

    Capeline Reversible Cotton Bucket Hat

    Call It By Your Name
    Capeline Reversible Cotton Bucket Hat
    $160
    SHOP NOW

    Bandana print will always be my weakness.

    Karina Top -- Salt

    Doen
    Karina Top
    $268
    SHOP NOW

    Dôen makes the sweetest blouses.

    Luna Pant With Removable Paracord

    J.Crew
    Luna Pant With Removable Paracord
    $118
    SHOP NOW

    The removable paracord belt takes these to the next level.

    Jam Flat

    Dolce Vita
    Jam Flat
    $65
    SHOP NOW

    I'll be wearing my jellies straight into fall!

    Coastal Cool

    woman street style wearing white pants and a button down blue with black sunglasses

    (Image credit: Getty Images)

    Gap, Organic Cotton Poplin Oversized Ruched-Sleeve Shirt

    Gap
    Organic Cotton Poplin Oversized Ruched-Sleeve Shirt
    $80
    SHOP NOW

    A lovely layering piece.

    Layering Cami in Penny Pointelle

    Madewell
    Layering Cami in Penny Pointelle
    $38
    SHOP NOW

    A pointelle tank top is a wardrobe staple.

    Cool Jeans in Milk - Milk

    Still Here
    Cool Jeans in Milk
    $325
    SHOP NOW

    These jeans are truly the coolest. I'm looking forward to wearing mine all fall and winter with darker, chunkier sweaters.

    Amelia Heeled Thong

    Reformation
    Amelia Heeled Thong
    $268
    SHOP NOW

    The easiest way to elevate an outfit.

    City-Bound

    woman street style wearing rugby shirt and a baby blue skirt with kitten heels a baseball cap and a pink chanel bag

    (Image credit: Getty Images)

    Nadine Top

    Posse
    Nadine Top
    $220
    SHOP NOW

    Very model-off-duty.

    Aureum Collective, No. 2 Belt

    Aureum Collective
    No. 2 Belt in Navy/Silver
    $550
    SHOP NOW

    The embellishments are just too good for words.

    Cargo Skirt

    Renggli
    Cargo Skirt
    $225
    SHOP NOW

    The utility details of this skirt takes it to the next level.

    Beaded Flat Sandal in Green, Size 10.5

    Tory Burch
    Beaded Flat Sandal
    $400
    SHOP NOW

    I have never been more obsessed with a sandal. I mean!

    clarev,

    Clare V.
    Pot de Miel with Bamboo Handle
    $265
    SHOP NOW

    Such a classic bag. I'm a big fan of the tan colorway as well.

    Countryside Chic

    woman street style with jean shorts mary janes a black bag and black sunglasses with a button down

    (Image credit: Getty Images)

    Hardy Top -- Valmont Plaid

    Doen
    Hardy Top in Valmont Plaid
    $298
    SHOP NOW

    Maybe it's the Midwest in me, but this shirt makes my heart flutter.

    Camille in Onyx & Grey

    Vincent Boulevard
    Camille in Onyx & Grey
    $300
    SHOP NOW

    Taking the outfit back into cool-girl territory.

    Nye Short in Bounty - 23 / Bounty

    Agolde
    Nye Short in Bounty
    $168
    SHOP NOW

    My most-worn jean shorts.

    Milla Calf-Hair Leather Belt

    B-low The Belt
    Milla Calf-Hair Leather Belt
    $164
    SHOP NOW

    This belt is a year-round winner.

    Junia Black Mary Jane Flat - Black / 5

    Loeffler Randall
    Junia Black Mary Jane Flat
    $350
    SHOP NOW

    Comfortable, cute, and can be worn deep into fall.

    Al Fresco

    woman street style wearing slip dress and sweater

    (Image credit: Getty Images)

    Brayden Knit Dress

    Reformation
    Brayden Knit Dress (Was $178)
    $89
    SHOP NOW

    Wear it now with flip-flops, and in the winter with a chunky black boot and sweater.

    Petra Cardigan -- Violet Thistle

    Dôen
    Petra Cardigan in Violet Thistle
    $328
    SHOP NOW

    The fluffiest, sweetest sweater.

    Jimmy Fairly, The Elvie

    Jimmy Fairly
    The Elvie
    $148
    SHOP NOW

    French-girl-approved frames.

    Out East

    woman street style wearing a denim shirt and funky skirt with fun sunglasses and a headpiece

    (Image credit: Getty Images)

    Cropped Western Shirt in Carolina Blue - Xs / Carolina Blue

    Citizens of Humanity
    Cropped Western Shirt in Carolina Blue
    $258
    SHOP NOW

    I reach for this as a layering piece on the daily.

    Nando Slim Fit Tee

    Leset
    Nando Slim Fit Tee
    $88
    SHOP NOW

    Everyone deserves a Leset tee.

    Simon Miller Beep Beep Mini Skirt | Xs

    Simon Miller
    Simon Miller Beep Beep Mini Skirt
    $295
    SHOP NOW

    Words can't describe how fun this skirt is. I love how it can be mixed with these fall-leaning pieces to take it farther into the season.

    bloomingdales,

    Dolce Vita
    Women's Viper Sneakers (Were $150)
    $100
    SHOP NOW

    Dries Van Noten, who?

    Party Girl

    woman street style wearing kitten heels and a fun skirt with a white tee and red sweater

    (Image credit: Getty Images)

    Lana Mini Skirt

    Alemais
    Lana Mini Skirt
    $420
    SHOP NOW

    The colors—just perfect.

    Medium Nico Earrings

    Jenny Bird
    Medium Nico Earrings
    $148
    SHOP NOW

    Very much into swirly baubles these days.

    Clean Cut T-Shirt

    Cos
    Clean Cut T-Shirt
    $45
    SHOP NOW

    Let the skirt and accessories do the talking.

    Love Train Sunglasses

    Le Specs
    Love Train Sunglasses
    $64
    SHOP NOW

    I like the sporty silver frame juxtaposed against this more girly-leaning outfit.

    Marie Claire Newsletter

    Celebrity news, beauty, fashion advice, and fascinating features, delivered straight to your inbox!

    By submitting your information you agree to the Terms & Conditions and Privacy Policy and are aged 16 or over.
    Bailey Burke
    Bailey Burke
    Social Links Navigation
    Contributing Editor, Fashion

    Bailey Burke is a New York–based contributing fashion editor to Marie Claire and Who What Wear. By day, she works on the Creator & Community team, overseeing influencer and branded content programs across both publications. It's a role that keeps her deeply plugged into the fashion and creator landscape—and has given her a keen eye for the dernier cri. Once (accurately) labeled a shopaholic, she now considers it market research.

    A Chicago native who spent three years in Los Angeles before landing in New York City, Bailey's unique style is a direct product of everywhere she has lived. Outside of work, you'll find her planning her next trip, trying new restaurants, attending concerts, or convincing herself she needs just oneeee more thing in her cart. Follow her on Instagram at @baileyyburke.

    Read more
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