Chapel Point to St. Clement’s Island
Including MD 234 & MD 238
Go south toward Chapel Point to visit the oldest continuously serving Catholic parish in the nation, St. Ignatius Catholic Church, which was established by the Jesuits in 1641. Nearby is St. Thomas Manor, which was constructed a century later and is the oldest Jesuit residence in the world still in use.
Travel east through Zekiah Swamp Natural Environment Area to reach Chaptico, a port town that was occupied by the British during both the American Revolution and the War of 1812. Christ Episcopal Church, King and Queen Parish, was built here in 1736 on land donated by Francis Scott Key’s grandfather. The church is open to the public for tours, and visitors are encouraged to enjoy the annual strawberry and fall festivals.
Branching off the main byway, head south to Coltons Point and the St. Clement’s Island Museum, which features exhibits on Maryland’s earliest history and serves as a launching point for water taxi rides to the island itself. St. Clement’s Island is where Father White celebrated the first Roman Catholic Mass in the colonies. Today, the island is a state park on which a 40-foot-tall cross honors those first colonists who, in 1634, conceptualized the separation of church and state.
Chaptico to Point Lookout
Including MD 234, MD 243, MD 5 & MD 249
Continuing past St. Francis Xavier Church, the oldest Roman Catholic Church in the state, you enter the heart of Leonardtown. Be sure to visit both the Old Jail Museum, a tourist information center that also contains early Maryland artifacts, and Tudor Hall, a 250-year-old Colonial House now operated by the St. Mary’s County Historical Society.
The next stop is St. George’s Episcopal Church, which has held services since 1638, making it the oldest Episcopal parish in Maryland. Continue south to visit Piney Point, the site of the Piney Point Lighthouse, the oldest lighthouse on the Potomac River. From there, make your way to St. Mary's College of Maryland, a female seminary that was established in 1840, which now is a co-educational state college and hosts a weekly summer concert series.
Probably the most visited destination on this byway is Historic St. Mary’s City, an expansive living-history museum and archaeology site. Serving as Maryland’s first capital from 1634 to 1695, St. Mary’s City was the fourth permanent settlement in America and site of the first Catholic chapel in the colonies. Exhibits include a reconstructed 17th-century State House, a tobacco plantation, an Indian hamlet and a replica of the Maryland Dove, one of the two square-rigged ships that brought the first settlers to Maryland.
Heading toward the Chesapeake Bay, you can see several lighthouses and visit Point Lookout State Park, which offers beaches, a boat launch, fishing areas and campgrounds. But there’s another side to this picturesque peninsula — during the Civil War, Point Lookout served as a notorious prison camp where more than 4,000 Confederate soldiers died. Ghost stories abound, bringing a haunting conclusion to this spiritual journey.