New Milford in Western Region, Connecticut — The American Northeast (New England)
"A Rough Road to Freedom"
Underground Railroad in New Milford
Installed 2012
| | New Milford Historical Society & Museum | |
It was a harrowing undertaking, requiring courage and determination, on the part of those who followed the Underground Railroad north to freedom in Antebellum America for both the escaping slaves and those who offered sanctuary. New Milford played an integral role in the Underground Railroad of the 18th and 19th century that allowed run-away slaves to find freedom in the northern states and Canada. In 2003, Deborah Calhoun, through The Afrikan-American Cultural Awareness Association, researched and organize a successful walking tour through the places in town that served as stops on the Underground Railroad.
Local historian and author, Fran Smith, envisioned the idea of commemorating the town's role in helping escaped slaves achieve their freedom in 2007. Through her efforts, the New Milford Historical Society presented a program to commemorate both the 150th anniversary of Abraham Lincoln's Gettysburg Address, and the unveiling of a sculpture and plaque designed and donated by local artist and veteran, Ray Crawford in 2012. Mr. Crawford's granite marker, topped by a broken chain, symbolizes the end of slavery in the United States because the two pieces can never come together again. He carefully placed his work in front of the Lincoln monument so that when one finishes reading his plaque, you look straight up at Lincoln's eyes.
During the Civil War, both slaves and free black men fought in the Union Army. The 29th Connecticut Colored Infantry Regiment included fourteen such men from the town of New Milford. Abraham Lincoln delivered his Gettysburg Address, and signed the Emancipation Proclamation in 1863. Slavery was abolished in December 1865 with the ratification of the Thirteenth Constitutional Amendment.
These monuments are a testament to the courage and determination of many people who were willing to take that "Rough Road to Freedom."
[Captions:]
Colonel Elisha Bostwick House, Lithograph by Edith Newton, Collection of the New Milford Historical Society & Museum. This home located in New Milford, built in 1782, has by tradition been named a "station" on the Underground Railroad. In the attic floor is a hiding place, large enough for two people to be hidden until they could be transported to the next "station" on the "railroad". This hiding place must have been constructed between 1845 and 1861, most likely by Jared Bostwick, Elisha's son.
Abraham Lincoln's impersonator Howard Wright recites the Gettysburg Address with the 29th Regiment soldier Ray Dunbar Smith at attention during the dedication of the Underground Railroad Monument.
Underground Railroad Routes in Connecticut. Although much of the history of the secret
Erected by New Milford Historical Society & Museum.
Topics. This historical marker is listed in these topic lists: Abolition & Underground RR • African Americans • War, US Civil. A significant historical month for this entry is December 1865.
Location. 41° 34.835′ N, 73° 24.731′ W. Marker is in New Milford in Western Region, Connecticut. It is at the intersection of Main Street and Main Street, on the right when traveling west on Main Street. Touch for map. Marker is at or near this postal address: 46 Main St, New Milford CT 06776, United States of America. Touch for directions.
Regionally, this marker is in the American Northeast and in New England. Globally, it is in the North Atlantic Region, North America, the Western Hemisphere, the Western World, and the Anglosphere. Historically, it finds itself in what was once one of the original Thirteen Colonies.
Other nearby markers. At least 8 other markers are within walking distance of this marker: History of the Underground Railroad (here, next to this marker); Lincoln Herm (here, next to this marker); Abraham Lincoln Memorial Monument (a few steps from this marker); New Milford (within shouting distance of this marker); Knapp House (within shouting distance of this marker); Pvt. Albert J. Boucher Memorial (within shouting distance of this marker); Main Gallery (within shouting distance of this marker); M. Joseph Lillis, Jr. (within shouting distance of this marker). Touch for a list and map of all markers in New Milford.
Also see . . . The Part of History You've Always Skipped | Neoslavery. This video from Knowing Better is well-sourced and describes how debt slavery survived into the twentieth century. (Submitted on August 8, 2023, by Devry Becker Jones of Washington, District of Columbia.)
Additional commentary.
1. Inaccuracy in the marker
While the 13th amendment is generally considered the end of legal chattel slavery in the United States, the system of legal debt slavery existed in the American South until the Franklin D. Roosevelt administration.
— Submitted August 8, 2023, by Devry Becker Jones of Washington, District of Columbia.
Credits. This page was last revised on May 19, 2026. It was originally submitted on August 8, 2023, by Devry Becker Jones of Washington, District of Columbia. This page has been viewed 416 times since then and 24 times this year. Photos: 1, 2. submitted on August 8, 2023, by Devry Becker Jones of Washington, District of Columbia.

