Classic Style
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Fall Athleisure.

By: Jen Shoop

I’ve been in Boston visiting my sister and this morning, it was a crisp 52 degrees outside, and the light was golden, and the trees were shedding orange leaves. I kept thinking of Josh Eckert and his hilarious ode to the crispy leaf. I can’t relate more — ! Soul-filling. And, per Virginia Woolf:

Walking around Cambridge in the morning, I found myself admiring all the chic athleisure worn by the Bostonians. Just what we want for these first golden mornings of October —

Fall Athleisure Favorites.

My sister is a huge Vuori fan and convinced me to order their All the Form leggings, which I’d somehow never tried before (come in a short inseam!). I also ordered their slim flares (also in a short inseam). I haven’t even thought about flared leggings for myself since seventh grade (though my daughter lives in them), but I also recently ordered these cropped yoga flares that Tuckernuck released! I’m anticipating getting back into hot yoga and maybe trying pilates as the temps drop, so having these new duds will be an encouraging proposition.

My go-to favorite fall leggings are Varley’s (SO soft and fit like a dream; these look like a great look for less) and Rhone (more compressive / performance — also a fantastic, flattering fit; use code SHOOP20).

More chic athleisure pieces below —

Athliesure-For-Fall-Shopping

LEFT TO RIGHT: ROSELLE HALF ZIP // LOWELL SHERPA JACKET // PIEPER FLEECE // LE PILAGE TOTE BAG // RIO BRANCO SNEAKER // CLASSIC STRIPE SOCK // OUTTA LOVE SUNGLASSES // FELT CUTE SUNGLASSES

Athliesure-For-Fall-Shopping

LEFT TO RIGHT: REVIVE LEGGING // WEEKENDER BAG // SLIM CUFFED STRETCH // THE WIDE LEG PANTS // CORTEZ LEATHER SNEAKER // REELWIND LOW SNEAKER // 12OZ MUG

Athliesure-For-Fall-Shopping

LEFT TO RIGHT: MILLIE YOGA PANT // ALPACA WOOL ROLLED CUFF SWEATER // EMMALYN PUFFER // PURE CASHMERE BEANIE // FIELD SNEAKER // TWILL POLO CAP // INEZ PUFFER VEST // BETH SNEAKERS

Styling Fall Athleisure.

Athliesure-For-Fall-Styled-Look

CREW KNIT CASHMERE SWEATER // THE WIDE LEG PANTS // PURE CASHMERE BEANIE // BETH SNEAKERS // 12OZ MUG // DEMI FINE SMALL HOOP // LA NEIGE BAG // FELT CUTE SUNGLASSES

Athliesure-For-Fall-Styled-Look

ALPACA WOOL ROLLED CUFF SWEATER // REVIVE LEGGING // FIELD SNEAKER // EVERYDAY CABAS BAG // CRESTA MARINO WOOL HAT // LIP BUTTER BALM // SCULPTED HEART STUDS

Athliesure-For-Fall-Styled-Look

ROSELLE HALF ZIP // THE MARGO TEE // DREAM GLOW TROUSER // CORTEZ LEATHER SNEAKER // THE OVERSIZED SHOPPER BAG TOTE // MIA SUNGLASSES // SMALL GIA STUDS

Two other chic fall athleisure outfit ideas here and here.

Special post-script: have you seen Kilte’s fabulous collection with Julia Berolzheimer (launched yesterday)? I love this boldly colored pullover and this tipped set. Pieces selling fast! If you love the look of those knit lounge sets but want something more reasonably priced, you might consider Gap’s Cashsoft line — start with these pants! But while we’re talking gorgeous knit lounge: oo la la, Tuckernuck’s cashmere sweatsets (I own in gray — the best for an overnight flight) and I have been living in this Splendid set (currently 30% off). Upgrade pick: this chocolate brown cable knit duo! Pair any of these with a great fall sneaker.

P.S. What I loved wearing this week: Sept. 19, 2025.

P.P.S. Microtrend: chartreuse for fall.

P.P.P.S. The me+em fall edit.

This post may contain affiliate links. If you make a purchase through the links below, I may receive compensation.

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