Fall Fashion Inspiration: Gilmore Girls
Fall Fashion Inspiration: Gilmore Girls
By Sophie Amen — September 23, 2025
The “Gilmore Girls” universe doesn’t just captivate us with quick-witted characters, memorable relationships, and small-town charm—it also gives us timeless fashion statements that perfectly capture the cozy New England essence of fall. There is no doubt that this cult-classic TV show offers immense inspiration for creating a classic and effortless fall wardrobe.
Costume designer Brenda Maben shaped each character’s wardrobe to reflect their quirky personalities and lifestyles. From Lorelai’s playful attire to Rory’s preppy ensembles, “Gilmore Girls” costumes capture a sense of timelessness that keeps viewers coming back season after season and year after year since it debuted in 2000.
Lorelai’s costuming is one of the most recognizable aspects of the show. Her wardrobe combines casual, layered outfits that prioritize comfort and show off her quirky personality. She combines denim and leather jackets, bootcut jeans, comfy long sleeves, mid-length dresses, and ankle boots for countless laid-back, yet stylish, fall outfits.
Take a look at this vegan leather blazer; it is almost a replica of Lorelai’s classic leather jacket. This piece can be layered over almost anything, adding a bit of edge to a fall look.
Lorelai often sports low-waisted bootcut or flared jeans, giving a retro yet relaxed feel. Pair a good dark-wash jean, such as these low-rise bootcut jeans, with a black or brown ankle boot, like these versatile black booties, to bring a chic touch to any outfit.
From cozy cable-knit sweaters to preppy layers, Rory takes after her mother in many ways besides her wit and snarky humor. Her outfits include a range of autumnal shades, as well as cozy long sleeves and jackets.
This oversized wool sweater is reminiscent of the one worn by Rory in the pilot episode of the show. Similarly, this slouchy sweater with a slightly different design is reminiscent of the fall season. The relaxed fit, bell sleeves, and classic design of both bring a comfortable, classic autumn look that adds depth to any outfit.
Rory’s style generally leans toward soft, neutral shades. She pairs simple pieces with a peacoat or blazer to add structure and a preppy edge, whether heading to class or a coffee shop. Rory’s Thanksgiving outfit, featuring a red coat, can be recreated with this bright wine-colored wool topcoat. This classic coat, featuring a luxe wool-blend fabric, embodies Rory’s simple and understated style.
With an emphasis on classic pieces and layered looks, “Gilmore Girls” offers timeless inspiration that fits perfectly with fall’s cozy atmosphere. Whether you’re aiming for Lorelai’s relaxed look or Rory’s preppy academia style, “Gilmore Girls” gives viewers a variety of stylish fall pieces.
For more articles like this one, keep reading Square Magazine, and be sure to follow Square Magazine on Instagram and TikTok for exclusive content.
All images belong to their respective owners.