Winnapaug Country Club occupies a coastal setting in Westerly, Rhode Island, positioned near the town's southern shoreline where the landscape reflects the region's characteristic seaside terrain. The course was designed by Donald Ross and opened in 1922, representing the Scottish architect's work during a prolific period when he shaped numerous layouts throughout New England. Ross routed the course across relatively modest elevation changes typical of Rhode Island's coastal plain, incorporating natural contours and strategic bunkering that define his design philosophy. The layout plays as a traditional par-70 or par-71 depending on tee configuration, measuring under 6,500 yards from the back tees. Ross's routing takes advantage of prevailing winds off the Atlantic, which influence club selection and shot strategy throughout the round. The course features small, subtly contoured greens that reward precise approach play and careful reading—hallmarks of Ross's design vocabulary. Several holes move through corridors framed by mature trees, while others open to views of the surrounding coastal landscape. Winnapaug functions as a semi-private facility, maintaining a membership base while offering limited public access. The club serves the Westerly community and seasonal visitors to Rhode Island's southern coast, an area known for its beaches and summer resort character. The course has undergone periodic updates over the decades to address maintenance practices and playing conditions while preserving Ross's original routing and strategic concepts. It represents a characteristic example of Golden Age design adapted to New England's coastal environment.