6 Fall Outfit Ideas That Will Take You Straight Into Winter

As the weather changes, so too do our wardrobes. Out with the light summer dresses and in with cozy knits and chunky socks. I welcome these early fall days, where light jackets and denim reign before the real cold sets in.

For fall, it’s all about the classics—the perfect jean, the staple boot, and a plush knit. Any combination of those, and you are good to run out the door. And to assemble all these pieces together, there’s only one thing you have to keep in mind: proportions. How to make a blousy summery dress in a lighter-weight material feel more seasonally appropriate? Add a heavy boot. How to avoid a shapeless silhouette when slipping into an oversized knit? Pair it with a narrow jean—straight-leg jeans are alive and well as far as I’m concerned. How to wear a knee-high boot without looking too va-va-voom? Couple it with a polished midi-length skirt. After all, fashion, like everything else in life, is best when it’s in balance.

Ralph Lauren’s boxy double-breasted faux-shearling jacket looks great with semi-flared black jeans from Tory Burch. A COS dress splashed with a swirling pattern gets an edge with Proenza Schouler’s combat boots. Below, these and more fall outfit ideas set to inspire.

For the Fall Getaway

Lauren Ralph Lauren double-breasted faux shearling coat

Jonathan Simkhai Brynlee wool and cotton-blend sweater

Tory Burch boot-cut denim pants

Manolo Blahnik Motosa leather ankle boots

For the Weekend

La Ligne stripe half-zip merino wool sweater

Khaite the Kyle Jean in Tucson

Koio Capri triple white sneakers

J.Crew Villa coat in teddy sherpa

Alex Mill cashmere cable beanie

For the Night Out

Proenza Schouler combat boots

Coperni Swipe baguette bag

For the Casual Date Night

Alex Mill Camil cable sweater

Citizens of Humanity Charlotte high-rise straight-leg jeans

Paco Rabane Chainmail tote bag

Paris Texas slouchy suede boots

For the Office

Favorite Daughter wool and cashmere blend cable knit cardigan

Brock Collection Sonia pleated floral-print cotton midi-skirt

Weekend Max Mara Diego coat

For the Afternoon Brunch

Joseph roll-neck merino-wool-blend sweater

Joseph high-rise cashmere midi-skirt

Gabriele Hearst Miles textured-leather knee boots