On the morning of the 30th of March, 1662, the Ipswich jailer found that a prisoner had escaped, the first offense of this nature committed in the country. A hearing was conducted at Spark's Tavern.
The second jail in the Colony was erected in Ipswich in 1656. Sixteen British prisoners were kept hostage in the cold and cruel stone jail during the War of 1812. A large brick House of Corrections was constructed in 1828 at the site of the present Town Hall on Green Street.