Fall Fashion Inspiration from Marilyn Monroe, Audrey Hepburn, Grace Kelly + More

We've looked to stars like Jackie O, Ava Gardner, Kate Hepburn and Edie Sedgwick for fabulous fall ensembles that will never go out of style.
-Diana Denza, BettyConfidential.com


From hit television shows like Mad Men to the trendy streets of New York City, it's easy to see that styles from the 1950s and '60s have made a major comeback. And there's no better way to make a fashion statement than by taking a cue from the leading ladies of the period. We've pulled together ensembles inspired by icons Audrey Hepburn, Marilyn Monroe, Edie Sedgwick, Grace Kelly, Jackie O, Ava Gardner, and Katharine Hepburn. Trends come and go, but these outfits are timeless!

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1. Audrey Hepburn

Audrey Hepburn was a celebrated screen siren, but her fashion forward garb landed her a spot on the International Best Dressed List Hall of Fame. You'll beat the fall chill in this cozy cardigan and striped pants. Plus, the Peter Pan collar blouse is so of-the-moment (again!).

Mossimo women's ultra soft cardigan ($19.99, target.com), Women's regular short sleeve Peter Pan blouse ($14.99, landsend.com), White blue vertical stripe pant ($69,americanapparel.net).

2. Marilyn Monroe

Channel Marilyn Monroe's sleek look with this flattering black turtleneck and daring white jegging combo. This sultry siren proves that you don't always have to hit the town in a dress to make an impression.

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Button-detail turtleneck ($68, whitehouseblackmarket.com), Olivia color jegging ($44.50,delias.com).


3. Edie Sedgwick

Despite her tragic death at the youthful age of 28, Andy Warhol's superstar made a lasting impact on the style world. Photographers often snapped shots of Edie Sedgwick wearing stripes and opaque tights. With this lookalike duo, you'll feel like a '60s socialite.

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Navy striped dress ($59.99, mango.com), Kate Spade New York very opaque tights ($28,bloomingdales.com).

4. Grace Kelly

We might not have Grace Kelly's extensive wardrobe at our disposal, but this put-together outfit is fit for a princess on a casual afternoon. If Her Serene Highness The Princess of Monacowas captured wearing it well, it's good enough for us!

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Club Monaco Susan shirt ($119.50, shopbop.com), Big Star Rikki low-rise cuffed crop in Lakota ($36.99, 6pm.com), BDG patent loafer ($34, urbanoutfitters.com).

5. Jackie Kennedy Onassis

Former First Lady Jackie O's pink Chanel suit is nothing less than legendary. A reminder of the assassination of John F. Kennedy, through time and distance, it has been rendered a tragic yet classic piece in the fashion world. You can channel the look by starting with a simple black dress and topping it off with a ladylike pea coat.

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Calvin Klein lady coat ($274, bloomingdales.com), Women's boatneck-dolman sweater dress ($49.94, oldnavy.com).

6. Ava Gardner

Femme fatale Ava Gardner made a name for herself as one of the leading film stars of the Golden Age of Hollywood (and beyond). Perfect for the office or an upscale restaurant, this garb pays homage to the great Gardner.

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BDG oxford boyfriend shirt ($39, urbanoutfitters.com), Sun flowering scarf ($9.99,modcloth.com), Modern sleek a-line skirt ($79.50, bananarepublic.com).

7. Katharine Hepburn

Four-time Academy Award winner Katharine Hepburn had some serious style to go along with her acting chops. Though this pretty polka dot outfit is a throwback from the 1930s, many consider the pattern a part of her signature style. Hepburn was spotted donning dots in the 1942 film Woman of the Year and on other various occasions. One thing's for certain: We'll be sporting spots this season!

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Halogen dot print cardigan ($68, nordstrom.com), Smith button-down jumper ($79,urbanoutfitters.com), Madden Girl women's Mygee ankle-strap sandal ($49.95, endless.com).

Diana Denza is a regular contributor to BettyConfidential.

Photos 1, 2, 3, 4, 5, 6, 7, 8, 9, 10

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