Maryland seamlessly blends a rich historical legacy with modern living. Pack your bags and head to the Mason-Dixon Line to enjoy everything Maryland.

1. Brunswick

Starting Point

Start your adventure in west Maryland to fish, canoe and kayak on the Potomac River. While you’re here, make sure you check out the C&O Canal and towpath, which is perfect for hiking and biking. Venture into Harpers Ferry National Historic Park, just six miles south and overlapping into West Virginia and Virginia. Here, in 1859, abolitionist John Brown and a band of raiders invaded the property, heightening tensions that led to the Civil War.

2. Woodbine

Drive 36 miles • 38 minutes

Just west of Baltimore, Woodbine bursts with farm-fresh produce. Many of the area farms offer “pick-your-own” produce throughout the growing season. The season normally ends just before Halloween, when you can wander through the pumpkin patch and choose your very own jack-o-lantern. Imagine those crisp cool autumn afternoons, picking apples right off the tree.

Recommended Stopovers
Ramblin’ Pines Family Campground & RV Park • Woodbine, MD – (410)795-5161

3. College Park

Drive 42 miles • 49 minutes

College Park is just a shuttle stop away from Washington, D.C., and is home to the University of Maryland. Here, you’ll find 5-star restaurants, quaint coffee shops and lots of unique retail stores welcoming customers. Some other attractions you won’t want to miss are the NASA Goddard Visitor Center, the College Park Aviation Center and Dinosaur Park, where kids can dig up actual fossils.

4. Fort McHenry National Monument

Drive 32 miles • 41 minutes

On a September evening in 1814, an American lawyer named Francis Scott Key watched helplessly from a British prison ship as a Baltimore fortress was shelled by English forces. As bombs burst in the air, Key noticed that the American Flag remained flying over the fort, inspiring him to pen the words to the Star “Spangled Banner.” Today, you can visit Fort McHenry on the shores of the Chesapeake and learn about Key and the War of 1812. As you leave, take a drive across the Francis Scott Key Bridge and see the red, white and blue buoy marking the spot where Key wrote the song.

5. Annapolis

Drive 31 miles • 36 minutes

Annapolis is the capital of Maryland and home to the United States Naval Academy. This amazing bay town is filled with rich history and nautical fun. Annapolis sits on the banks of the Chesapeake Bay and the Severn River and is the last stop before crossing the Chesapeake Bay Bridge onto the Eastern Shore. Take a guided tour of the Naval Academy, stop by the Annapolis Maritime Museum or visit the Banneker-Douglas Museum. No visit to Annapolis would be complete without eating some world-famous Maryland Crab Cakes.

6. Greensboro

Drive 45 miles • 54 minutes

Greensboro is a charming town at the headwaters of the Choptank River and is the perfect home base for exploring the Eastern Shore of Chesapeake Bay. Greensboro is also the perfect place to drop a line in the water and relax. The Choptank River is known for its abundance large and small mouth bass and you’ll have a great time snagging these river monsters. In Greensboro, you are just a short drive from the Blackwater Wildlife Refuge, a dozen historical lighthouses and scenic views of the Chesapeake Bay.

Recommended Stopovers
Holiday Park Campground • Greensboro, MD – (410)482-6797