Pinterest Hidden Image

Learn how to create an easy Gilmore Girls-inspired Lorelai Gilmore costume for Halloween with these cheap finds from Amazon that help you create the iconic outfit that she wore when her daughter Rory Gilmore’s first day of school at Chilton.

lorelai gilmore costume

Lorelai has some of the best style (and most unique outfits) in all of Stars Hollow, Connecticut, but, arguably her most memorable outfit in Gilmore Girls was this Season One “cowgirl meets businesswoman” look that she threw together in a flash when she woke up late on one of the most pivotal days in Rory’s life. Nothing says, “Welcome to Chilton!” quite like it.

Lorelai Gilmore Costume

Below are my top picks for your Lorelai Gilmore Halloween costume. All items are from Amazon for quick and easy shopping. And I specifically focused on looks that match the aesthetic best, are highly rated, and are on the cheaper side of what’s out there in order to keep your Halloween costume affordable.

Pink Tie Dyed T-Shirt

The first crucial piece of this Lorelai Gilmore costume is her pink tie-dyed t-shirt. This particular one is a great match for the real look and is highly rated as well.

Daisy Duke Cut-Off Denim Shorts

Part of me has always thought that Lorelai Gilmore would love Jessica Simpson’s memoir, Open Book — perhaps it’s because of these “Daisy Dukes” that were short enough to compel her to throw on an overcoat before entering Chilton and making Headmaster Charleston blush… but we’ll get to that later.

Feel free to wear any denim shorts you already own, or wear these bestselling Levi’s jean shorts.

Brown Cowboy Boots

Yeehaw! This quintessential Lorelai look wouldn’t be complete without cowboy boots. Even Rory jabbed that she didn’t know the rodeo was in town when she saw them. I especially like the white stitching on this particular option.

Black Coat

And now, the infamous overcoat. It totally makes Lorelai’s last-minute outfit unforgettable. At least it got her into the doors of Chilton, am I right?! The length of this particular long black coat really fits the bill.

Luke’s Diner Mug

Now, while there was no time to stop at Luke’s Diner before racing to Chilton when Lorelai wore this outfit, one thing I still think is the perfect accessory to make it clear who you are dressing as is this Luke’s travel mug (popular with readers of The Literary Lifestyle). And maybe even sneak a few sips at the same time!


This Gilmore Girls-inspired Lorelai Gilmore costume embodies the essence of Stars Hollow’s most vivacious resident. This iconic look pays tribute to the wit, style, and strength of a character who captured our hearts. Channeling Lorelai is always a uniquely fun and fashionable choice.

And, if you loved this Gilmore Girls costume idea, you will love these posts including more Gilmore Girls costumes:

get a free rory gilmore book list


Get your printable PDF checklist of all 500+ books on the list when you subscribe to The Literary Lifestyle’s free email newsletter community.

Leave a Comment or Question

Your email address will not be published. Required fields are marked *