The Old Jail Museum

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(5)

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41625 Courthouse Dr
Leonardtown, MD 20650
Built in 1876 and in use until 1945 by the oldest sheriff’s office in the nation, this granite block and brick structure retains its original upstairs cells where prisoners were once segregated by gender and race. Site on the Underground Railroad Network to Freedom.

Reviews

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4.05 reviews
Photo of Zach S.
Zach S.
5/23/2025

Staff is extremely informed on both the material in the museum itself, and the local surrounding area. Easy museum, probably see everything in 15-20 minutes, but provides great information on the...

Photo of John B.
John B.
7/5/2025

This museum is quite small, having only a couple of rooms. Many of the exhibits were being renovated when I stopped in. Had I driven here for the museum, I would have been quite...

Photo of Susan S.
Susan S.
10/13/2023

Very informative and interesting historical Old Jail Museum. Free admission to this tiny block building. Plenty of informative packets. Nice gift shop with "relevant " mementos. Situated in an...

Photo of Michael G.
Michael G.
4/2/2019

I visited the Old Jail mainly for one reason and that was to see the Moll Dyer rock. The rock is a part of local folklore that I learned about on a episode I seen on The Weather Channel. The rock...

Photo of James M.
James M.
4/4/2019

A small yet interesting part of our history in downtown Leonardtown, Md. Was closed when we visited but you can still stroll the grounds and read the exterior signage to learn a few facts about...

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