MileBuilt 2-Day Bridge Challenge

FEB
20-21
2027
Two-day running event on Cady Way Trail in Winter Park featuring 5K, 10K, half marathon, marathon and 50K on a measured out and back route with repeated SR 436 bridge crossings.
20-21 Feb 2027
50 kilometers 26 miles 13 miles 10 kilometers 5 kilometers

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MileBuilt 2-Day Bridge Challenge

The MileBuilt 2-Day Bridge Challenge is a two-day running event on Cady Way Trail in Winter Park, Florida, held February 20–21, 2027. The course is a measured, modified out and back that starts and finishes at the pavilion at Cady Way Park. Every repeat on the route crosses the SR 436 bridge, a 685 foot section of elevated asphalt over Semoran Boulevard. Runners may access their own vehicle if it is parked along the course.

Available distances:

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

Parking is at Cady Way Park, 2535 Cady Way, with a central lot and an overflow lot west of the pool; the cul de sac and pool lots fill later. Race day cutoff is 2:00 PM for the full race day; participants still on course after that time will be directed off course.

This is a cupless event. Participants must carry their own fluids; MileBuilt supplies water, an electrolyte drink, and basic snacks at the aid station. Bibs are available for pickup on race day beginning one hour before a runner's scheduled start time under an honor system; no bib transfers are allowed.

The event uses a Finish Ticket system rather than chip timing. Finishers must strike the gong, pull a Finish Ticket, and record bib number, ticket number, distance, and race clock time in the Finish Ledger. Times are posted in hour and minute format only; no ledger entry means no official finish record.

The event does not include shirts, race bags, an expo, or chip timing. Visit the organization's website for the most recent information.

50 km
50k
26 mi
Marathon
13 mi
Half Marathon
10 km
10k
5 km
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