Cady Way Tennis & Pickleball Courts

If you’re serious about your pickleball or tennis game, this is one of the better spots in the Winter Park area to get regular play in. The courts are well-kept, there’s actual parking without the usual scramble, and the restrooms are clean — small things that matter when you’re there for a few hours. It connects to a walking path and opens up to a grass field, so it’s easy to make a whole afternoon out of it. The neighborhood around it stays pretty quiet, which keeps the vibe relaxed even when the courts are busy.