STYLE
10 Fall Outfits to Copy
October 27, 2025
Fall is in the air, and your closet is ready for a refresh. Whether you’re headed to the office, a fall festival, or a weekend road trip, we’ve rounded up essential looks—and how to style them—for everything on your calendar.
Meet Our Expert:
Cynthia Cook Smith
During her days at Vogue, Cynthia had a first-hand glance at everything from fashion shows to The Met Gala, dressing those around her for their special events. Fast forward almost ten years later, Cynthia styles her clients not just for their weddings, but also for their everyday lifestyles.
Channel the English countryside with polished plaids, luxe knits, and classic boots.
Colored leather is having a moment, and dressing monochromatically is the quickest way to feel polished.
Foolproof outfit for an elevated, out-the-door-in-5 look? An oversized sweater with leggings and over-the-knee boots.
Imagine what you’d wear downtown with Andy Warhol in the 60s, and this leopard swing coat comes to mind—bold, sophisticated, and vintage-inspired.
Suede is everywhere, but it’s something you can never invest in too much. It’s smooth, subtle, and adds just the right amount of texture without overdoing it.
Simple is always in style. Plus, any pull-on skirt is a winner for effortless dressing.
The shirt dress is a work-to-weekend hero. Layer with a turtleneck for chillier days, and swap boots for heels for a dressier look.
A bold yet effortless coat, thanks to its rich chocolate hue and relaxed cut. Wear it with denim now and party dresses later.
When in doubt, don’t overdo it. Choose a dress that’s graceful and elegant, yet still feels relevant.
Lived-in denim, luxe cashmere, and barn jackets effortlessly take you from city mornings to country afternoons.
