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Connecticut's Most Haunted Roads & Highways

Numerous roadways throughout the United States are spooky at night, especially in desolate areas, but add some ghost stories to the mix and they are even creepier. From the infamous Route 66 to roads more locally known such as "Hell's Gate" in Colorado, there's plenty of paranormal tales attached to roads or highways in every state. You’ve come to the right place to find exactly where those are! If you plan on driving along any of them, be prepared in case you run into any ghostly hitchhikers! We suggest you keep driving.
 
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  • Whirlwind Road Wallingford, CT
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    Although this road features gorgeous views of open fields and estates, it's also said to be the home to a resident ghost. Legends say that a woman's spirit appears on the road, soaking wet from drowning herself after her fiancé left her at the alter. Stories say she appears on the road, vanishing once you pass her. Read More

    Categories: Real Haunted Places | Real Haunted Roads & Highways

  •   Jeremy Swamp Road Southbury, CT
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    Located in Southbury, Connecticut, Jeremy Swamp Road is believed to be haunted by a ghostly woman that was hit by a car and killed while walking along the road. Her spirit is said to linger the area and drivers have reported seeing her apparition on the side of the road or even in the backseat of their car! In addition to seeing her ghost, other reports along the road include eerie... Read More

    Categories: Real Haunted Bridges & Overpasses | Real Haunted Places | Real Haunted Roads & Highways

  • Downs Road Hamden, CT
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    Downs Road is closed on both ends and is filled with ruins of former homes. One of the ghost stories that surround the road is that of the Downs Road Monster, who some say was actually an albino horse. Others include different ghostly apparitions and eerie creatures such as Melon Heads, rumored to leave claw marks on the cars that park in the area. Read More

    Categories: Real Haunted Bridges & Overpasses | Real Haunted Places | Real Haunted Nature & Outdoors (ie. Haunted Woods) | Real Haunted Roads & Highways

  • Saw Mill City Road Shelton, CT
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    Witnesses have reported seeing shadowy figures darting from tree to tree along this stretch of road. The scariest location on this road is said to run parallel to the Means Brook Reservoir. The apparitions are said to increase on this curvy road during the warmer months. Read More

    Categories: Real Haunted Places | Real Haunted Roads & Highways

  • Hell Hollow Road Voluntown, CT
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    This narrow road sits along the Hell Hollow Pond and is believed to be haunted by a girl named Maude who was murdered. Reports of screams have been heard in the area, many believe the sounds come from Maude's spirit crying out. Read More

    Categories: Real Haunted Places | Real Haunted Roads & Highways

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