Haunted walks, spooky streets, and fall photo ops await just outside the GTA
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If you’ve been craving that nostalgic Halloween vibe - you know, the one where the air smells like leaves, the trees turn vibrant colours, and there’s just enough spooky to make it fun - then Orangeville’s calling your name.
Just 45 minutes from the GTA, this cozy spot in Dufferin County is more than just cute streets with cozy cafes. In October, it transforms into a full-blown fall fantasy, with scarecrows guarding the sidewalks, ghost stories in the air, and a downtown so charming it’ll make your PSL taste even spicier.
From haunted history tours to Instagram-worthy fall drives and a street party that’s straight out of a family Halloween movie, Orangeville is serving up serious spooky-season energy. Here's how to make the most of it.
Boo on Broadway is back, and it’s bigger, bolder, and spookier than ever!
Mark your calendar for October 18, because Boo on Broadway (and Beyond!) is taking over downtown Orangeville, and this year, it's seriously stepping up its game. Think costumes, candy, music, and enough festive chaos to keep kids, teens, and Halloween-loving grownups thoroughly entertained.
Broadway and the surrounding streets become a pedestrian-only playground filled with family-friendly frights, seasonal treats, and all kinds of spooky surprises. It’s the kind of event where toddlers in tiny witch hats and adults in full zombie glam can peacefully coexist — and maybe even compete for best costume.
Haunted tours that’ll make you look over your shoulder (in a good way)
Orangeville’s history isn’t all pumpkins and quaint architecture. The town has its fair share of eerie tales, and you can hear them all on one of two haunted walking tours.
Choose your own adventure: go solo with a self-guided version (great if you're into taking spooky selfies at your own pace) or join a lantern-lit tour, with guides who are equal parts theatrical and terrifying. Either way, you’ll never look at that old Town Hall the same way again.
Autumn roads & pumpkin spice vibes: Fall drives worth the hype
Is it even fall if you don’t go on a scenic drive just to stare at trees? Orangeville has some of the prettiest routes in the region, full of twists, turns, and jaw-dropping colour. It’s basically a real-life screensaver.
Before you hit the road, fuel up with a latte from one of the town’s indie cafes, or grab a pastry that could double as an art piece. Need a sweater that screams “fall, but make it fashion”? Pop into Pear Home. And if your road trip involves any actual outdoor adventuring, Moguls in Mocean has you covered on the gear front.
Pro tip: check the Ontario Fall Colours Report to make sure your timing is peak leaf-peeping perfection.
Whether you're here for the ghost stories or just in it for the cider and sweater weather vibes, Orangeville is basically fall’s main character and you’ve got a front-row seat.
Visit LoveOrangeville.ca to plan your visit.
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