26 Rory Gilmore Outfits to Inspire Your Fall Wardrobe

Mar. 15, 2025

Alexis Bledel in Season 1 of ‘Gilmore Girls’. ; Alexis Bledel in Season 6 of ‘Gilmore Girls’. ; Alexis Bledel in Season 4 of ‘Gilmore Girls’.Photo:Warner Bros./Everett Collection ; The WB

Warner Bros./Everett Collection ; The WB

Gilmore Girlshas 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.

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.

01of 26

Oversized Sweater

The WB

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

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Autumnal Shades

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

03of 26Thanksgiving ChicAlexis Bledel as Rory Gilmore and in Season 2 of ‘Gilmore Girls’.The WBRory’s Thanksgiving outfit in season 3 is memorable thanks to her classic red coat, which perfectly matched her armful of festive flowers.

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Thanksgiving Chic

Alexis Bledel as Rory Gilmore and in Season 2 of ‘Gilmore Girls’.The WB

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

04of 26

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.

05of 26

Subtle Barbiecore

06of 26Preppy LayersAlexis Bledel as Rory Gilmore and in Season 4 of ‘Gilmore Girls’.The WBPaired with jeans, this blue cable knit sweater layered over a collared shirt creates a classic and timeless look.

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Preppy Layers

Alexis Bledel as Rory Gilmore and in Season 4 of ‘Gilmore Girls’.The WB

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

07of 26Square Neck SweaterAlexis Bledel as Rory Gilmore and in Season 4 of ‘Gilmore Girls’.The WBRory 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.

07of 26

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.

08of 26Cozy Wool SweaterAlexis Bledel as Rory Gilmore and in Season 4 of ‘Gilmore Girls’.The WBTo 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.

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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.

09of 26Comfy & CasualAlexis Bledel as Rory Gilmore and in Season 4 of ‘Gilmore Girls’.The WBRory’s striped top, three-quarter zip sweater and blue jeans are casual yet put together.

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Comfy & Casual

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

10of 26White Cable Knit SweaterAlexis Bledel as Rory Gilmore and in Season 4 of ‘Gilmore Girls’.The WBRory 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.

10of 26

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.

11of 26Polka Dot SweaterAlexis Bledel as Rory Gilmore and in Season 4 of ‘Gilmore Girls’.The WBScarves 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.

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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.

12of 26Tan Leather JacketAlexis Bledel as Rory Gilmore and in Season 4 of ‘Gilmore Girls’.The WBThis tan leather jacket elevates Rory’s usual collegiate fashion while the scarf adds a touch of coziness.

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Tan Leather Jacket

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

13of 26A Pop of PurpleAlexis Bledel as Rory Gilmore and Keiko Agena as Lane Kim in Season 4 of ‘Gilmore Girls’.The WBThis jeans-and-jacket combo is made substantially more exciting with the addition of Rory’s vibrant purple sweater.

13of 26

A Pop of Purple

Alexis Bledel as Rory Gilmore and Keiko Agena as Lane Kim in Season 4 of ‘Gilmore Girls’.The WB

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

14of 26

Y2K-Style Sweater

Photo 12 / Alamy

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

15of 26Mixing PatternsAlexis Bledel as Rory Gilmore and in Season 5 of ‘Gilmore Girls’.The WBWho 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.

15of 26

Mixing Patterns

Alexis Bledel as Rory Gilmore and in Season 5 of ‘Gilmore Girls’.The WB

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.

16of 26

Plaid Skirt

17of 26Sweater VestAlexis Bledel as Rory Gilmore and in Season 5 of ‘Gilmore Girls’.The WBYes, 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.

17of 26

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.

18of 26Patterned SkirtAlexis Bledel as Rory Gilmore and in Season 5 of ‘Gilmore Girls’.The WBIn 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.

18of 26

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.

19of 26Red ShrugAlexis Bledel as Rory Gilmore and in Season 5 of ‘Gilmore Girls’.The WBShrugs 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.

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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.

20of 26Pop of PinkAlexis Bledel as Rory Gilmore and Matt Czuchry as Logan Huntzberger in Season 5 of ‘Gilmore Girls’.The WBRory’s pink sweater not only makes her casual outfit pop but compliments her rosy complexion.

20of 26

Pop of Pink

Alexis Bledel as Rory Gilmore and Matt Czuchry as Logan Huntzberger in Season 5 of ‘Gilmore Girls’.The WB

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

21of 26White JacketAlexis Bledel as Rory Gilmore and in Season 6 of ‘Gilmore Girls’.The WBThis 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.

21of 26

White Jacket

Alexis Bledel as Rory Gilmore and in Season 6 of ‘Gilmore Girls’.The WB

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.

22of 26Embroidered JacketAlexis Bledel as Rory Gilmore and in Season 6 of ‘Gilmore Girls’.The WBRory’s embroidered jacket and delicate white top would also work beautifully in the springtime.

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Embroidered Jacket

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

23of 26Tweed JacketAlexis Bledel as Rory Gilmore and in Season 6 of ‘Gilmore Girls’.The WBWhen 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.

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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.

24of 26Fishnet TightsAlexis Bledel as Rory Gilmore and in Season 6 of ‘Gilmore Girls’.The WBRory’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.

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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.

25of 26Ribbon BeltAlexis Bledel as Rory Gilmore and in Season 6 of ‘Gilmore Girls’.The WBThe simple black ribbon around Rory’s purple sweater totally transforms her simple outfit into something memorable.

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Ribbon Belt

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

26of 26Patterned DressAlexis Bledel as Rory Gilmore and in Season 6 of ‘Gilmore Girls’.The WBWhen it comes to dressing for fall, this Rory Gilmore look has everything: muted tones, warm fabrics and expert-level layering.

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Patterned Dress

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

source: people.com