The Autumn Fashion Time Capsule that’s Just as Chic Today

Image courtesy of Alamy

When Harry Met Sally first graced our screens in 1989, it wasn’t just a masterclass in romantic banter—it was a style statement. Fast forward 35 years, and the film’s autumnal wardrobe feels less like a retro flashback and more like a curated collection straight out of today’s fashion hotspots. From cosy knitted jumpers to geography-teacher-chic corduroy blazers, the looks that Harry and Sally rocked back then are just as wearable (and enviable) now.

Brown Jackets

Take Sally’s chocolate corduroy blazer, for instance. It’s the kind of piece that’s effortlessly versatile, bridging the gap between smart and casual with ease. Whether you’re pairing it with high-waisted jeans for a relaxed brunch or throwing it over a sleek midi dress for a more polished vibe, this is a true wardrobe staple. The rich, warm tone is perfect for the autumn palette, and the texture adds just the right amount of depth to any outfit. It’s no wonder this look feels as fresh today as it did in 1989—it’s a masterclass in understated style. If you like the vibe, palette leather and tweed are equally chic.

Cable Knits

Whether you’re heading to a cosy café or taking a brisk stroll through the park, a cable knit jumper is the epitome of timeless style. Pair it with true blue denim and box-fresh trainers, channeling Harry’s effortless cool, or throw it over a silk slip dress with kitten heels for a modern, subtly sexy vibe that’s anything but nostalgic. This versatile piece transitions seamlessly from casual to chic, proving that some fashion staples never go out of style.

Velvet Dresses

Now, while Sally’s sweetheart neckline on her velvet party dress might be teetering on the edge of this season’s trends, the puff sleeves are firmly in vogue. Just add a pair of embellished mules or strappy sandal, and you’ve got yourself an outfit that’s ready for anything from a cosy dinner to a sophisticated soirée.

Bags & Belts

The film’s costume designer, Oscar-nominated Gloria Gresham, understood the transformative power of accessories when curating Meg Ryan’s wardrobe for When Harry Met Sally and they are equally as relevant today. That waist-cinching belt? It’s mock croc, a texture that’s everywhere this season, from sharp ankle boots to chic handbags. It’s the ultimate in subtle statement-making, and we’re here for it.

Get The Look Head-to-toe

One of Sally’s standout outfits has to be the one with the printed shirt, and grey herringbone blazer made iconic by the addition of the stiff-brimmed felt hat. This ensemble is autumnal perfection, particularly for those lazy Sundays when you want to look put-together but not like you’ve tried too hard. We’re practically lifting the entire look and adding it to our weekend rotation.

Fashionhood mag