J. L. BELL is a Massachusetts writer who specializes in (among other things) the start of the American Revolution in and around Boston. He is particularly interested in the experiences of children in 1765-75. He has published scholarly papers and popular articles for both children and adults. He was consultant for an episode of History Detectives, and contributed to a display at Minute Man National Historic Park.

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Saturday, January 03, 2026

John Ensign Sent to the New-Gate Prison

On 26 Nov 1773, the Connecticut Gazette of New London reported this legal news:
NEW HAVEN, Nov. 19

A few days since, a young fellow, who says his name is John Ensign, was committed to our goal, for breaking open and robbing Mr. Thompson’s Tavern in East Haven, he being taken in the house, before he had time to get off with his booty.
Brothers named Thompson helped to found East Haven, and I haven’t been able to narrow down which of their descendants ran this particular tavern. One candidate for the scene of the crime is the Stephen Thompson House, shown above in 1939. 

On the last day of the year, the New-Hampshire Gazette ran an item presumably picked up from a Connecticut newspaper, but I haven’t found the original:
One John Ensign was convicted, at the Superior Court at New-Haven, the 9th Inst. for robbing the House of Mr. Thomson of that Place, and sentenced to TEN YEARS Imprisonment in Simsbury Mines, now called New-Gate-Prison, agreeable to a late Act of the Colony of Connecticut.
A long term of imprisonment, as opposed to corporal punishment or execution, was a novelty, warranting coverage even two colonies away.

The 7 Jan 1774 Connecticut Gazette kept up the story:
NEW HAVEN, Dec. 24

The beginning of this Week, John Ensign, was conveyed from the Prison in this Town, to Newgate Prison, in Symsbury.
John Ensign thus became the first prisoner in the colony’s new prison.

Two weeks later, the Connecticut Gazette told readers:
NEW HAVEN, Jan. 14

A few Nights since, John Ensign, made his Escape from Newgate Prison.
TOMORROW: The jailer’s tale.

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