Harriet Tubman Underground Railroad Scenic Byway

Explore the secret network of trails, waterways and safe houses used by enslaved people fleeing northward to escape slavery.
125 Miles
Drive time: 3 - 4 Hours
Best done in 2 - 3 Days
Best for: History Lovers, Nature Lovers, Romantic Getaways, Girlfriend Getaways, Families
You're Welcome to Explore
Harriet Tubman Underground Railroad Visitor Center
See the Harriet Tubman Underground Railroad Visitor Center. Immerse yourself in Tubman’s world through informative and evocative exhibits. The center is the best place to orient yourself to byway sites where Tubman’s life unfolded. The national historical park preserves landscapes where Tubman lived and carried herself and others to freedom.
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 break the bonds of slavery via flight on the Underground Railroad. The Harriet Tubman Scenic Byway follows a pathway leading northward across a landscape that has changed little in the 150 years since Tubman and others risked their lives for freedom. The route visits authentic Chesapeake sites and is part of the Great Chesapeake Bay Loop.
Below is a description of a byway journey beginning in Cambridge.
Trip Tips
Respect wildlife and keep your distance from nesting eagles in the winter and ospreys in the summer. Certain refuge areas may be closed to allow for their successful nesting seasons.
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 take 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 National Park Service 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. She became a skilled naturalist who could read the land and waterways. Drive over Joseph Stewart's Canal, hand-dug by enslaved people and used to transport timber. Next, stop and spend several hours discovering Tubman’s life and legacy at the Harriet Tubman Underground Railroad Visitor Center where you will find immersive and emotive exhibits, programs and tours. Then, 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. Guided historic and nature tours, as well as bike, canoe and kayak rentals, are also offered in Bucktown.
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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.
The village of Choptank Landing on Poplar Neck is just down the road from Linchester in Preston. Here is where Tubman led some of her most dangerous rescues from Anthony Thompson’s Plantation. She liberated herself, then returned to rescue her brothers and later her parents from this very area. Walk over the bridge at Marsh Creek and imagine Tubman escaping in the night with her charges.
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 Hillsboro and Wye Mills from Denton.
From Linchester, a quick detour takes you to Poplar Neck, where Tubman’s father worked undercover as an Underground Railroad agent. Visit a small waterfront park in the town of Choptank for a sweeping view of the Choptank River.
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.
Related information
Immerse yourself in Harriet Tubman’s world through informative, evocative and emotive exhibits.
The Harriet Tubman Underground Railroad Visitor Center is the best place to become oriented to the byway and learn about Tubman’s childhood, her work as an Underground Railroad conductor and her fight for equality as a life-long humanitarian.
More info...
Harriet Tubman Biography
Learn about the life and legacy 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
Audio Guide
The award-winning 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. The guide also includes augmented and virtual reality interactives at select byway sites.
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.
More info...
Related Links
- Harriet Tubman Underground Railroad Byway
- Harriet Tubman Underground Railroad Byway Map (pdf), Guide (pdf), Digital Guide, Mail Order
- Maryland's Underground Railroad Network to Freedom Guide (pdf)
- Explore Maryland’s Underground Railroad Network to Freedom
ENJOY EVERY SEASON
SPRING/SUMMER
SPRING/SUMMER
- Kayak or Bicycle the Blackwater National Wildlife Refuge with Blackwater Adventures
- Take a Birding and Boating the Tubman Byway tour with Delmarva Birding
- Do a guided birding walk and explore Adkins Arboretum to see plants start to bloom
- Try a new artistic skill at a Fiber Arts Center class or workshop
- Take the Pine Street Walking Tour to discover how the Civil Rights movement unfolded in Cambridge
- Sail on the Skipjack Nathan of Dorchester on the Choptank River and feel a refreshing summer breeze
- Experience the Step in the Name of Freedom Line Dance Festival on Juneteenth weekend
- Get down at the Groove City Black Heritage Festival in August
- Join a Northern Snakehead fishing tournament on the Blackwater River or take a guided fishing trip
- See a car show, dance to your favorite tunes and win a prize at the Rivah Run paddling contest during Caroline Summerfest
- Photo: Bicycling Wildlife Drive at Blackwater National Wildlife Refuge
FALL/WINTER
FALL/WINTER
- Celebrate Harriet Tubman’s Emancipation Day with events at the Harriet Tubman Underground Railroad Visitor Center
- Take the audio tour A Journey Begins: Nature’s Role in the Flight to Freedom at Adkins Arboretum
- Search the night sky on a guided tour at Blackwater National Wildlife Refuge and discover how Harriet Tubman navigated to freedom
- Meet an alpaca at the Outstanding Dreams Alpaca Farm Festival
- Greet the arriving migratory waterfowl along the Wildlife Drive at Blackwater National Wildlife Refuge
- Take part in special programming during Harriet Tubman Weekend in March near Tubman’s birthday
- Marvel at stunning ice sculptures and sample succulent seafood at the Ice & Oyster Festival
- Go on a guided tour to spot Bald Eagles during the Eagle Festival at Blackwater National Wildlife Refuge
- Warm up at an art exhibit or performance at the Dorchester Center for the Arts
- Get in the holiday spirit at the Whoville Village Holiday Park or Christmas in Ridgely celebrations
- Photo: Downtown Cambridge in December
Stay, Dine & Play Along The Byway
TOP THINGS TO DO
Maryland Scenic byways travel guide & map
Maryland Scenic byways travel guide & map
Start planning your road trip with our official guide and map.