Just an hour’s drive from Rockford lies a seemingly ordinary stretch of road near Evansville, Wisconsin, that is anything but ordinary. Weary Road—a name whispered with a mix of fear and intrigue—is infamous for its spine-chilling legends and eerie encounters.

A Haunted Drive: Wisconsin’s Weary Road Beckons the Brave

@badgerlandlegends via Instagram, Canva
@badgerlandlegends via Instagram, Canva
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Weary Road takes its name from the tragic tale of Old Man Weary. A kindly man once beloved by the local children, Weary’s reputation soured amidst dark accusations. An angry mob set fire to his home, leaving him to perish in the flames. They say his restless spirit now haunts the road, exacting vengeance on those who dare to disturb his peace.

A Tunnel to Terror

As you venture onto the road, you’ll encounter the “Tunnel of Trees,” where old-growth branches arch overhead, forming a natural cathedral. In the fading light, it’s easy to see why visitors describe an overwhelming sense of unease. Every rustle of leaves or distant howl of the wind feels like a warning.

The Urban Legend Challenge

According to legend, Old Man Weary doesn’t reveal himself on your first visit. No, you must drive the road three times. Only then will he appear in your rearview mirror. At first, he’s a distant figure. But each time you glance back, he edges closer, his face becoming clearer… and far more terrifying.

@badgerlandlegends via Instagram, Canva
@badgerlandlegends via Instagram, Canva
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Midway down the road, a tiny bridge spans a trickling creek. Park your car here and turn off the engine—if you dare. Many claim the car won’t restart, leaving you trapped in the darkness, listening for phantom footsteps.

A Word of Respect

Whether you’re a thrill-seeker or a skeptic, remember this: Weary Road may belong to ghosts, but it also belongs to real people. Respect the locals, and don’t disturb their peace. After all, an angry homeowner is scarier than any phantom.

Would You Brave Weary Road?

I’ll admit… I’m not sure I’d take this drive. But would you? If you’re bold enough to face Old Man Weary, let me know how it goes. Share your tales of terror (or triumph) in the comments below. Just don’t forget to check your rearview mirror.

Take a POV stroll through the Tunnel of Trees in the Badgerland Legends Instagram video below. IG user @deklyndharrison commented after his stroll,

Holy f*** okay this is actually freaking me out cause one night late asf me and my homie went there cause we'd heard the stories and we drove down it 3 times not even knowing about that part of the story and we proceeded to get like chased for several miles by a random car, like to the point we were scared for our lives and we're going 120 with it still on our tails when we crested a hill and suddenly it was gone, it never crested the hill. But it was not that far behind us before the hill

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