Top 10 Ranked Fall Episodes of ‘Gilmore Girls’

Top 10 Ranked Fall Episodes of ‘Gilmore Girls’

As autumn approaches, it’s that delightful time for apple picking, pumpkin carving, and enjoying the festive decorations. The vibrant hues of fall foliage are a blissful backdrop as you dive into seasonal recipes like pumpkin soup. And let’s not forget that familiar scenario—cramming once more through the misadventures of Rory Gilmore on Netflix, rewatching every episode of Gilmore Girls from the very beginning.

But if you’re anything like me and have a packed schedule, binge-watching all seven seasons before diving into Halloween favorites isn’t feasible. That’s why I’ve curated The Mary Sue’s top 10 fall-themed episodes of Gilmore Girls for your viewing pleasure.

10. Season 2, Episode 4: “The Roadtrip To Harvard”

Before Rory set her sights on Yale, Harvard was the dream school for both her and Lorelai (Lauren Graham). During this memorable visit, the academic aura fills the air as they explore the campus and attend classes. While it’s an opportunity for Rory to envision her potential future, it also compels Lorelai to ponder her own choices and the life she might have led.

9. Season 1, Episode 7: “Kiss and Tell”

A still from Gilmore Girls season 1, episode 7
(The WB)

This classic early episode captures all the quintessential fall vibes along with Rory’s sweet yet innocent first kiss. Despite the troubling events that unfold between her and Dean (Jared Padalecki) in season 4, “Kiss and Tell” strengthens the bond between Lorelai and Rory, highlighting Lorelai’s deep affection and concern as her daughter grows up.

8. Season 5, Episode 7: “You Jump, I Jump Jack”

Sorority, fraternity, and all the autumnal festivities associated with college life come alive in this episode. Logan (Matt Czuchry) introduces Rory to the Life and Death Brigade, sharing fun secrets and boosting her writing for the Yale Gazette. This episode is a fan favorite, leaving even the most dedicated Jess stans re-evaluating their loyalties.

7. Season 4, Episode 9: “Ted Koppel’s Big Night Out”

Richard and Emily Gilmore in 'Gilmore Girls' season 4, episode 9, wearing Yale attire
(The WB)

GO YALE! Tailgating at a college football game is as autumnal as it gets! Emily (Kelly Bishop) and Richard Gilmore (Edward Herrmann) deck out their campervan for the Harvard vs. Yale game, much to Lorelai’s surprise. The episode is layered with marital strife, drinking antics, and unexpected visitors!

6. Season 3, Episode 6: “Take the Deviled Eggs”

This episode dives into complex emotions for both Lorelai and Rory. With news of Christopher, Rory’s father, expecting a child with his girlfriend Sherry (Madchen Amick), Rory feels compelled to drag Lorelai to the baby shower. As Jess (Milo Ventimiglia) flaunts his new car, memories of the past haunt them, and Lorelai and Rory unleash their frustrations by flinging leftover deviled eggs at Jess’s vehicle.

5. Season 2, Episode 5: “Nick & Nora/Sid & Nancy”

Rory Gilmore and Jess during their first meeting in 'Gilmore Girls'
(The WB)

This episode is a pivotal moment for fans as it ignites the undeniable crush many harbor for Jess. The exhilarating essence of early fall blends with Rory’s new interest. Lorelai helps smooth over the tensions when Luke (Scott Patterson) faces a family crisis due to his troubled nephew. Rory’s fascination with Jess grows stronger, as his enigmatic intelligence resonates with her own interests.

4. Season 1, Episode 5: “Cinnamon’s Wake”

Dealing with the loss of a pet can be heart-wrenching, and “Cinnamon’s Wake” captures this experience when Babette’s (Sally Struthers) cat passes away. This poignant episode exudes the spirit of fall, echoing the tone of the first season, where Rory also navigates an awkward encounter with Dean, and Lorelai confesses her feelings to Max (Scott Cohen).

3. Season 1, Episode 6: “Rory’s Birthday Parties”

This festive and monumental episode revolves around Rory’s birthday as she faces the chaos of two parties. Emily Gilmore throws an extravagant affair at their home, showcasing her wealth in a way that feels completely out of touch. Meanwhile, Lorelai organizes a playful yet heartfelt Sweet 16 bash every small-town teen dreams of celebrating. This episode is also famous for the TikTok sensation line, “I am an Autumn,” uttered by Richard Gilmore.

2. Season 3, Episode 9: “A Deep-Fried Korean Thanksgiving”

Rory and Lorelai Gilmore sit outside during Thanksgiving in Gilmore Girls
(The WB)

In classic Lorelai style, Rory and her mom scramble to attend as many Thanksgiving gatherings as possible. Sookie (Melissa McCarthy) can only observe as her husband prepares a deep-fried turkey—a stark contrast to her traditional cooking methods. Meanwhile, Lane (Keiko Agena) shares her first kiss with David Rygalski (Adam Brody), and Rory drops a surprise by revealing she has applied to both Yale and Harvard.

1. Season 4, Episode 22: “Raincoats and Recipes”

Often considered one of the standout episodes of the entire series, “Raincoats and Recipes” encapsulates the unique essence of Gilmore Girls with an added depth that comes with its later season. The Dragonfly Inn’s grand opening hosts friends and family, leading to a delightful mix of familiar faces and hilarious moments. A pivotal kiss between Lorelai and Luke, a nude Kirk making a moonlit appearance, and Richard and Emily acting like children make this episode unforgettable. The emotional climax, highlighted by Rory’s dire mistake in the final minutes, delivers an unforgettable shock.

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