Road Trip from Arnold, Maryland to Dover, Delaware: Top Places to See

Are you planning a scenic drive from Arnold, Maryland to Dover, Delaware? This 100-mile road trip can be an enjoyable experience for everyone with its beautiful landscape, waterways, and historic landmarks. While driving on the eastern shore, you'll have numerous opportunities to explore, discover, and connect with the local communities.

To make your journey even more delightful, we've put together a list of the top places to stop and see between Arnold, Maryland to Dover, Delaware. Use this guide to create your itinerary and explore what the eastern shore has to offer.

Historic Annapolis in Maryland

Start your road trip from Arnold, Maryland, by visiting the historic town of Annapolis. Just 7 miles from Arnold, Annapolis is the capital of Maryland and has one of the most magnificent bays in America. It is home to the US Naval Academy, St. John's College, and Maryland State House, all of which provide rich educational and historical experiences.

While visiting Annapolis, wander around the charming colonial streets, drink in the sweeping views, and enjoy a scenic sail or boat ride along the Chesapeake Bay. Take a tour of the Maryland State House to learn about its rich history. The state house is the oldest one still in legislative use.

The Eastern Neck Wildlife Refuge in Rock Hall, Maryland

As you make your way across Maryland’s eastern shore, stop at Eastern Neck Wildlife Refuge in Rock Hall. It's one of the stunning protected areas in the Chesapeake Bay region. Home to a wide variety of migratory birds, this wildlife refuge boasts a mix of freshwater and saltwater marshlands, forests, wetlands, and ponds.

Take your binoculars along and go for a brisk walk along the trails, and catch a glimpse of bald eagles, ospreys, migratory birds, and other wildlife. Pack a picnic lunch and sit by the water's edge where you can enjoy the tranquility of nature and appreciate the ecological diversity of the region.

Chestertown, Maryland

Chestertown is an enchanting riverfront town on Maryland's Eastern Shore – an ideal destination for history and culture enthusiasts. Here you can explore the cobblestone streets of the historic district and take a leisurely walk along the Chester River.

The town has been continuously inhabited since it was settled in 1706, and it is known for its glorious architecture, vibrant arts scene, and historical landmarks. Visit the Garfield Center for the Arts or the Sumner Hall cultural center to get a dose of Chestertown's cultural history. Take up a historical walking tour to discover hidden gems in the town, or spend a couple of hours browsing local art galleries before stopping for lunch in one of the restaurants.

Cape Henlopen State Park in Lewes, Delaware

For an immersive outdoor experience in Delaware, make a stop at the Cape Henlopen State Park in Lewes. The park spans over 5,200 acres and features a variety of ecosystems, including dune fields, wetlands, and coastal forests, making it an excellent destination for hikers, nature enthusiasts, and beach lovers.

Take a hike along the trials and observe the dune flora and unique plant life that are adapted to the changing landscape of the dunes. Climb up to the observation tower to enjoy the magnificent view of the open sea, and head to Fishing Pier if you want to cast a line. Delaware's only ocean beach where lifeguards are stationed is at Cape Henlopen State Park. Relax and take a refreshing dip in the water. The sunset views at the park are mesmerizing.

Historic Dover, Delaware

Finish your road trip by visiting historic Dover, Delaware. Dover is the capital of Delaware and is renowned for its rich history, culture, and famous landmarks. The city was founded in 1683 and played an essential role in the country's early history.

The downtown area is lined with historic landmarks such as the Delaware State Archives, Old State House, and Dover Green. Historic homes such as the John Dickinson House and Georgian-style houses of The Green showcase the city's architectural heritage. Take a walk to Dover's First State Heritage Park, a beautiful wooded property with outdoor exhibits and historic buildings, where you will learn about Delaware’s important role in American history.

Conclusion

A road trip from Arnold, Maryland, to Dover, Delaware, is equal parts scenic countryside and historic landmarks. With numerous options to explore the Eastern Shore's small towns, Wildlife refuges, and state parks, there’s something for everyone on this 100-mile journey. Make a plan, pack up your car, and jump on the road to cherish the stunning scenic beauty and to experience the region's vibrant culture and rich history.