MileBuilt 3-Day Memorial Day Bridge Challenge

MAY
29-31
2027
Three consecutive race days on the Cady Way Trail in Winter Park offering 50K, marathon, half, 10K and 5K with daily finish records and medallions.
29-31 May 2027
50 kilometers Marathon Half Marathon 10 kilometers 5 kilometers

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Cady Way Bridge Memorial Day 3-Day Challenge

The MileBuilt Cady Way Bridge Memorial Day 3-Day Challenge takes place May 29–31, 2027 at Cady Way Park in Winter Park, Florida. The event offers multiple distances each day and treats each race day as its own official race with a recorded finish.

Distances offered:

  • 50K
  • Marathon
  • Half Marathon
  • 10K
  • 5K

The course runs on the Cady Way Trail, starting and finishing at the pavilion at Cady Way Park, 2535 Cady Way. Every distance begins with a prologue and then uses repeated loops that include a cul-de-sac near the tennis and pickleball courts and a Forsyth Road turnaround. Each repeat crosses the SR 436 bridge, a 685-foot section of elevated asphalt over Semoran Boulevard that rises and descends.

This is a cupless event. Runners should carry their own fluids; MileBuilt provides water, an electrolyte drink, and basic snacks at the aid station. Runners may access their own vehicles if parked along the course. The measured course uses a clock for finish records but no chip timing. Race day cutoff is 2:00 PM and applies to the full race day. Participants must be 18 or older.

Bibs are available on race day beginning one hour before the scheduled start on an honor system; a friend may pick up a bib but bibs are not transferable. Finishers cross the line, strike the gong, and complete the Clock Out at the MileBuilt Time Clock to receive an official finish record. Each daily finish earns a Daily Finisher Medallion. Completing all three consecutive days as a 3-Day Streak requires signing a personal pledge and earns a Tier Patch. Visit the organization's website for the most recent information.

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