Join the Princess Anne Ghost Walk for a chilling evening of haunted tales and paranormal exploration in Maryland’s historic town. Dare to explore sites like the old jail and Teackle Mansion after dark.
Join the Princess Anne Ghost Walk for a chilling evening of haunted tales and paranormal exploration in Maryland’s historic town. Dare to explore sites like the old jail and Teackle Mansion after dark.
Book with Chesapeake Ghost Walks
Verified experiences and guided adventures in the surrounding area.
Operated by Chesapeake Ghost Walks · Princess Anne, Maryland
Experience the thrills and mysteries of the Princess Anne Ghost Walk, a private nighttime adventure brought to you by Chesapeake Ghost Walks in Maryland. This spine-chilling tour explores the darkest corners of Princess Anne, a town steeped in eerie history. Walk through the old jail where restless spirits are said to linger, and visit the grand yet unsettling Teackle Mansion. Along the way, guides share hair-raising stories of murder, haunting, and local legends that have passed down through generations. Capture strange occurrences on camera, and end your journey at a mysterious graveyard, where the mystical healing tree invites touch and reflection. This ghost walk is perfect for those who crave a blend of history and suspense, offering a unique way to experience Princess Anne after dark. Whether you’re a paranormal enthusiast or simply looking for a thrilling evening, this tour promises memorable moments that may leave you questioning what you saw.
easy.
2–3 hours.
Suitable for most fitness levels; involves moderate walking on uneven pavement and grassy areas.
The tour is best suited for ages 12 and up due to the spooky content and nighttime setting.
Yes, guests are encouraged to bring cameras or smartphones to capture interesting moments.
The tour is approximately 2–3 hours with moderate walking on uneven surfaces.
Yes, tours operate year-round, but dress appropriately for seasonal weather conditions.
Yes, Chesapeake Ghost Walks offers private tours for groups on request.
Bring a flashlight, comfortable shoes, and a jacket for cooler nights.
Princess Anne was established in the late 18th century and holds deep colonial and Civil War history, making it prime ground for ghost stories.
Local preservation efforts protect historic buildings and natural sites, ensuring minimal impact from walking tours on the community and environment.
Chesapeake Ghost Walks is a Pocomoke City, Maryland–based operator offering guided ghost tours and a themed sunset cruise across the Eastern Shore. The company presents a range of experiences that explore local hauntings, maritime lore, and historic sites in Ocean City, Princess Anne, Cambridge, and Easton. Highlights include the Ghosts of the Golden Hour Sunset Cruise in Ocean City, a Coastal Bays cruise with sunset views that pairs tales of pirates and shipwrecks with evening scenery. The Princess Anne Ghost Walk leads guests through nighttime sites such as the old jail and Teackle Mansion, concluding in a graveyard with a visit to a healing tree. Cambridge Ghost Walk follows Haunted High Street with 12 stops at historic homes and eerie local sites tied to soldiers and long‑time residents. The Easton Ghost Walk is a family‑friendly haunted walking tour featuring Foxley Hall, the Avalon Theater, and the old jail. In addition, Chesapeake Ghost Walks hosts a GUIDE MEETING for tour guides and staff to connect, exchange insights, and deepen knowledge of the region’s haunting history. All offerings operate on a guided‑tour format and emphasize historical context alongside supernatural storytelling. Booking and schedule details vary by trip and location; visitors should review specific tour pages for dates, start locations, and age recommendations. Chesapeake Ghost Walks is featured on The Adventure Collective, where the itineraries and trip summaries are listed for travelers seeking haunted experiences on Maryland’s Eastern Shore. Schedules, pricing, and booking policies are available on each tour listing to help guests plan.
Book with Chesapeake Ghost Walks