The Haunted Hollow Tours Return
Woodbury: September 15, 2026 – Thanks to a sponsorship from Newtown Savings Bank, the Glebe House Museum announces The Haunted Hollow Tours – Saturday, October 24 (Rain Date: October 25).
This reimagining of our classic cemetery tour combines the history of Woodbury’s Hollow with its beautiful architecture and fascinating residents. Participants will travel to another time as they walk Hollow Road, Doolittle Hill, and Main Street, meeting the ghosts of past residents and entering the Old South Cemetery to greet the spirits at rest there. You will be captivated by the architecture and history of the Hollow and Cemetery during our six daylight tours. Whereas six evening tours feature spirits lurking in the shadows, guaranteed to give nightmares even to the bravest souls. Each tour is unique, as one never knows where an earth-bound spirit might appear in the ancient burial ground, listed as one of Connecticut’s most haunted sites.
Attendees will explore Woodbury’s “Hollow” and the old cemetery with their spirit guide, visiting the homes and final resting places of some of Woodbury’s most notable and notorious residents. Walk among the dead in burial grounds over 350 years old and hear stories of those who lie beneath your feet as their spirits rise for the occasion, eager to share their true and often dark stories. On the Glebe House Grounds, meet the Leatherman, who roamed much of western Connecticut in the late 1800s and made numerous stops in Woodbury, and Doctor Samuel Orton, who practiced medicine over 250 years ago and would be happy to diagnose your condition and apply some leeches.
Weather-appropriate clothing and comfortable shoes are recommended so you don’t become dead on your feet during the 45-minute walking portion of your evening’s experience. Participants are encouraged to bring a flashlight. The tour includes walking on sidewalks, on uneven ground, and up/down hills.
Tours depart from the Museum grounds every fifteen minutes, beginning at 4:00 PM. Daylight Tours begin at 4:00 pm and run through 5:45 pm. Evening tours begin at 6:00 pm and run through 7:15 pm. Evening tour tickets are only available for those 13+. Evening tours are not recommended for children 12 and under. Space is limited – Advance ticket purchase is recommended.
Tarot Readings by Ana M in the Glebe House Museum: Ask Ana M. a question and support the Glebe House Museum. With over 40 years of experience, Ana will perform readings in the Glebe House Cottage for tips, with 50% donated back to the Museum. (Readings are a $30 value) Cash preferred. Advance sign-up is recommended. Ticket holders will receive a link to reserve a session. Contact the Museum Office by email or phone for more information.
The Haunted Hollow Tours 2026 are sponsored by Newtown Savings Bank
The ticket links:
Get your tickets early, as last year’s event sold out!
Tickets are $15 for Adults (13+), $10 for Children (6-12), and Free for Children 5 and under.
Check the website at http://www.glebehousemuseum.org for more information, or contact the office at 203-263-2855 or by email at office@glebehousemuseum.org.
Volunteers Are Needed:
Adults & Teens are encouraged to volunteer and join the fun.
Young people who need community service hours for school
are encouraged to contact the Museum Director at 203-263-2855.
