The wooden planks creak beneath my feet as the Oxford-Bellevue Ferry glides across the glassy waters of the Tred Avon River. Morning sunlight dances across the surface, revealing a waterfront view that hasn’t changed much since 1683. I’m crossing on America’s oldest privately operated ferry – a continuous service that’s been running for 336 years, connecting Oxford’s colonial shores with neighboring Bellevue. Just 90 minutes from Washington D.C., this Maryland town of 594 residents preserves an authentic slice of maritime America that larger destinations have long surrendered to commercial tourism.
“You can’t understand American history without understanding our waterways,” the captain tells me, his weathered hands steady on the wheel. The short crossing feels like time travel, revealing Oxford’s pristine colonial waterfront, where Revolutionary War financiers once plotted America’s freedom.
Where America’s Oldest 336-Year-Old Ferry Still Crosses Daily Waters
The Oxford-Bellevue Ferry began operations in 1683, the same year Oxford was officially founded as a British colonial port. Today, the 20-minute crossing costs just $15 per car ($5 for pedestrians) and operates 9am-sunset through October.
What makes this service remarkable isn’t just its age. It’s that while most historic transportation routes were replaced by highways and bridges, Oxford’s ferry remains essential infrastructure for locals and visitors alike.
As I disembark into Oxford proper, the town’s 0.56 square miles of land area unfolds like a living museum. White picket fences line streets where Robert Morris Jr., financier of the American Revolution, once walked. The town’s compact size means you can explore centuries of history on foot in a single afternoon.
Explore more of Maryland’s hidden coastal treasures and you’ll find Oxford stands apart for its remarkably intact colonial character.
A Colonial Time Capsule Less Crowded Than St. Michaels
While nearby St. Michaels attracts thousands of weekend visitors, Oxford remains delightfully uncrowded. The town’s historic district contains homes dating to the early 1700s, with the Robert Morris Inn (est. 1710) standing as America’s oldest full-service inn.
Walking Oxford’s streets feels like stepping into a time when this was the second-largest port in Maryland, bustling with international trade. Unlike Annapolis, where colonial buildings often house gift shops, Oxford’s structures remain primarily residential, preserving an authentic atmosphere.
“After twenty years visiting Eastern Shore towns, I still choose Oxford. Here I can sit on a dock watching ospreys while eating local ice cream, no crowds jostling for the perfect Instagram spot. Just real Maryland without the performance.”
This authenticity resonates with travelers seeking deeper connections to America’s past. Discover another small-town American gem in Andover, New Jersey with similar historical depth but a different cultural landscape.
Revolution Financiers and Colonial Trade: The Port That Built America
Oxford’s historical significance extends beyond its buildings. This port helped finance the American Revolution through Robert Morris Jr., who later became known as the “Financier of the Revolution.” The town also welcomed Tench Tilghman, George Washington’s aide-de-camp, who carried news of Cornwallis’ surrender through Oxford.
The Water’s Edge Museum offers free admission and focuses uniquely on Black American founding families, telling stories often omitted from colonial narratives. Meanwhile, Oxford’s replica Custom House commemorates when this was a major British trading port.
Local lore includes tales of colonial smuggling and nearby shipwrecks, adding layers to Oxford’s maritime legacy. Explore another historic waterfront destination in Praslin, Seychelles for a fascinating contrast in how island communities preserve their heritage.
Summer 2025: The Perfect Season for Maritime Heritage
June marks the beginning of Oxford’s prime season. The annual Oxford Regatta celebrates the town’s maritime heritage with sailboat races and community festivities. Temperatures hovering around 75-85°F create ideal conditions for exploring by water or land.
What sets Oxford apart from other waterfront destinations is how services adapt to visitors. Local outfitters will deliver kayaks and paddleboards directly to your launch point, while Zodiac boat rentals can arrive at your waterfront rental’s private dock. Contrast with Sausalito’s modern floating home community for a completely different take on American maritime living.
Don’t miss the Scottish Highland Creamery for handmade ice cream with unique flavors that reflect the season’s bounty. As the day ends, waterfront restaurants like Doc’s Sunset Grille offer fresh seafood with views that haven’t changed in centuries.
As my ferry returns me to the mainland, Oxford’s church spires recede like gentle guardians of American heritage. In our rush to discover what’s new, we sometimes miss these quiet corners where our history breathes freely. Whether you cross by America’s oldest ferry or arrive by land, Oxford offers something increasingly rare: a genuine connection to our maritime past, unhurried and authentic, waiting just beyond the crowded tourist routes that most travelers never think to leave behind.