Style | September 25, 2020 12:48 pm

How to Recreate the Best Fall Movie Looks of All Time

So many sweaters, so much corduroy. And Wes Anderson.

Best Fall Movie Looks
Metro-Goldwyn-Mayer Studios Inc.

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This article is part of our Fall Style Guide, a fortnight-long series aimed at helping you figure out how to dress for the coming season, which, as we’ve become accustomed to saying, isn’t going to be quite like any that came before it. At least you’ll look good, though, right?

There’s technically no such thing as a fall movie. They exist only as vague concept, a vibe, rather than as an actual category.

But the films that qualify are marked by a sense of warmth or coziness that tends to be reflected in the plot, whether it’s a stirring romantic comedy or classic horror that has you seeking refuge under the covers. There are all sorts of visual cues at work, like the passing of the seasons, but the most important one is the clothes the characters wear.

Below, six iconic fall movies and the looks you should do your best to steal.


Billy Crystal in When Harry Met Sally

Before there was Chris Evans’ oft-discussed fisherman sweater in Knives Out, there was Billy Crystal’s chunky cable-knit turtleneck in When Harry Met Sally. Despite the film being shot and set in 1989, (most) of the fashions continue to endure, with Crystal’s knitwear in the film proving most capable of transcending time.

Yet it’s often the 80’s detailing of the film’s clothing that make them so attractive, like the oversized silhouette and voluminous sleeves of the aforementioned turtleneck, both lending a deeper sense of coziness. When paired with simple straight medium-wash jeans and what appear to be Reebok Club C sneakers, it’s a look that today would read ever-so-slightly reminiscent of the 80s, without looking dated.


Orvis Royal Airforce Aircrew Sweater


L.L.Bean Signature Cotton Fisherman Sweater


S.N.S. Hernin Fisherman Roll Neck Sweater


ASOS Cable-Knit Turtleneck Sweater in Off-White

Pair with: Noah NYC Pleated Jean, Reebok Classics Club C 85 Vintage Sneakers

Film Grab / 20th Century Fox

Mr. Fox in Fantastic Mr. Fox

Why should you limit yourself to the sartorial sensibilities of real people when characters like Mr. Fox display equally fashionable and achievable looks, like this fully corduroy suit. Rendered in a mustard-y brown color, the suit practically epitomizes fall, blending in with the rich autumnal tones of Mr. Fox’s surroundings.

You might think a suit, even if it is corduroy one, is unnecessary right now, but Mr. Fox had no real reason for donning his, did he? So why should you? Plus, when you’re not wearing these pieces together, by all means embrace them as separates.


Uniqlo Corduroy Jacket


Uniqlo Smart 2-Way Stretch Corduroy Ankle-Length Pants

Alex Mill

Alex Mill Mill Blazer in Rugged Corduroy

Alex Mill

Alex Mill Rugged Cord Pleated Pant

Pair with: Cos Knitted Long-Sleeve Polo Shirt, Paraboot Michael Bison Shoe

Paramount Pictures

Ryan O’Neal in Love Story

Yes, Love Story is a movie about love (surprise), but it’s also inadvertently a movie about great coats, namely the shearling beauty that Ryan O’Neal frequently sports throughout. The film takes place on the idyllic Harvard campus, with the characters outfitted in collegiate fashions of the 1970s.

When he’s not enveloping himself in luxurious shearling, O’Neal sports a variety of chunky knits layered over polos, classic chinos and even more enviable outerwear, like a Glen plaid blazer and reversible mac coat. Because the looks are so timeless, they make for easy recreation and consist of pieces not only conducive to this fall, but all falls to come.

Todd Snyder

Todd Snyder Italian Wool/Silk Glen Plaid Suit Jacket

Brooks Brothers

Brooks Brothers Supima Cotton V-Neck Sweater

Coach Outlet

Coach Mac Commuter Jacket


Naadam The Essential $75 Cashmere V-Neck

Pair with: Club Monaco Slim Denim Shirt, Banana Republic Slim Traveler Chino Pant

William Castle

John Cassavetes in Rosemary’s Baby

Sure, John Cassavetes’ character Guy may have joined a satanic cult and impregnated his wife with demon seed, all in the name of furthering his stagnant acting career, but at least he never sacrificed his style in the process (just his unborn child). As Cassavetes ingratiates himself with satanists and gaslights his wife, he dons a series of looks so understated you could miss them altogether.

He wore everything from tailored olive corduroys to navy raglan sweatshirts, fuzzy textural sweaters and elegant turtlenecks. Similar to O’Neal in Love Story, Cassavetes teaches a master class in how to pull off the classics.


Jamieson’s of Shetland Crew Knit


Quiksilver Kracker Corduroy Pant


Folk Cold Dye Rivet Sweat

Abercrombie & Fitch

Abercrombie & Fitch Pima Cotton Turtleneck Sweater

Pair with: Vans Suede OG Classic Slip-On Sneaker, Rowing Blazers Button-Down Oxford Shirt

Miramax Pictures

Robin Williams in Good Will Hunting

Sean Maguire knows a good cardigan. Despite meaning to appear as slightly unkempt or schleppy, Williams’ wardrobe in the film exudes that warm and welcoming vibe often distinct to professorial types. Always patterned, his cardigans are of the “grandpa” style ubiquitous in the 90s, but they’re surprisingly on trend today.

Williams’ character didn’t just throw these cardigans over a tee or simple shirt, though — instead he deftly mixes patterns by pairing the sweaters with subtly printed shirts. When finished with simple black cords and a fisherman cap.


Beams Plus Fleece Stripe Cardigan


J.Crew Slim Stretch Secret Wash Shirt


Pringle of Scotland Argyle Mohair Cardigan

Matches Fashion

Commas Striped Cotton-Blend Shirt

Pair with: Urban Outfitters Cropped Corduroy Beach Pant, Gap Unisex Men’s Bucket Hat

Touchstone Pictures

Jason Schwartzman in Rushmore

Another Wes Anderson film, another Wes Anderson suit, this one from the director’s second film, Rushmore. Jason Schwartzman’s character, the teen Max Fischer, spends most of the film in his school uniform (a look worth recreating in and of itself) but it isn’t until the end of the film that the suit in question makes an appearance: a velvety jewel tone green two-piece.

Certainly not the most practical outfit for a casual fall day, it’s too good not to recreate, albeit in a more conceptual manner. Whether you manage to source a pair of pants or jacket in a similar rich green and textural fabric (say corduroy), pairing either with the more conspicuous elements of Max’s outfit, like the camel-colored button-down or Adidas sneakers, will lend the overall same effect, just in a more subtle fashion. Of course, the red beret is entirely optional.

Ralph Lauren

Ralph Lauren Slim Straight Corduroy Pant


Man 1924 Blazer

Todd Snyder

Todd Snyder Sutton Corduroy Trouser


Officine Generale Blazer

Pair with: J.Crew Washable Merino Wool Polo Sweater, Adidas Stan Smith, Kangol Bermuda Bucket Hat