
Welcome to Chesapeake Ghost Tours.
The Largest Trail of Year-Round Ghost Tours in America – 9 Ghost Walks in different historic towns on Maryland’s Eastern Shore, guaranteed to entertain, educate, and perhaps disturb your sense of solace and calm.
These tours are guaranteed to entertain, educate, and perhaps disturb your sense of solace and calm. If you love history mixed with mystery, you’ll enjoy all of these walking tours on Maryland’s Eastern Shore. There are nine night-time walks – from St. Michaels to Denton to Berlin and Ocean City to the Great Pocomoke Forest. The walking tours are scattered over 100 linear miles on the Delmarva Peninsula and offer guests a 1.5 to 2-hour storytelling session about the history and mysteries of each of these small, historic towns. All stories are based on historical research, and many of the 130 sites on these tours still have paranormal activity today.
If you love history mixed with mystery, you’ll enjoy all of these walking tours all on Maryland’s Eastern Shore.
Consider the “haunted trifecta” in Ocean City, or a nighttime walk through a cypress forest with a 200-year legacy of being haunted (Pocomoke). Feel the energy of Muskrat Mary in St. Michaels – and maybe catch a glimpse of her, or enjoy your haunted walk on High Street in Cambridge (the setting of James Michener’s Chesapeake) – known to be the most haunted street in Maryland. These are just three of the nine tours. For a fuller description of each town’s tour, review the list and links below. Book your tour now.
VIEW Ghost Walk Calendar
- *NEW Ghosts of the Golden Hour Sunset Cruise – Ocean City – summer – Pirates, beachcombers, hoteliers, and a sea captain’s grave.
- *NEW Wicked Wine Tales: An Evening of True Ghost Stories – Berlin – Relax, sip some wine and let the Chesapeake Ghosts Storyteller regale you with true ghost stories of the Eastern Shore. (Returning in the Spring)
- Saint Michaels – Spirits of Rowdy Women – Ladies of the evening, fussy landlady, vanishing hippie, and a woman who throws wine glasses.
- Berlin – Walking Dead, Elemental and a Healing Tree – scenic town, weird energy … almost palpable at night. You might see one of three spirits that walk the streets at night – all from different eras.
- Ocean City – Haunted Trifecta – two sights with a murder, a suicide, and an accidental death.
- Cambridge – Most Haunted Street in Maryland – Most haunted street in Maryland
- Salisbury – Mercenaries, Murderers, & University Ghosts – The Wicomico County Courthouse is site of 4 murders, plus two haunted firehouses and the “Phantom of Salisbury”
- Pocomoke – Our Scariest Tour – Haunted River, mansion and a walk through a cypress forest with a 200 year legacy of paranormal activity. Not for the faint of heart.
- Denton – Shep’s Shadow and the Town Dog Killer –Prepare for an intense journey into the heart of Denton, a town saturated with ghostly activity. Our walk centers on the infamous Denton Jail, home to its most famous and most active, resident: “Shep.” The ghost of Wish Sheppard, a young man who died in the early 1900s, left a defiant handprint on his cell wall—a permanent, physical reminder of a life unjustly taken. Jail staff and townspeople know him well.
Surrounding the area is the notorious Courthouse Green, where shadows of the past remain from two historic lynchings. You’ll hear tales of a spectral physician from the house of Dr. Knott and the cold presence haunting an old bank building. Discover why Denton is truly the Mid-Shore’s capital of the macabre.
- Princess Anne – Our Most Disturbing Tour – no kids tix – still active haunted jail, haunted park, haunted mansion, and a haunted inn. (harsh content, no children under 12 permitted)
- Snow Hill – Mansions, Tides, and Terrors Market & Federal Street are lined with Victorian mansions and inns where the spirits of owners past still linger. This tour has the only site on the Eastern Shore to be featured on Cable television (National Geographic Television Network)
- Easton – The Tragedy Triangle – Easton is built upon history, and some chapters refuse to close. We invite you to explore the Tragedy Triangle, a notorious local circuit where the energy of deep sorrow has left the veil between worlds permanently thin.

Over 140 Sites across seven counties
Together this cluster of ghost tours includes over 140 haunted sites and stories and 10 graveyards. The spirits of pirates, sea captains, merchants, governors, soldiers, slaves, orphans, farmers, witches, hoteliers, doctors, actresses, and “ladies of the evening” are featured characters in these enchanting stories. The haunted history of the old Eastern Shore is revealed in these tours in a way that is both entertaining and engaging. Our guests get a broad perspective of the Eastern Shore’s “haunted” heritage
Where is each Ghost Tour Located (map) Other Products and Services
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Where are Our Ghost Tours?
