Two leading figures of the abolitionist movement, John Brown and Harriet Beecher Stowe, were natives of Litchfield County. As such, they would likely have been pleased by the county’s role in the Underground Railroad.  While much of the history of this secret route by which fugitive slaves were ushered to Canada is clouded in myth and legend, there is substantial documentation for a route that passed from the coast to Waterbury, then to New Milford, Washington, Torrington, Winchester and Winsted before crossing into Massachusetts.

New Milford’s Quaker Meetinghouse, at 300 Danbury Road (Rt. 7).

Quakers took the lead in operations in New Milford, and the Old Friends’ Meetinghouse, which still stands on Route 7 south of town, was a prominent center of activity. Two Centuries of New Milford, an early 20th century history, documented the role of other locations in town in the Underground Railroad:

In the later days of slavery in the South there were several stations of the Underground      Railroad in this vicinity. Mr. Charles Sabin’s house in Lanesville was one, and the                house of Mr. Augustine Thayer on Grove Street in this village was another. Mr. Thayer      and his good wife devoted their lives to the Abolition cause. They helped many poor            slaves on their way, rising from their beds in the night to feed and minister to them, and      secreting them till they could be taken under cover of darkness to Deacon Gerardus          Roberts’ house on Second Hill, from there to Mr. Daniel Platt’s in Washington, and so        on, by short stages, all the way until the Canadian border was reached.

A second prominent stop in Washington was at the home of Frederick Gunn, who established the Gunnery School in 1849.

As fugitive slaves reached Torrington, they likely sought refuge at the home of Isaiah Tuttle and his son, Uriel, who lived in the Torringford section of town. Uriel was president of the Litchfield County and the Connecticut Anti-Slavery Societies. Of his anti-slavery activities, Deacon Thomas Miller wrote, “His efforts and undying zeal in the cause of emancipation are too well known to the public in this state to need a delineation… His house was literally a place of refuge for the panting fugitive, and his purse and team were often employed to help him forward to a place of safety.”

Isaiah Tuttle House, on Torringford Street, Torrington. Courtesy of Connecticut Freedom Trail

Other reported stops on the Underground Railroad include the home of Joshua Bird, a deacon at the Bethlehem Congregational Church who lived on the town Green. Henry Terry, grandson of the clockmaker, lived on North Street in Plymouth. An ardent abolitionist, he allegedly had tunnels running from his cellar to an outbuilding to whisk slaves to safety. The presence of tunnels like these fed Southern fears about Northern complicity in helping slaves escape, and the belief that the election of Lincoln in 1860 would lead to legalization of the Underground Railroad were major factors in the decision of southern states to secede from the Union in the winter of 1860-61. Interestingly, when the Emancipation Proclamation was issued almost two years into the war, the number of fugitive slaves making their way to the north dropped precipitously, as they only needed to reach Union lines, not Canada, to achieve freedom.

Looking to commemorate her town’s role in the Underground Railroad, New Milford resident Frances Smith conceived the idea of a monument at the head of the town green, in the shadow of the Civil War monument. Sculptor Ray Crawford provided the design, which depicts a broken chain, symbolizing the end of slavery. The monument was dedicated on November 17, 2013.