If you’re anything like me, as the days get shorter and the weather gets colder, it’s time for your annual Gilmore Girls rewatch. Gilmore Girls practically defined the feeling of autumn. With St. Charles being the Midwest’s very own Star’s Hollow, plan your Gilmore Girls fall in the oldest city on the Missouri River. By the end of your visit, you’ll expect to see Luke driving his truck down Historic Main Street!

 

Allin's Diner in St. Charles, Missouri.

Eat at a Diner

While we may not have Luke’s, we do have Allin’s and Lady Di’s! Both old school cafés have local charm that makes you feel a part of St. Charles. Unlike at Luke’s, phones are allowed, so make sure to get a photo of your hearty meal before heading out for the day! For an extra Lorelai and Rory twist, order a hamburger and fries with your coffee.

Craving a diner visit in the evening? Gingham’s is open 24 hours a day and has some of the best fried chicken around. It’s the perfect spot to unwind and regroup with friends after a long day.

 

A woman browses bookshelves at Main Street Books in St. Charles, Missouri.

Visit a Local Book Store

Channel your inner Rory Gilmore and get lost in St. Charles bookstores. Look for your latest read at Main Street Books or The Bookworm. Each has a wide selection of genres, helping you find exactly what you’re in the mood for. Better yet, read your new book on a bench next to the Kister Park Gazebo, located on the 400 block of South Main Street.

 

A hot latte in a white mug with a saucer.

Grab a Cup of Coffee

If you need your coffee in an IV like Lorelai does, St. Charles is the place to be! Find inviting, locally owned coffee shops throughout the city. Many are in quaint brick buildings, adding to the charm!

 

Black Cat Antiques & Such

Shop on the St. Charles Antique Trail

In honor of Kim’s Antiques, spend a day shopping at antique stores in St. Charles. The St. Charles Antique Trail spans from Main Street through Frenchtown, sending you on an adventure full of vintage furniture, décor, and more.

 

People taking a clay wheel throwing art class at the Foundry Art Centre in St. Charles, Missouri.

Get Crafty

Lorelai always knows how to make something in a pinch for whatever Stars Hollow needed. Hone your skills and take an art class at the Foundry Art Centre, where you can learn how to use all sorts of artistic mediums and create your own masterpieces.

 

La Catrina, a character from Legends & Lanterns, interacts with guests on Historic Main Street in St. Charles, MO.

Visit a Star’s Hollow Worthy Fall Festival

Saint Charles turns into an autumn straight out of a storybook (or television show) during Legends & Lanterns®: A “Spirited” Journey through Halloween History. Taking place during the middle three weekends of October, this Halloween festival features an array of memorable character interactions, historical exhibits, and frightfully fun experiences, while Main Street provides a charming backdrop.  

 

A sweater and other merchandise at U Defined Boutique on Main Street in St. Charles, Missouri.

Shop for Fall Fashion Staples

We’ve heard that Y2K is in now, and Lorelai and Rory certainly know how to dress the part! Shops and boutiques on Main Street St. Charles have the latest in fall fashion for you to look as cozy and stylish as the Gilmore girls.

 

A storefront on Main Street in St. Charles with Halloween decorations at night during Legends & Lanterns.

Ready to make your own Stars Hollow-inspired memories? As you begin your fall rewatch, plan your trip to Saint Charles for a picture-perfect Gilmore Girls getaway. Discover local restaurants, shops, and attractions to make the most of your visit.