7 Transitional Outfits to Step Into Fall


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As fall’s much-anticipated arrival inches closer, there’s no time like the present to start transitioning your closet for the in-between weather—those weeks when the heat one day feels like July and the next there’s a cool breeze in the air that hints at October. Fortunately, new-season collections have just landed, and the virtual aisles are already stacked with the It items you’ll soon be seeing everywhere.

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The Flip-Flop

The Row Dune flatform sandals

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When dressing for transitional weather—a notoriously tricky feat—building on a foundation of wardrobe essentials is key so each piece can stand alone or be layered together with ease. Think lightweight outerwear, comfy knits, crisp button-ups, all-in-one dresses, and more. Below, seven transitional outfits to help you navigate the new season with stylish ease.

Tailoring + Flops

Flip-flops and a jacket only overlap for a brief window—seize the moment while you can. Clean tailoring and unfussy accessories make the perfect companions.

Toteme

organic cotton trench coat

Favorite Daughter

The Ex-Boyfriend stripe shirt

Jacques Marie Mage

Vito square-frame sunglasses

Sophie Buhai

gold vermeil hoop earrings

Mules and Baskets With Wardrobe Classics

Classics only. Pair a simple tee and jeans with The Row’s bright white canvas coat, suede mule loafers, and a structured leather basket bag.

The Row

Elodianna cotton-canvas jacket

Agolde

Lana mid rise straight jeans

Barn Jacket + White Skirt

A barn jacket and a floaty white skirt have rightfully earned their place in our transitional weather arsenal. It’s an easy, timeless pairing that always works.

Crochet Flats + Light Jackets

A lightweight jacket and crochet flats make for another effortless pairing in that tricky in-between season.

Button-Ups + Lace Shorts

Show off your styling chops by pairing Loewe’s cropped hooded jacket with satin shorts and silver ballerinas—it’s a textural feast for the eyes.

Loewe

hooded embroidered jacket

Tanks + Bomber Jackets + Loafers

A tank and trousers get an instant upgrade with Prada’s little red bomber and high-shine leather accessories.

Suede + Raffia

For more texture play, mix suede and raffia—an excellent duo that feels just right for this liminal state of dressing.

Ralph Lauren

The Pony suede ballerina sneakers

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