26 Rory Gilmore Outfits to Inspire Your Fall Wardrobe

From cozy cable knits to Y2K trends, here are some of Rory Gilmore's best looks from ‘Gilmore Girls’

Gilmore Girls has basically become synonymous with the fall season.

In addition to showcasing plenty of wholesome autumn activities and festive decor throughout the idyllic fictional town of Stars Hollow, the cult-favorite mother-daughter dramedy series serves as a time capsule for early 2000s fashion.

Rory Gilmore, played by Alexis Bledel, has some of the most memorable style moments, particularly as she graduates from her prestigious prep school and enters Yale University. Throughout the series’ seven seasons (as well as the 2016 reboot), her transformation from a shy high school student to a strong-willed aspiring journalist is reflected in her clothing, but she always maintains a timeless, classic look.

Given that the show aired from 2000 to 2007, there are, of course, some distinctly Y2K elements in Rory’s wardrobe (like low-waisted jeans and shrug cardigans), many of which are trending yet again.

Here are 26 of Rory Gilmore’s best fall outfits to inspire your wardrobe this season.

Oversized Sweater

Rory’s iconic chunky white sweater in the pilot episode is the epitome of fall dressing — oversized, cozy and never goes out of style.

Autumnal Shades

This burnt orange sweater basically screams fall. With a pair of dark jeans, it makes for a simple early autumn outfit.

Thanksgiving Chic

Rory’s Thanksgiving outfit in season 3 is memorable thanks to her classic red coat, which perfectly matched her armful of festive flowers.

Earth Tones

In season 4, viewers saw Rory branch out of her usual Chilton uniform during her first year at Yale. She tended to play it safe at first, but this earth-toned look is undeniably perfect for fall. Plus, the T-shirt layered underneath a striped tank is a great hack for incorporating your summer wardrobe into the colder months.

Subtle Barbiecore

You’ll be hard-pressed to find Rory without a book in hand, and here, it serves as a pretty chic accessory with Rory’s baby pink sweater, trousers and black boots; a subtle spin on the recent Barbiecore trend.

Preppy Layers

Paired with jeans, this blue cable knit sweater layered over a collared shirt creates a classic and timeless look.

Square Neck Sweater

Rory has no shortage of stunning fall sweaters, and this colorful striped pick is certainly one of her best. The unusual square neck makes it even more special.

Cozy Wool Sweater

To recreate Rory’s cozy-casual fall look, grab your favorite wool sweater and a pair of brown jeans, with a denim jacket in tow just in case it gets chilly. Scattered autumn leaves not included.

Comfy & Casual

Rory’s striped top, three-quarter zip sweater and blue jeans are casual yet put together.

White Cable Knit Sweater

Rory donned this white-and-blue ensemble to show support for Yale at her school’s football game, but there’s no denying an oversized sweater, jeans and converse are perfect for football season — no matter which team you’re rooting for.

Polka Dot Sweater

Scarves are the ultimate fall accessory, and Rory Gilmore definitely knows how to wear them. Here, her white scarf complements the white polka dots in her sweater.

Tan Leather Jacket

This tan leather jacket elevates Rory’s usual collegiate fashion while the scarf adds a touch of coziness.

A Pop of Purple

This jeans-and-jacket combo is made substantially more exciting with the addition of Rory’s vibrant purple sweater.

Y2K-Style Sweater

Rory’s Y2K-inspired sweater and shoulder bag are not only seasonally appropriate but on par with the fashion trends of today.

Mixing Patterns

Who says you can’t mix and match patterns? Here, Rory puts an argyle sweater, checkered skirt and striped tights all in one outfit, yet it still looks cohesive and cute.

Plaid Skirt

Perhaps inspired by her prep school days, Rory sported a green plaid skirt while strolling the Yale campus in season 5. Her tan jacket and matching boots tie everything together nicely.

Sweater Vest

Yes, sweater vests are in fact chic, and Rory Gilmore is proof. Her patterned vest, chocolate brown long-sleeve top and blue jeans make for an ideal fall ensemble.

Patterned Skirt

In the hopes of spending time with Logan, Rory gets all dolled up in a way that’s a little flirtier than her usual look but still keeps it classy. Her silky blue top and sweater proves yet again that her layering skills are unmatched, while the patterned skirt adds dimension.

Red Shrug

Shrugs were a distinctly early-2000s trend, so that means they’re probably due to come back in style. Rory’s bright red cropped cardigan adds a cozy element to her jeans and button-down look.

Pop of Pink

Rory’s pink sweater not only makes her casual outfit pop but compliments her rosy complexion.

White Jacket

This white three-quarter sleeve jacket and jeans is a super-chic way to transition from summer to fall clothing. The addition of a black pump gives Rory’s look a glamorous feel.

Embroidered Jacket

Rory’s embroidered jacket and delicate white top would also work beautifully in the springtime.

Tweed Jacket

When a cold front hits, look to this Rory Gilmore outfit for inspiration. Her maroon turtleneck and red tweed jacket are not only warm and cozy but super stylish and flattering.

Fishnet Tights

Rory’s turtleneck and wool skirt are in line with her usual modest way of dressing, but her fishnet tights and leather boots add a bit of unexpected edge.

Ribbon Belt

The simple black ribbon around Rory’s purple sweater totally transforms her simple outfit into something memorable.

Patterned Dress

When it comes to dressing for fall, this Rory Gilmore look has everything: muted tones, warm fabrics and expert-level layering.

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