State’s Urban Legends: Connecticut

I spent a few days in Connecticut back in the 1980s, mostly around Stamford and Danbury. Driving along the wooded roads I realized New England could be a spooky place. Don’t believe it? Check out some of the urban legends that call the state of Connecticut home.

The Wicked Witch of Monroe

Hannah Cranna’s husband, Captain Joseph Hovey, fell off a cliff. Hey accidents happen, right? But the Hovey’s neighbors grew suspicious of the circumstances surrounding Mr. Hovey’s demise. They became convinced Hanna had bewitched her husband to his death. Then they believed she started casting spells on people she did not care for.

Connecticut's Wicked Witch of Monroe.

The grave of Hannah Cranna.

Hannan died in 1860 at the age of 77 and her final request was to be carried to her final resting place on foot, instead of the more traditional funeral wagon. When dear old Hannah kicked the townsfolk attempted to cart her down the hill to the cemetery by wagon.

But her coffin kept falling off and they eventually gave up and carried her by foot after all. So what makes this an urban legend? After the funeral, when the mourners returned to her house they found it fully engulfed in flames.

Oh, and take care when driving along the road that runs right next to her grave. Legend has it that a mysterious woman will suddenly appear in the road, causing the unwary driver to swerve off the road, right into her gravestone and to serious harm or even death.



If you tend toward kleptomania, or perhaps know a thief, then the abandoned town of Dudleytown, Connecticut is not the place for you.

Legend has it that anyone who steals an artifact from Dudleytown has ensured a curse upon themselves and their entire family. It is part of what is called a “dark vortex” that surrounds the forest in the area.

You won’t see much in the way of wildlife but you will spot floating orbs and wolf-shaped dark shadows. You might even hear voices, even though no one else is anywhere near you.

Oddly, this legend gets it start back in England. Edmund Dudley plotted against Henry the Seventh back in the day and literally lost his head. King’s didn’t tolerate conspirators much then. The family left England in 1748 and settled in Connecticut.

The town they founded, Dudleytown, was off to a great start thanks to the iron industry established there. But then a string of mysterious deaths, suicides, disappearances into the forest and an unhealthy run of madness in the family put an end to the town. None have lived there since.

And, if you should visit, there is a group that polices the area. They aren’t very understanding or forgiving of transgressions, so take care.


The Doll Village

In the woods near Middlebury, Connecticut, you will stumble across an abandoned doll village. The architecture is amazing but don’t linger there overlong to admire the site.

The demonic voices that directed the original architect to build the village also ordered him to kill himself once the project was completed. Legend has it that those voices still live within the village and they can be heard at night.

If you are a general contractor, you might want to skip this place. If you are into the occult, knock yourself out.

About the author

Richard Paolinelli