Cady Way Tennis & Pickleball Courts

Cady Way Tennis & Pickleball Courts serve as a central public hub for racquet sports in Winter Park, Florida. Situated directly beside the popular Cady Way Trail, the facility features dedicated outdoor hard courts configured for both tennis and pickleball play. The courts draw a steady mix of local players throughout the week, offering competitive morning pickup games and lively evening sessions under overhead floodlights. Because it operates within the City of Winter Park parks system, access is straightforward, catering to casual drop-ins and organized community round-robins alike. Smooth asphalt surfaces and clear boundary striping provide consistent ball bounce and reliable traction in all seasons. The atmosphere is functional, social, and deeply tied to the neighborhood's active outdoor culture, making it an everyday choice for doubles pairings and recreational singles players looking for dependable games on well-maintained municipal courts.