The Denton Jail in Caroline County, MD is one of the five most haunted sites on the Eastern Shore – in my opinion. I gauge this by considering the number of haunted stories from unrelated sources spread over many years, and that the site is still active today.
The jail was built in 1906 . The old part of the building looks a little like a house with a front door and porch. It was a house of sorts because the Sheriff lived there with his family when the jail was built. They lived on the first floor and inmates were housed in other parts of the building. The Sheriff’s wife attended to the inmates’ needs for food, laundry, etc. The jail is an active county correctional facility and has gone major renovations in the last 109 years. It’s gone from one Sheriff with no deputies and a handful of inmates to a correctional facility with room for 150 inmates.