Cycling through history: exploring colonial cities on bike in the northeastern United States.
There’s no better way to experience the rich colonial history of the Northeastern United States than from the seat of a bike. Pedaling through these historic cities allows you to connect with the past while enjoying the fresh air and the freedom to explore at your own pace.
From the cobblestone streets of Massachusetts to the charming trails of upstate New York, each destination offers unique insights into America’s early days.
With every turn, you’ll discover Revolutionary War landmarks, preserved colonial buildings, and scenic routes that bring history to life. Let’s explore some of the most iconic colonial cities for cycling adventures, each offering its own captivating blend of heritage and natural beauty.
Plymouth offers a coastal ride through the Pilgrims’ story.
Plymouth, Massachusetts, the site of the Pilgrims’ first settlement in 1620, is a must-visit for history enthusiasts. Start your journey at the historic Plymouth Rock, where the Pilgrims are said to have landed. Just a short ride away is the Plimoth Patuxet Museums, an immersive experience that brings the early 17th century to life. On two wheels, you can effortlessly navigate between these iconic sites while taking in the serene views of Plymouth Harbor.
For those looking to explore more, the Cape Cod Canal Bikeway offers a scenic ride just a short drive from Plymouth. This flat, paved trail provides stunning views of the canal and is perfect for cyclists of all skill levels. Along the way, you’ll find opportunities to stop at local seafood shacks or enjoy a peaceful picnic by the water. Plymouth’s mix of historical landmarks and coastal charm makes it an unforgettable cycling destination.
Concord immerses you in Revolutionary War history.
Few places capture the spirit of the American Revolution like Concord, Massachusetts. Begin your ride at the Minute Man National Historical Park, where the first battle of the Revolution took place in 1775. The park’s Battle Road Trail, a 5-mile path, winds through preserved farmland, historic homes, and key battle sites. Cycling here offers an intimate look at the events that sparked the fight for independence.
Beyond the battlefield, Concord is also known for its literary history. Pedal to the Sleepy Hollow Cemetery to visit the graves of authors like Ralph Waldo Emerson and Henry David Thoreau. For a longer ride, explore Walden Pond, where Thoreau wrote his famous work on simple living. Concord’s blend of Revolutionary War history and literary significance provides a multifaceted cycling experience that’s as thought-provoking as it is scenic.
Albany offers a ride through New York’s colonial roots.
Albany, New York’s capital, has a fascinating colonial history that predates the Revolutionary War. Begin your cycling adventure at the Albany Heritage Area Visitors Center, where you can learn about the city’s Dutch origins. From there, ride to the Schuyler Mansion, the historic home of Revolutionary War general Philip Schuyler. The mansion offers a glimpse into the lives of Albany’s colonial elite and their role in shaping early America.
The Mohawk-Hudson Bike-Hike Trail is a must for cyclists exploring Albany. This 35-mile path follows the route of the historic Erie Canal, offering stunning views of the Hudson River and access to charming towns along the way. As you ride, you’ll encounter interpretive signs that provide insights into the area’s transportation and trade history. Albany’s combination of urban and scenic routes makes it a versatile destination for history-loving cyclists.
Boston blends historic charm with bike-friendly routes.
Boston, Massachusetts, is a cornerstone of American history and a cyclist’s dream destination. Begin your ride on the Freedom Trail, a 2.5-mile path that connects 16 significant sites, including the Old State House, Paul Revere’s House, and the Boston Tea Party Ships and Museum. With a bike, you can explore beyond the trail, venturing into neighborhoods like Beacon Hill and Charlestown for a deeper look at the city’s colonial past.
For a more scenic ride, head to the Charles River Esplanade, where you’ll enjoy stunning views of the Boston skyline and peaceful waterfront paths. Stop at the Boston Common, America’s oldest public park, for a moment of reflection before continuing your journey. Boston’s seamless blend of history, culture, and bike-friendly infrastructure makes it a standout destination for exploring colonial America on two wheels.
Philadelphia offers a cycling gateway to America’s founding.
Known as the birthplace of the United States, Philadelphia is a haven for history buffs and cycling enthusiasts alike. The city boasts an extensive network of bike lanes, making it easy to explore its historic core. Begin your journey at Independence Hall, where the Declaration of Independence and the U.S. Constitution were debated and signed. Just a short ride away is the Liberty Bell, an enduring symbol of freedom and equality. Cycling allows you to experience these landmarks at your own pace, free from the constraints of guided tours.
Beyond the famous attractions, Philadelphia’s historic neighborhoods like Society Hill and Old City offer cobblestone streets and 18th-century row houses that transport you back in time. The Schuylkill River Trail provides a scenic escape from the urban landscape, offering miles of uninterrupted biking alongside picturesque views of the city skyline. For an immersive historical experience, don’t miss Elfreth’s Alley, America’s oldest continuously inhabited residential street. In Philadelphia, each pedal stroke takes you deeper into the heart of the nation’s colonial past.
Williamsburg brings colonial America to life on two wheels.
Cycling through Williamsburg, Virginia, is like stepping into a living history book. This meticulously restored colonial town offers a unique opportunity to experience 18th-century America from the seat of your bike. Begin your journey at the Colonial Williamsburg Historic Area, where costumed interpreters and period-specific architecture create an immersive experience of life during the Revolutionary era. On two wheels, you can explore this expansive site with ease, stopping at historic landmarks like the Governor’s Palace and Bruton Parish Church.
For those looking to venture beyond the historic district, the Colonial Parkway provides a scenic 23-mile route connecting Williamsburg with Jamestown and Yorktown, two other significant colonial sites. This trail is car-free and ideal for cyclists, offering breathtaking views of the James River and lush woodlands. Riding through Williamsburg not only transports you back in time but also highlights the importance of preservation and education in keeping America’s history alive.
Newport offers coastal charm with a colonial twist.
Newport, Rhode Island, combines stunning coastal scenery with a rich colonial history, making it a dream destination for cyclists. Begin your ride at Washington Square, the heart of colonial Newport, where you’ll find landmarks like the Colony House and the Newport Historical Society. From there, venture onto the famous Cliff Walk, a 3.5-mile trail that offers breathtaking ocean views alongside the Gilded Age mansions that define Newport’s more recent history.
Newport’s bike-friendly streets and scenic loops make it easy to explore hidden gems like the Redwood Library, America’s oldest lending library, or Touro Synagogue, the oldest synagogue in the country. For a longer ride, consider the Ocean Drive loop, a 10-mile route that showcases Newport’s maritime heritage and natural beauty. Cycling through Newport is a sensory delight, blending salty ocean air, colonial landmarks, and a laid-back coastal vibe.
Salem combines colonial intrigue with a ride through maritime history.
Salem, Massachusetts, may be best known for its infamous witch trials, but it also boasts a rich colonial and maritime history. Start your ride at the Salem Maritime National Historic Site, where you can explore historic wharves and 18th-century buildings. From there, pedal through the city’s charming streets to sites like the Witch House, the only remaining structure directly tied to the witch trials of 1692.
For a scenic escape, head to the Salem-Beverly Canal Path, a peaceful trail that connects Salem with neighboring Beverly. This route offers a mix of coastal views and wooded stretches, perfect for cyclists seeking a relaxing ride. Don’t forget to visit the House of the Seven Gables, a colonial mansion that inspired Nathaniel Hawthorne’s famous novel. Salem’s unique blend of history, intrigue, and natural beauty makes it an unforgettable stop on any cycling tour.