Maryland’s Eastern Shore is a picturesque area with many scenic spots and byways. Whether you’re visiting or local, there’s nothing more fun and relaxing than a scenic road trip. Let’s take a look at some of the best scenic drives on Maryland’s Eastern Shore and along the Chesapeake Bay.
Eastern Maryland Road Trip Itinerary
Start at the Bay Bridge via Route 50, then stop in Easton, Maryland, for food, art, and history. Continue to St. Michaels and on to Tilghman Island. Return with the Oxford-Bellevue Ferry or take a detour to Blackwater Refuge. Let’s take a look at some specific routes.
Chesapeake Country All-American Road and Midway to Easton
The scenic byway of Chesapeake Country All-American Road covers parts of Route 50 and goes right through Easton, Maryland. You’ll see incredible shoreline vistas, go through historic towns, and pass scenic farmland.
With this route, you can choose to stop in Easton for a fun time walking the historic downtown. It’s packed with colonial charm, art galleries, and cozy cafes. It’s a great way to stretch your legs as you continue with your Maryland road trip.
Chesapeake Bay Bridge and Easton to St. Michaels
By crossing the Bay Bridge, you’ll enjoy panoramic views of the Chesapeake Bay. Easton is only about 30 minutes past the bridge when you head east on Route 50. Another option is to take the Easton to St. Michaels with Route 322 going into Route 33. This stretch of road is peaceful and rural as it winds through Talbon County. Once you reach St. Michaels, you can explore the Chesapeake Bay Maritime Museum and enjoy the picturesque harbor views.
Visiting Tilghman Island and the Oxford-Bellevue Ferry
After visiting St. Michaels, you can continue along Route 33 to Tilghman Island, home of amazing waterfront views and the historic Knapps Narrows Drawbridge. On the other hand, if you go just southwest of Easton, Maryland, you’ll find the Oxford-Bellevue Ferry, which is one of the oldest operating ferries in the country. This is a must-visit for those traveling the Chesapeake shore.
Explore the Blackwater National Wildlife Refuge
If you take a short detour off of Route 50, you’ll find the Blackwater National Wildlife Refuge near Cambridge. The refuge offers hiking, kayaking, and birdwatching. It’s especially common to see bald eagles in this area. However, there are many other birdwatching opportunities, including geese, swans, ducks, hawks, and various species of shorebirds. Some areas in the refuge also allow fishing, but state regulations apply.
Always More To Do in Easton
If you decide to spend a little more time in Easton, there’s always plenty to do. History buffs will enjoy a visit to the Third Haven Meeting House, which was built in 1682 and is one of the oldest Quaker meeting houses in the country. For more historic architecture, take a stroll through the Easton Historic District.
Downtown Easton is home to dining and culture, including upscale restaurants like Bas Rouge. If you’re interested in something more casual, Doc’s Downtown Grill is a local favorite.
No matter which route you take, the stops and views along the way will make for a memorable road trip in Eastern Maryland.
