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Maryland's Best Road Trips: Scenic Drives & Historic Sites

Maryland offers a variety of scenic road trips, including the Chesapeake Bay Loop, Catoctin Mountain Scenic Byway, Historic National Road, and Ocean City Coastal Highway, each with unique stops and attractions.


Best Road Trips in Maryland

If you're looking for a scenic drive in Maryland, you won't be disappointed. From the rolling hills of the countryside to the bustling cities, there's something for everyone. Here are some of the best road trips in Maryland:

1. Chesapeake Bay Loop

This 290-mile loop takes you along the Chesapeake Bay, through charming towns and past historic sites. Start in Annapolis and head south to St. Mary's City, where you can visit the first capital of Maryland. Continue on to Solomons Island, a quaint fishing village with great seafood restaurants. From there, head north to Chesapeake Beach and then to Baltimore, where you can explore the Inner Harbor and visit the National Aquarium. Finally, head back to Annapolis.

Where to Stop:

  • St. Mary's City
  • Solomons Island
  • Chesapeake Beach
  • Baltimore Inner Harbor
  • National Aquarium

2. Catoctin Mountain Scenic Byway

This 17-mile drive takes you through the Catoctin Mountains, with stunning views of the valleys below. Start in Thurmont and head west on Route 77. You'll pass through Cunningham Falls State Park, where you can stop for a hike or a picnic. Continue on to the historic town of Emmitsburg, where you can visit the National Shrine of St. Elizabeth Ann Seton. Finally, end your drive in Camp David, the presidential retreat.

Where to Stop:

  • Cunningham Falls State Park
  • National Shrine of St. Elizabeth Ann Seton
  • Camp David

3. Historic National Road

This 170-mile drive takes you along the first federally funded highway in the United States. Start in Baltimore and head west on Route 40. You'll pass through Ellicott City, a charming town with historic buildings and great restaurants. Continue on to Hagerstown, where you can visit the Hagerstown Roundhouse Museum. Finally, end your drive in Cumberland, where you can explore the Chesapeake and Ohio Canal National Historical Park.

Where to Stop:

  • Ellicott City
  • Hagerstown Roundhouse Museum
  • Chesapeake and Ohio Canal National Historical Park

4. Ocean City Coastal Highway

This 10-mile drive takes you along the coast of the Atlantic Ocean, with stunning views of the beach and the ocean. Start in Ocean City and head south on Coastal Highway. You'll pass through Fenwick Island State Park, where you can stop for a swim or a picnic. Continue on to Assateague Island National Seashore, where you can see wild horses and other wildlife. Finally, end your drive in Chincoteague, Virginia.

Where to Stop:

  • Fenwick Island State Park
  • Assateague Island National Seashore
  • Chincoteague, Virginia

These are just a few of the best road trips in Maryland. Whether you're looking for history, nature, or just a scenic drive, Maryland has something for everyone.