Winter Park 50K, Marathon, Half, 10K & 5K – MileBuilt Cady Way Bridge 2-Day Challenge

THE COURSE The Cady Way Bridge 2-Day Challenge runs on the Cady Way Trail in Winter Park, FL, on February 20–21, 2027. The course starts and finishes at the pavilion at Cady Way Park, 2535 Cady Way, Winter Park, FL 32792.

Every distance starts with a one-time opening leg that sets your total distance, then runs repeats. Every repeat is the same — a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. Every repeat crosses the SR 436 bridge: 685 feet of elevated asphalt rising over Semoran Blvd. It climbs. It descends. You come back to it every time. That is the point.

Runners may access their own vehicle if parked along the course.

DISTANCES AND START TIMES 5:00 AM — 50K and Marathon 5:10 AM — Half Marathon 6:00 AM — 10K and 5K Available distances: 50K · Marathon · Half Marathon · 10K · 5K

WHAT YOU GET. WHAT YOU DON'T. No shirts. No race bags. No expo. No chip timing. Nothing in a bag at the finish. A measured course. A clock. A finish that gets recorded. And a reason to come back tomorrow. Every finisher earns the Daily Finisher Medallion. Run both days on a Streak and you earn the Tier Patch.

RACE DAY CUTOFF 2:00 PM. This applies to the full race day — not per distance. Runners still on course after the cutoff will be directed off course.

AGES 18 and older only — every distance, every day. Volunteers must also be 18 or older.

PARKING Cady Way Park, 2535 Cady Way, Winter Park, FL 32792. Use the central lot or the overflow lot west of the Cady Way pool — both open early. The cul-de-sac and pool lots fill later. Arrive early.

AID STATION This is a cupless event. Carry your own fluids — handheld bottle, vest, or waist pack. MileBuilt provides water, an electrolyte drink, and basic snacks at the aid station. Do not rely on the aid station as your complete nutrition plan, especially for longer distances or multi-day participation.

BIB PICKUP Available on race day beginning one hour before your scheduled start time — honor system, no ID required. A friend may pick up on your behalf. No bib transfers.

FINISH Not chip timed. When you finish: cross the line, strike the GONG, then complete the Clock Out at the MileBuilt Time Clock. Official finish times are recorded at the MileBuilt Time Clock and verified by the Race Director before results are posted. Every runner must complete the Clock Out process to receive an official finish record.

One day is a full race. Two days is a Streak.