The Rory Gilmore Fashion Moments That Will Go Down in History

last updated 13 August 2019

Gilmore Girls fans out there—this one's for you. Although Rory Gilmore was known for many things, we will admit that being the most on-trend girl in Stars Hallow was not her biggest priority in life, what with Chilton, Dean, Jess, Logan, Yale, Lorelai, writing, and reading every book under the sun all on her perfectly organized agenda. However, there are a few Rory Gilmore fashion moments we feel do deserve a quick round of applause.

Of course, there's the iconic Chilton uniform, featuring its dark navy blazer, plaid pleated skirt, and white knee-high socks; the darling dress she wore to help her mother (try to) win the Stars Hallow dance marathon; and (how could we forget?) her prom dress with date Dean. (Side note: Are you team Dean, Logan, or Jess?) It's Rory Gilmore fashion moments like these that have us not only stealing a few quirky styling tips for our own lives but also taking a quick trip down Gilmore Girls memory lane. Because if you know anything about the beloved series, you know it's not just a TV show—it's a lifestyle.

Keep reading to see the Rory Gilmore fashion moments that true fans will never forget!

Rory wore this sweet floral dress for the night Logan met her grandparents.

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Reformation

Monroe Dress

Classy and simple.

The Chilton uniform, of course.

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Mango

Contrasting Trims Blazer

Schoolgirl chic was actually a huge fall trend—Rory was ahead of her time.

How could you forget the dress Rory wore to prom with her then-boyfriend, Dean?

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Topshop

Cold Shoulder Slip Midi Dress

If Rory had to go to prom now, we think she would wear this dress.

Shenanigans with Lorelai typically looked something like this.

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Fleur du Mal

Haori Kimono

Look stylish while lounging around.

When Jess tells Rory he wrote a book and couldn't have done it without her (swoon), she wore this chic jacket.

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Zara

Beaded Jacket

The jacket to buy for when you are craving Chanel but can't afford it.

Golfing with Grandpa.

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Gucci

Crocheted Cotton Beret

If you're not into golfing, this hat would look great with distressed denim and a simple tee.

The annual Stars Hallow dance marathon required a festive dress like this.

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ASOS

Tea Dress With Rouleau Buttons and Layered Skirt

Wear this retro dress for years to come. Find out which labels the Gilmore Girls wear, according to the show's costume designer.

Lauren Eggertsen is currently the editorial director of Who What Wear and has worked at the company for over nine years, where she started as an associate editor and has since worked her way up. Lauren has worked in the Los Angeles and New York Who What Wear offices but currently calls L.A. home. Here, she leads and manages Who What Wear's editorial team and oversees all editorial content. Lauren's role also includes helping to set the fashion direction for all original photo shoots and often styles many celebrity cover shoots, including big names like Kaia Gerber, Normani, and Sabrina Carpenter. She has also attended multiple fashion weeks, including New York, London, Milan, and Paris, where her style has been featured on sites such as Vogue, Harpers Bazaar, and Elle.