We Love These Fall Outfits Inspired By 'Gilmore Girls'

Fall is here. That means it’s time for “Gilmore Girls” and, of course, the many amazing fall outfits Rory and Lorelai wore.

By Nicole Andre4 min read
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If there’s ever a time to travel to Stars Hollow and visit the fast-talking, coffee-drinking Lorelai and Rory and the town’s many eccentric but loveable residents, it’s fall. The cult favorite television show Gilmore Girls is chalk full of back to school storylines and even has an Autumn Festival. What could be more perfect?

The show is set in an idyllic Connecticut town, and Amy Sherman-Palladino’s expert writing manages to make mundane events completely captivating. The small town with a Hallmark-esque atmosphere makes it ideal for cozy, fall binge watching. And that’s not even counting all of Rory’s and Lorelai’s amazing fall outfits. 

Gilmore Girls may not be thought of for its fashion the way television shows Gossip Girl or Sex in the City are, but that’s part of what makes it such applicable inspiration. Its more understated and typical preppy American aesthetic makes it really wearable. That is, outside of the more eccentric outfits donned by the elder Gilmore girl, Lorelai. Fans will remember the famous tie dye shirt, cowboy boots, coat combination she wore on Rory’s first day at Chilton. Aside from a few other questionable outfits (an unavoidable product of Y2K fashion), the show’s costume designer Brenda Maben created some amazing outfits that work for everyday life. 

With so many great outfits to choose from, it was hard to pick favorites. But I’ve listed some of my favorites so you can recreate them this season. 

Fur Coats for the Win

pink henley

Lorelai and Rory might both look unhappy in this photo, but one thing I’m not unhappy about is Lorelai’s outfit. Even if you can’t sit on a bench in Stars Hollow, a fun coat is sure to brighten up your day.

Sam Edelman Hooded Faux Shearling Teddy Coat

Sam Edelman Hooded Faux Shearling Teddy Coat

This teddy bear style coat is a perfect 2o21 version of Lorelai’s. Plus, it’s super cozy and warm.

Buy Now - $220

Forever 21 Cropped Henley Top

Devon & Jones D110W Ladies Pima Piqu-™ Long Sleeve Polo in Pink

This long sleeve henley in a pretty shade of pink is similar to Lorelai’s top, and it’s just $14.99.

Buy Now - $14.99

Utility Jackets Are Fashion

rory jess

Something I’ve always loved about the fashion on the show is the simplicity of the outfits. They aren’t ever out of reach or costume-like. Rory had her staple utility jacket that she’d wear with a basic henley top. And guess what, it’s simple, but it’s also a really great outfit for fall. 

L.L. Bean Women’s Waffle Knit Henley

L.L. Bean Women’s Waffle Knit Henley

This L.L. Bean henley is super classic and a lot like a top you would see Rory wear. Lots of basics make a great wardrobe. 

Buy Now - $39.95

Hollister Corduroy Shirt Jacket

Hollister Corduroy Shirt Jacket

This is a great lightweight jacket for fall like Rory’s staple choice throughout the early seasons of the show.

Buy Now - $79.95

Movie Night Casual

movie ngiht


Who doesn’t want to have a fall movie night? After all, what would Lorelai and Rory do? So break out the junk food (for an authentic Gilmore Girls experience it must really be ALL the junk food), and while you do, take a few style tips from Lorelai with a cute sweater and t-shirt paired with statement sneakers. And pro tip from Rory: a movie night calls for a comfy headband.

New Balance Women’s 574 in Garnet with Henna

New Balance Women’s 574 in Garnet With Henna

Shop these cute New Balance sneakers to pair with your own fun sweater. 

Buy Now - $69.99

Old Navy Waffle-Textured Headband for Women

Old Navy Waffle-Textured Headband For Women

This blue headband is perfect for doing a Rory Gilmore inspired hairdo.

Buy Now - $10.00

All about Layers

rory jess 2

Fall fashion is all about layers, and Rory’s masters this art. A cute knit top with a jacket layered over it will make an ideal fall outfit every time. You get bonus points if you have a cute boyfriend like Jess to walk around with while you show off your outfit.

