Sassafras River, MD

One of the loveliest rivers on the Eastern Shore the Sassafras has a fine yachting center, Georgetown, about 8 miles above the river’s broad entrance. The Sassafras has a deep, well-marked channel, high and attractive banks and plenty of anchorages with easy access.

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Boating Destinations near the Sassafras River, MD

Chestertown, MD

Chesapeake City, MD

Havre de Grace, MD

Rock Hall, MD

Kent Narrows, MD

Eastport, MD

Annapolis, MD

St. Michaels, MD

Oxford, MD

Georgetown, MD

Delaware City, DE

Edgewater, MD

Galesville, MD

Chestertown, MD

Chesapeake City, MD

Havre de Grace, MD

Rock Hall, MD

Kent Narrows, MD

Eastport, MD

Annapolis, MD

St. Michaels, MD

Oxford, MD

Georgetown, MD

Delaware City, DE

Edgewater, MD

Galesville, MD

Chestertown, MD

Chestertown's past as a Colonial port is very much in evidence today. The consolidated, dense downtown exudes history. In fact, the town features one of the largest collections of 18th- and 19th-century structures in Maryland, second only to Annapolis. Founded in 1706, Chestertown was the geographic center of population in the United States by 1790. After it was named one of six Royal Ports of Entry in Maryland, the influx of money allowed merchants to build large, attractive homes along the river. Money was made in tobacco, then in shipping grain to the West Indies and in shipbuilding. Before the Revolution, trade with the West Indies was hampered by English taxes, resulting in Chestertown's own Tea Party in 1774, when a small cargo of tea was tossed into the Chester River. The event is reenacted annually on Saturday of Memorial Day weekend during a weekend-long celebration.

In 1782, Washington College–the 10th oldest liberal arts college in the country–was founded here. Visit the campus to explore the Georgian architecture of the buildings. (Transportation required.)

Chestertown hosts many festivals and events throughout the year including the Chestertown Tea Party Festival in May, the Sultana Downrigging Festival in October and RiverFest in September.

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What's Nearby

Chestertown, MD

Chesapeake City, MD

Havre de Grace, MD

Rock Hall, MD

Kent Narrows, MD

Eastport, MD

Annapolis, MD

St. Michaels, MD

Oxford, MD

Georgetown, MD

Delaware City, DE

Edgewater, MD

Galesville, MD

Bohemia River, MD

Elk River, MD

Worton Creek, MD

North East River

Chester River, MD

The Chesapeake & Delaware (C&D) Canal, DE/MD

Susquehanna River, MD

Severn River (Annapolis Harbor), MD

Delaware River to Philadelphia, PA

West River, MD

Knapps Narrows, MD

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Sassafras River, MD

Sassafras River, MD

Marinas, Dockage, Service & Navigation

Boating Destinations near the Sassafras River, MD

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