Harriet Tubman Underground Railroad

Explore the secret network of trails, waterways and safe houses used by enslaved people fleeing north to escape slavery.

Watch the Video

Blackwater National Widlife Refuge's wilderness provided protection to freedom seekers during Harriet Tubman's time. Today the natural landscape is largely unchanged and provides sanctuary to birds, wildlife and plants.

Eastern Shore
125 miles from Cambridge to Goldsboro on country roads through hip towns off state highways

Places along the way

Hailed as the “Moses of Her People,” Harriet Tubman was a heroic leader in the fight against slavery. Her selfless efforts helped more than 70 enslaved people make their way north by way of the Underground Railroad. This Eastern Shore byway traverses a region abundant with African-American heritage, following a mostly northern path across a landscape that has changed little in the 150 years since Tubman and others risked their lives for freedom.

Cambridge to Bucktown

46.1 miles via MD 341, MD 16 and MD 335 | Directions

Your journey begins inside the Cambridge-based Visitor Center at Sailwinds Park East, where staff members offer insight into the historic landmarks you encounter along the way. What lies outside, beyond the Choptank River Bridge, are museums, home sites, meeting houses and other landscapes that takes travelers back to the 1850s.

Visit the Dorchester County Courthouse, which was once the site of slave auctions and trials. Just a short walk away is the Harriet Tubman Museum and Educational Center, dedicated to preserving Tubman’s legacy as a “conductor” on the Underground Railroad. After the museum, enjoy pleasant dining, galleries and shopping.

Cambridge is also in the Heart of Chesapeake Country Heritage Area and part of the Chesapeake Bay Gateways Network, providing convenient entry points to recreational opportunities on the water.

Follow the byway westward, and visit Stanley Institute, a one-room African-American school established by the newly freed black community, just after the Civil War.

In Madison, Tubman learned navigation and survival skills while working beside her father, Ben Ross. Drive over Joseph Stewart's Canal, hand-dug by enslaved people and used to transport timber. Next, explore the water trails of the Blackwater National Wildlife Refuge before observing nature along Wildlife Drive.

In Bucktown, there’s a village store where, as a teenager, Tubman in her first act of defiance, was nearly killed when she tried to help an enslaved man avoid capture. Meanwhile, guided historic and nature tours, as well as bike, canoe and kayak rentals, are also offered in Bucktown.

(continued below)

Blackwater Refuge offers land trails, paddling trails, exceptional bird and wildlife viewing, as well as hunting, fishing and crabbing opportunities in season. Several local outfitters offer canoe, kayak or bicycle rentals.

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 Wye Mills from Denton

14.7 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.

The Choptank River Lighthouse at Long Wharf Park, Cambridge, is a replica of a historic six-sided screwpile lighthouse that guided mariners along the Choptank River for generations. It houses a small museum.

Photo By: Flickr user m01229

Maryland Lore

Harriet Tubman died on March 10, 1913, at the New York rest home that she founded to assist indigent and aged African Americans. A celebrated suffragist in later years, Tubman was believed to be 91 years old at the time of her death.

Though women were not allowed to join the Army, Tubman served as a spy and a scout during the Civil War. 

Byways in this Region

Cape to Cape
Lower Susquehanna

Byways Guide & Map

Learn more with our FREE Maryland Scenic Byways Travel Guide & Map Start planning your road trip with our official guide and map.