Chester River, MD

Chester is one of the longest of the deep, navigable rivers winding far into the upper Eastern Shore. Rich in history and scenic charm, it provides deepwater cruising 28 miles upstream to Chestertown. The river is well marked and easy to run under power but is also a fun and challenging sail for those who don’t mind a lot of tacking. Delmarva is agricultural in nature and many small coves nestle against fields or the lines of trees planted for wind block. Wide, winding, tree-canopied creeks fracture the mouth of river into a plethora of quiet anchorages.

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Boating Destinations near the Chester River, MD

Hyatt Regency Chesapeake Bay, MD

Kent Narrows, MD

Chestertown, MD

Annapolis, MD

Chesapeake City, MD

Chesapeake Beach, MD

Oxford, MD

Delaware City, DE

Havre de Grace, MD

St. Michaels, MD

Georgetown, MD

Galesville, MD

Eastport, MD

Edgewater, MD

Hyatt Regency Chesapeake Bay, MD

St. Michaels, MD

Chestertown, MD

Havre de Grace, MD

Edgewater, MD

Annapolis, MD

Chesapeake Beach, MD

Galesville, MD

Chesapeake City, MD

Rock Hall, MD

Delaware City, DE

Kent Narrows, MD

Eastport, MD

Georgetown, MD

Hyatt Regency Chesapeake Bay, MD

Amidst the vast expanse of the Chesapeake Bay’s eastern shore, the Hyatt Regency Chesapeake Bay Resort & Marina stands as a beacon for boaters seeking an escape. Located just a mile past the US 50 Bridge on the Choptank River, the charms of Maryland's Eastern Shore unfold in a 342-acre waterfront sanctuary of comfort and leisure.

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What's Nearby

Hyatt Regency Chesapeake Bay, MD

Chestertown, MD

Rock Hall, MD

Kent Narrows, MD

Eastport, MD

Annapolis, MD

St. Michaels, MD

Havre de Grace, MD

Chesapeake City, MD

Oxford, MD

Cambridge, MD

Georgetown, MD

Edgewater, MD

Galesville, MD

Delaware City, DE

Chesapeake Beach, MD

Rock Hall Harbor, MD

Swan Creek, MD

Worton Creek, MD

Sassafras River, MD

Kent Narrows

Severn River (Annapolis Harbor), MD

Susquehanna River, MD

North East River

Rhode River, MD

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

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Chester River, MD

Chester River, MD

Marinas, Dockage, Service & Navigation

Boating Destinations near the Chester River, MD

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