Lorelai Leigh Gilmore, better known to most of us as Rory Gilmore, has a comfortable, cozy, minimal, simple style that's perfect for everyday wear. This particular style inspiration comes from Gilmore Girls season one episode 19 called "Emily in Wonderland." It's very reminiscent of the early 2000s & can be easily emulated with a modern twist. Do you have a favorite or season or episode from the series? 

How Do I look Like Rory Gilmore? Here's what you need to get this simple look:

At Chilton, Rory always had to wear a school uniform. We know Rory's iconic Chilton uniform with the plaid skirt and blazer, but Rory Gilmore has a range of fashion choices throughout the series. There's her school dance dress, the Life and Death Brigade gown, . You won't find her rocking jeans in class, but throughout the course of the show, Rory wears a lot of comfortable outfits since she's at home or once she heads off to college.


Start off with a stitched button up cardigan. This intricate knit cardigan is stitched to perfection; it's a mix of retro & modern. Find a color that you like best! There's a vintage feel to it, but it's not quite as bulky as the one that Rory wears.

Their hair, makeup, costume, dresses truly ranged throughout the show, so just go with cozy. Rory Gilmore fashion moments often include a turtleneck sweater or oversized knit sweater, pants or jeans. Some were more memorable such as the red polka dot dress from the dance marathon.  The Danceathon dress was iconic in looks but also because of the emotional rollercoaster fans went through over the course of the episode. Shop for chic women turtleneck sweaters.


Underneath your cool cardigan, you'll need a plain black t-shirt. I'm pretty sure we all have one in our closet but this H&M version is a good choice. It's plain which means it's the ultimate versatile piece to include in your wardrobe.

rory gilmore outfit

Get the Look: Rory Gilmore Outfit from Gilmore Girls

Gilmore Girls is a popular comedy-drama television series from the early 2000s. The show was created by Amy Sherman-Palladino & starred Lauren Graham & Alexis Bledel as the lead characters, Lorelai and Rory Gilmore. The show debuted on October 5, 2000, on The WB. A Year in the Life premiered on Netflix in 2016. Rory and Lorelai are a dynamic dup but so is Rory and Lane! Rory Gilmore's best friend is Lane Kim. 

Rory's fashion, especially in the older episodes, is very minimal & modest. She doesn't reveal too much & she isn't trying to impress anybody with what she wears. Comfort is key. If you want to shop the look, click on the links, the clothes are all available on Amazon!


Go for chic black skinny pants or stay authentic to Rory & opt for classic black slacks. This is something Rory would wear in the present day. The pants sit above the hip & come with cool slant pocket details.


Chokers are very reminiscent of the 90s but the early 2000s were chock-full of them too. Black velvet choker is always a good choice & goes with everything. There are also choker sets online so you can mix & match. 

If you've ever thought about where is Stars Hollow? Where was Gilmore Girls filmed? Can you visit the set or go on a Stars Hollow tour? I answer all of these questions & more. Read my related blog post: Where Was Gilmore Girls Filmed? Where Is Stars Hollow?


Rory wears a cool boot like Dr. Martens, combat boot style with a round toe. There are more affordable black combat boot options too.

Gilmore Girls is a favorite for many. The show is known for its fast-talking dialogue and flair for pop culture references. 

Some fans like the Year in the Life revival whereas others want to forget it entirely.  Throughout the series, Lorelai and Rory Gilmore wore some fun outfits, from the vintage red polka-dot dress & vintage hair updos on the dance marathon episode to the cozy t-shirt & jeans.

They also wear sophisticated, chic looks such as the handmade gown Lorelai crafted for Rory's Chilton dance. The mother-daughter duo definitely wore a lot of outfits throughout the years. Think of all the episodes! That is quite a collection. When I visited the Warner Brothers Studio Tour, I was able to see some Gilmore Girls outfits, even Lorelai's house.

Over the course of Gilmore Girls, Rory's style changes in the later seasons when she grows up & gets out of high school. No more school uniforms after all. This particular outfit is from the very, very beginning with easily recognizable bits & bobs of the early 2000s. The outfit might not be one of the most recognizable on Gilmore Girls, but it's easily replicable and stylish. I love getting inspiration from the past & putting a funky, new twist on it. You can often find Rory wearing blue jeans, something preppy like a polo, t-shirts. She likes to be comfortable. Rory's outfits change throughout the series, so you can pick and choose something to your suit your personal style.

Other fun Halloween costume ideas from TV Shows / Movies 

 Laney Boggs Prom Dress from She's All That - view here. 

Rory Gilmore from Gilmore Girls - view here.

The Plastics from Mean Girls - view here.

Wednesday Addams from The Addams Family - view here.

Cher's gorgeous white dress in Cluelessview here.

Cher's Yellow Plaid Outfit - view here.

What's your favorite episode from the series?  Do you have a favorite season?What do you think of this Rory Gilmore inspired look? Would you wear it? :]