
The Ultimate Gilmore Girls Style Guide: How to dress like Lorelai & Rory this autumn.
Bottomless Coffee and Endless Style.
Oy with the poodles already, it’s autumn!
Feel a slight chill in the air; it’s finally their season. If, like Richard Gilmore and the popular TikTok sound, you can confidently say, “I am an autumn,” it’s the perfect time to dress like a Gilmore Girl. Both Lorelai and Rory have an attainable style, drawn from ultimately simple pieces, but it ends up looking stylish. If you aspire to be the next quick-witted, fast-talking, and coffee-fuelled Gilmore girl, here is a style guide so you can dress like the Queens of Stars Hollow this autumn.
Leather Blazer
The staple Lorelai Gilmore outerwear piece is the leather blazer, in a sleek black or powerful burgundy red. Whether it is quickly grabbing a coffee and squabbling with Luke at his diner or power walking around the inn, Lorelai will always find the occasion to rock a leather blazer. Either paired with jeans, tailored trousers or a midi skirt, this autumn outer piece immediately elevates any outfit.
Turtleneck
Both Gilmore women throughout all seasons of the show love a turtleneck. Both practical and stylish, be that a chunky cable knit design, a fitted thinner knit or sleeveless, the turtleneck is a must-have for any autumn wardrobe. Lorelai’s look in Season 2, Episode 15 (Lost & Found), is great turtleneck inspiration. Paired with a pin-striped skirt, knee-high boots and an over-the-shoulder bag, this is the perfect 2000s office siren look.
Knitted Vest
Another Gilmore-looking option is a cosy knitted sweater vest. Try layering it over a crisp white collared shirt for a polished, sophisticated vibe, just like Lorelai. As an alternative, wear a t-shirt under the knit top for a more collegiate Rory look, perfect for walking around the autumn leaves of Yale.
Contrasting Collared Jacket
Jess Mariano and Lorelai may not agree on many things, but they both love a contrasting collared jacket. This proves that a lined jacket with exposed fabric on the collar isn’t just stylish—it’s versatile enough to suit both downtown chic and small-town charm, offering warmth, practicality, and effortless cool in one.
Cute Graphic Tee
What do dogs, the B-52’s and the slogan “Knit or Go Home” all have in common? They have all been worn on a t-shirt by Lorelai Gilmore. Nobody loves a kitsch graphic tee more than Lorelai, whose t-shirts are as random as some of her lines, featuring phrases like “Heavy Metal Rules”, “Yoga Kills, Yoga Kills, Yoga Kills”, and “Everyone Loves an Irish Girl”. My personal favourite features a kitten wearing a tiara and the words "Princess.” Paired with a pink hoodie and jeans, the look is the epitome of 2000s chic. Now I know what you're thinking: that sounds horrendously tacky, and on principle, you're right, but there is something about Lorelai’s style that makes it work, and I’ll be damned if it doesn’t make me want to buy a kitsch animal t-shirt too.
Custo Barcelona Top
Spanish fashion brand Custo Barcelona’s t-shirts were often featured in TV shows from the 2000s. They were worn by Miranda Hobbs in Sex and the City, Phoebe Buffay in Friends, Phoebe Halliwell in Charmed, Willow Rosenberg in Buffy the Vampire Slayer, and Brooke Davis in One Tree Hill. Lorelai also joined these TV show alumni in wearing a Custo Barcelona top during Season 1, Episode 6. This iconic item of clothing was a red t-shirt with black knit sleeves, a fluffy leopard print trimmed neckline, as well as graphics featuring a hotel and people. Even though she only wears it once during Rory’s birthday scene in season one, this has become one of the most wanted pieces from Lorelai’s wardrobe, as it is the embodiment of 2000s style and design.
Autumn in Stars Hollow is the perfect backdrop for Lorelai and Rory’s style. Dressing like a Gilmore Girl is less about chasing trends and more about curating timeless pieces. Their wardrobes prove that great style doesn’t have to be complicated—it’s about confidence, comfort, and a touch of personality. This season, whether you’re sipping coffee at Luke’s, wandering through fallen leaves, or navigating your own version of Friday night dinner, let the Gilmore girls be your style inspiration.