Underground Railroad Trail Intro (28)

Let’s Take This Conversation Underground
Underground Railroad Trail
17 Towns all over Connecticut

These 28 sites, scattered all over the state, comprise an important part of the greater Freedom Trail. This trail (along with the Amistad and Freedom Trails) were updated and expanded in early 2011. So at one point I was “finished” with the URR Trail, but now suddenly I’m not! Such is my life. Here’s the official list of URR sites..

ur.jpgSlavery existed in America from the earliest period of colonial settlement at the beginning of the seventeenth century until it was abolished in 1865 by passage of the Thirteenth Amendment. While some slaves became free through legal means, many who wanted freedom chose to escape from their owners and find a safe location. This system began during America’s colonial period and led to laws that penalized persons who assisted runaway slaves. In 1793 the United States government passed its Fugitive Slave Act that allowed for the capture and return to slavery of any runaway slave living in a free state. As it developed over the years, the Underground Railroad, which was neither under the ground nor a railroad, provided a series of safe havens, or stations, for fugitive slaves who were making their way to the Northern states, Canada, or other locations.

The North Star was a guide for runaway slaves leaving the South, but once in the Underground Railroad system the participants were conducted by foot, wagon, horse, or boat to a private house, barn, or church where they would be hidden until it was possible to send them to the next northward-bound location. This operation required the cooperation of free African Americans, ro.jpgNative Americans, and whites. It also required secrecy since free participants could be charged with breaking the law in helping slaves escape their owners. This secrecy has made it difficult to document fully what buildings in Connecticut were used in the Underground Railroad, and often this information has survived only in oral tradition.

Fugitive slaves entered Connecticut at a number of points. Some passed through the state by way of Stamford, New Haven, or Old Lyme, often traveling on to Farmington, the “Grand Central Station” in Connecticut. From there they headed north to Westfield or Springfield, Massachusetts. Some traveled to Springfield by way of Middletown, Hartford, and other communities along the Connecticut River. Those who passed through the state by way of New London or Westerly, Rhode Island, went north to Norwich and Putnam, and then to Worcester, Massachusetts. A western Connecticut route included Waterbury, New Milford, Washington, Torrington, Winchester, and Winsted.

Some of the buildings listed below cannot be documented with precision. However, their inclusion on the Freedom Trail is based on written histories, studies, and traditions.

Most of the buildings listed here for the Underground Railroad are privately owned and are not open to the public – making my goal to photograph each a little more exciting. I will present them as I “visit” them, more or less.

Connecticut Underground Railroad Trail:


Bloomfield (1)
Brooklyn (4)
Deep River (1)
Enfield (1)
Farmington (3)
Glastonbury (1)
Guilford (1)
Hampton (1)
Hartford (1)
Manchester (1)
Middletown (2)
Mystic (1)
New London (1)
North Stonington (1)
Norwich (1)
Old Lyme (1)
Oxford (1)
Stratford (1)
Torrington (3)
Wilton (1)

Isiah Tuttle’s House in Torrington


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  1. debbie (guidone) stein says

    I am interested in learning more about a home my grandparents, Thomas and Winifred Guidone, owned in East Haven (125 Southend Road). As children we knew this house was built in the 1850’s and had hidden passges behind the closet doors. One such passage way was rumored to be located behind the fire place off the kitchen and lead to the basement and perhaps to the beach.It was a three story home. Unfortunately it has since burned to the ground some years after my grandparents passing. My grandfather was a well known muralist and many of his religious murals can be seen today (St. Bernadettes). If you could help get some information or pictures of this home I would appreciate it. I am 4th grade teacher and would like to share this informatio with my students.

  2. Barat says

    This is wonderful information. I am a teacher and am looking for information about underground railroad sites in western Ct specifically Washington and New Preston. Do you have any information on these towns? I appreciate any and all help you can give. Thanks.

  3. says

    any information about underground railroad houses in Windsor, CT. I grew up in a house built in 1757 by a Capt. Benjamin Allen on Deerfield Rd (it’s been torn down). It was near the railroad tracks and the CT River. And had a dirt cellar floor (and no furnace). We never went down there and I’ve often wondered whether there might have been some tunnel there…or whether it could have harbored runaway slaves.

  4. rita summers-page says

    I need a guest speaker for a program my church is having Sunday February 26 3:00p.m. can you please get in touch with me THIS IS GREAT STUFF!!!! OMG it woukd be sooo awesome if you could make it th etopic is the CT Undergroung railroad. in the event you can’t make it any assistance you can offer in leading me to a speaker would be great Thank you have a great day I truly enjoyed this thanks very informative

  5. says


    I have nothing to do with the trail and sites themselves. I just drive by them and try to write something mildly interesting about them. There are people you can contact through the link in the first paragraph.

  6. DEC says

    I’ve herd from people I work with that there’s a house In Plainfield ct. On route 12 near the shell station that was part of the underground rail road .from what thay say,there’s tunnels and passages under the house

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