Cleveland Heights Golf Club occupies rolling terrain in Lakeland, Florida, a city known for its collection of classic-era courses in the central part of the state. The course was designed by William S. Flynn and Howard C. Toomey, the Philadelphia-based partnership responsible for numerous layouts in the 1920s. Flynn, who worked extensively with Hugh Wilson at Merion and later established his own practice, brought his characteristic strategic sensibilities to projects across the eastern United States, while Toomey served as his longtime engineering partner. The course reflects Flynn's approach to routing over natural contours, making use of the property's elevation changes—modest by Florida standards but significant for the region. The design incorporates the sandy soil and native vegetation typical of central Florida's ridge country, with strategic bunkering and green complexes that reward thoughtful play. Flynn's work generally emphasized options from the tee and variety in approach angles, principles that appear in his Florida designs despite the different growing conditions from his better-known northeastern courses. Cleveland Heights serves as a private club and has maintained its place in Lakeland's golf community for decades. The city itself became something of a winter golf destination during the boom years of the 1920s, attracting several notable architects of the period. The course remains part of that legacy, representing Flynn and Toomey's work in a region where their designs are less numerous than in the Mid-Atlantic states.