Chester River Yacht & Country Club sits along Maryland's Eastern Shore in Chestertown, a historic colonial port town where the Chester River meets tidal tributaries of the Chesapeake Bay. The course was designed by Alex Findlay, a Scottish professional and early American golf architect who worked primarily in the first two decades of the twentieth century. Findlay laid out dozens of courses across the eastern United States during golf's initial expansion in America, typically creating straightforward, playable designs suited to the rolling farmland and coastal terrain he encountered. The routing at Chester River takes advantage of the property's gentle topography and proximity to water. Eastern Shore courses of this era generally feature modest elevation changes, mature hardwoods, and occasional views of tidal waterways. The layout reflects Findlay's practical approach to design, emphasizing strategic bunkering and greens that reward accurate approach play rather than dramatic landforms or severe hazards. Chester River Yacht & Country Club functions as a traditional member club, combining golf with yachting and social amenities typical of Chesapeake Bay communities. The club serves families and recreational golfers drawn to the area's maritime culture and quieter pace. Chestertown itself retains much of its eighteenth-century character, and the club reflects that regional heritage while providing a relaxed setting for golf along one of Maryland's most scenic river systems.

Chester River Yacht & Country Club sits along Maryland's Eastern Shore in Chestertown, a historic colonial port town where the Chester River meets tidal tributaries of the Chesapeake Bay. The course was designed by Alex Findlay, a Scottish professional and early American golf architect who worked primarily in the first two decades of the twentieth century. Findlay laid out dozens of courses across the eastern United States during golf's initial expansion in America, typically creating straightforward, playable designs suited to the rolling farmland and coastal terrain he encountered. The routing at Chester River takes advantage of the property's gentle topography and proximity to water. Eastern Shore courses of this era generally feature modest elevation changes, mature hardwoods, and occasional views of tidal waterways. The layout reflects Findlay's practical approach to design, emphasizing strategic bunkering and greens that reward accurate approach play rather than dramatic landforms or severe hazards. Chester River Yacht & Country Club functions as a traditional member club, combining golf with yachting and social amenities typical of Chesapeake Bay communities. The club serves families and recreational golfers drawn to the area's maritime culture and quieter pace. Chestertown itself retains much of its eighteenth-century character, and the club reflects that regional heritage while providing a relaxed setting for golf along one of Maryland's most scenic river systems.