Gilmore Girls Inspired Fall Day in Port Perry
When the leaves turn golden and the air gets crisp, there’s no better time to lean into cozy small-town vibes. And if you’re a Gilmore Girls fan, you already know the magic of a place that feels like home the moment you arrive. Port Perry’s charming downtown and lakefront give off big time Stars Hollow vibes. With its historic storefronts, coffee shops, and yes—its very own gazebo—it’s easy to imagine Lorelai and Rory strolling the streets, coffee in hand.
Here’s how to spend a Gilmore Girls-inspired day in Port Perry this fall:

☕ Coffee, coffee, coffee! Start your morning the Lorelai way—with a strong cup from That Place on Queen, Hank’s, or Nexus Coffee Co. There’s no such thing as too much coffee here.
📚 Channel Rory. Pop into Books Galore or Willow Books to find your next great read, then head to Palmer Park to curl up with your book and a latte.
🛍️ Shop like a Gilmore. Hunt for treasures at Caviar And Cobwebs, cozy sweaters at boutiques like Bonita Clothing Co. or Kelly’s on Queen, and Scottish-inspired finds at the newly refreshed Beyond Tartan.
🍫 Sweet treats. A Stars Hollow-style day wouldn’t be complete without a stop at The Nutty Chocolatier for fudge, truffles, and candy to share (or not).
🎭 Cue the culture. Miss Patty might not be teaching ballet here, but you’ll find live theatre, music, and dance at Town Hall 1873 Theatre, a local gem that keeps the arts thriving in the heart of town.
🌳 The gazebo. Yes—we have one. Stroll the waterfront in Palmer Park and sit beneath the gazebo for your very own Gilmore Girls moment. Bonus points if you bring a book, coffee, or both.
🍽️ Dinner & takeout. Round out your day the Lorelai way—grab takeout from The Waterfront Kitchen & Bar, Lakeview Pub, Marwan’s Global Bistro, or Jester’s Court, then treat yourself to ice cream at The Perfect Scoop.
This fall, make Port Perry your real-life Stars Hollow. Bring a friend, sip some coffee, and soak in the cozy, small-town charm that feels straight out of your favourite show.