Sullivane House - High Street Cambridge

Cambridge Ghost Walk

Most Haunted Street in Maryland


Take a walk down Haunted High Street in Historic Cambridge – notably the most haunted street on the Eastern Shore.  Hear about the ghosts who haunt and strange events that have happened in just a few short blocks.  Soldiers, Governors, jilted women, Oystermen, an eccentric cat lady, a dying daughter, slain war heroes, suicidal bankers, murderous merchants, laughing children and a one-legged sea captain are some of the spirits that hang around High Street.

The oldest house in Cambridge is located on this scenic, brick paved street lined with stately homes and huge Osage Orange and Sycamore trees transports the visitor back in time. Automobiles are the only foreign objects in this nineteenth century landscape.  One almost expects to see Governor Goldsborough surveying the street from his wide wrap around porch, or Josiah Bayly, Maryland’s 10th Attorney General making his way to the courthouse.

High Street by day is remarkable by day stretching from the Main Street shopping district to Long Wharf on the Choptank River – no matter what the weather.  But that stretch of  Victorian and Federal-style homes and commercial buildings turns with the courthouse and Christ Church graveyard looming are an ominous site at night.

PLEASE NOTE: WE DO NOT GO INSIDE THE PROPERTIES.  This is a ghost walk where stories of hauntings and unexplained events are shared while standing outside the property.

A night-time walk on High Street can be chilling when you’re listening to stories about a farmer who murders a group of Indian workers and has his family cursed or a Confederate soldier who has been seen in the home and yard of the oldest house in Cambridge.  There are ten ghost stories associated with these homes found in the Edward H. Nabb Research Center Folklore Collection and many of those stories are repeated in various books on ghosts and legends.  These aren’t stories of scary ghosts that torment the occupants of the houses.  They seem to be stories of spirits who are connected to the community somehow.  They don’t want to leave, even though they are dead.

SITES ON THE CAMBRIDGE GHOST WALK include Christ Church and graveyard,  the Richardson Maritime Museum (old bank building), the Dorchester County Courthouse, Long Wharf (stories of pirates and phantom ships), and seven of the beautiful homes on historic High Street including the oldest house in Cambridge – the Josiah Bayly House which is featured on the home page of the Chesapeake Ghost Walk website, the homes of Governor Charles Goldsborough, the the Leonard Hotel, the Maynadier House and the LaCompte House.  All these and more have amazing stories.

Meet in the small park on the southwest side of the Dorchester County Courthouse on Spring and High Streets (the Spring Street side). You must go down the stairs, then walk over to the small, fenced sitting area.
PARKING is available on High Street and the side streets. 


Banker George Woolford haunts the Richardson Maritime Museum
Patty Cannon – Slave Catcher in Dorchester & Caroline Counties

TIME & WEATHER: Ghost Walk begins on time. We walk in all kinds of weather except that which threatens public safety.  Be sure to list your CELL PHONE number in the registration so we can contact you in the unlikely event the tour is canceled.

DRESS for the weather and be aware that each ghost walk takes at least an hour and covers between 1 and 1.5 miles.

  • Bring your umbrella if it looks like rain
  • Wear comfortable shoes
  • Bring a flashlight.
  • Bring your camera.  Several guests have picked up strange images in photos on this tour.

CANCELLATIONS AND REFUNDS:  Full refund will be given if cancellation is made 48 hours prior to the tour’s start.  If cancellation is NOT made within 48 hours of the tour, no refunds will be given. For reservations of 6 or more, we require 72 hours.  However, all registrations are transferable, so feel free to allow a friend or family member to attend in your place.  Just give them your order voucher.

17 thoughts on “Cambridge Ghost Walk

  1. Had a fantastic time with me and my daughter we both had a awseome time and as residents of Cambridge who have walk the street a thousand times we learned so much will be back thank you so much to our tour guide Mindy

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