Free People Delilah Top 

Free People Delilah Top

This cute top from Free People is fitted, which makes it perfect for layering under any of your jackets that your bulkier sweaters don’t work under. 

Buy Now - $88.00

L.L. Bean Women’s Classic Utility Jacket in Black Plum

L.L. Bean Women’s Classic Utility Jacket in Black Plum

How darling is this burgundy utility jacket? The color is super rich and super fitting for fall.

Buy Now - $99.00

An Impression Making Coat

pretty coat

A red coat might have you thinking of Christmas, but it’s actually an amazing choice for fall, especially if you pair it with rich, warm tones like the ones in Rory’s dress. If you need to make a good impression on family (think your new mother-in-law) for Thanksgiving, a coat like this is sure to do the trick. 

Gap Three-Quarter Sleeve Midi Dress in Plum Large Floral

Gap Three-Quarter Sleeve Midi Dress in Plum Large Floral

A midi-length autumnal dress pairs perfectly with a red coat like Rory’s for a dressy fall outfit.

Buy Now - $69.99

Lauren Ralph Lauren Walker Coat 

Lauren Ralph Lauren Walker Coat

This coat makes me think of the Macy’s Thanksgiving Day Parade. Fittingly, it’s sold at Macy’s. If you’re looking for a new coat this season, consider picking this one up. But hurry, because there’s currently a big discount!

Buy Now - $165.38

Chic and Professional

chic professional

Lorelai might be known for her funky outfits, but every now and again she dresses professionally for her job at the Independence Inn. If you work in an office, this more work appropriate outfit is a great choice for fall.

Land’s End Women’s Relaxed Cotton Long Sleeve Mock Turtleneck in Brown

Land’s End Women’s Relaxed Cotton Long Sleeve Mock Turtleneck in Brown

To recreate Lorelai’s outfit you’re going to need a basic brown turtleneck, like this one that’s currently on sale at Land’s End.

Buy Now - $17.97

Pendleton Seasonless Wool Pencil Skirt

Pendleton Seasonless Wool Pencil Skirt

Every woman needs a simple pencil skirt in her closet, and this one from Pendleton will last you years.

Buy Now - $118.99

ASOS Reclaimed Vintage Inspired Leather Dad Blazer in Black

ASOS Reclaimed Vintage Inspired Leather Dad Blazer in Black

The leather blazer is what really makes the outfit. One that’s a bit oversized is great because you’ll be able to layer it over chunky sweaters.

Buy Now - $237.00

Corduroy Dreams

rory jess 2

This funkier outfit really shows off Lorelai’s personality and brings in some of that famous (or infamous) Y2K fashion. The bohemian blouse is the perfect match for her corduroy pants, which, by the way, will go with all your fall sweaters.

J.Crew Vintage Slim-Straight Corduroy Pant

J.Crew Vintage Slim-Straight Corduroy Pant

I happen to own some corduroy pants from J.Crew and I think they're amazing, so I’d definitely recommend this pair, which is currently on sale.

Buy Now - $84.50

Collegiate Style

yale outfit

We may not all be the editor of the Yale Daily News, but at least we can feel a bit collegiate with this preppy ensemble. 

Brooks Brothers V-Neck Tennis Sweater

Brooks Brothers V-Neck Tennis Sweater

This classic tennis sweater from iconic retailer Brooks Brothers is perfect for recreating Rory’s look.

Buy Now - $39.99

J. Crew Wool Blend Mini Skirt in Houndstooth

J. Crew Wool Blend Mini Skirt in Houndstooth

You can’t go wrong having a classic patterned skirt like houndstooth in your wardrobe. Whether you wear it to run errands, go to work, or out to a quick lunch with friends, it will have your back. Just remember: cute tights underneath are a must. 

Buy Now - $54.50

Closing Thoughts

Nobody has mastered fall style quite like Lorelai and Rory. Since we can’t all live in Stars Hollow, we’ll just have to settle for dressing like we do instead.

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