Bucktown and East New Market to Goldsboro
51.7 miles via MD 16, MD 14, MD 331, MD 313 and MD 287 | Directions
With the southern portion of your trip completed, head north to the East New Market National Historic District, stopping for antiques shopping along the way and then taking a self-guided walking tour amid fine examples of 18th-, 19th- and 20th-century architecture. Look for Faith Community United Methodist Church located near an old train station. Faith Community was built in 1880 on land deeded four decades earlier to a group of African-American trustees, including the Rev. Samuel Green, a free black farmer and Underground Railroad agent.
Continue to Linchester, the home of a historic grist mill that employed both free and enslaved African Americans. A strong Quaker settlement in this area is revealed through the home of Jacob and Hannah Leverton, Quaker abolitionists, and at the site of a former Quaker meeting house at Mt. Pleasant Cemetery, likely a hiding place along the Underground Railroad.
Near the town of Preston, the 1852 James Webb Cabin is the only surviving pre-Civil War log dwelling on the Eastern Shore known to be constructed by and for an African American. Built on ballast stones from ships, the cabin stands along what may have been an Underground Railroad route used by Harriet Tubman and her parents.
The next stop is Denton, which holds many ties to the Underground Railroad. Courthouse Square was the site of a slave market and a jail that held Underground Railroad conductors. The nearby Tuckahoe Neck Meeting House was built in 1803 and featured prominent Quaker women speakers who knew Tubman. The Museum of Rural Life includes exhibits about the Underground Railroad and local African Americans.
From here, continue north through the historic towns of Greensboro and Goldsboro before reaching the Mason and Dixon line along the Delaware border, or take the side track to Wye Mills from Denton.
Side Track to Hillsboro from Denton
8.3 miles one way via MD 404 | Directions
If you choose to take the side track, head west on MD 404 at Denton to learn about Frederick Douglass, the famous 19th-century orator and statesman who began his autobiography, “I was born in Tuckahoe, near Hillsborough, and about 12 miles from Easton.” See where Douglass began his journey through St. Michaels, Annapolis, Baltimore, and other points along the Chesapeake Bay, to finally escape his enslavement to become an abolitionist leader.
Harriet Tubman Underground Railroad Visitor Center
On March 11, 2017, the Harriet Tubman Underground Railroad Visitor Center opened to the public to immerse visitors in Tubman’s world through informative, evocative and emotive exhibits.
Harriet Tubman Biography
Learn about the life and legacy of of Harriet Tubman – freedom seeker, Underground Railroad conductor, abolitionist, suffragist, human rights activist,
Harriet Tubman Biography
Myths & Facts
Kate Clifford Larson, author of Bound for the Promised Land: Harriet Tubman: Portrait of an American Hero, points out myths and facts about Harriet Tubman’s life.
Harriet Tubman : Myths & Facts
The audio guide brings to life stories of slavery and escape, cruelty and compassion. Soundtracks include dramatizations and commentary by experts, historians, and local community members.
Harriet Tubman Underground Railroad Scenic Byway Audio Guide Options
Harriet Tubman Underground Railroad/African-American Heritage Travel Itinerary
Explore the rich history and contributions of Maryland’s African Americans on this road trip from the Smithsonian National Museum of African-American History and Culture in Washington D.C. through Maryland's Eastern Shore.