MileBuilt 2-Day Bridge Challenge

FEB
20-21
2027
Two-day event on Cady Way Trail with repeat loops crossing a 685 foot SR 436 bridge; distances from 5K to 50K and a 2:00 PM race day cutoff.
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 takes place on Cady Way Trail in Winter Park, FL on February 20–21, 2027. The event uses a modified out-and-back on an accessible, measured trail with start and finish at the pavilion in Cady Way Park.

Each distance opens with a westbound prologue and then locks into repeated loops. Every repeat returns runners to a cul-de-sac near the tennis and pickleball courts and to a Forsyth Road turnaround. Each repeat crosses the SR 436 bridge, a 685 foot section of elevated asphalt over Semoran Boulevard. Repeats produce multiple bridge climbs depending on distance.

Distances offered:

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

Race day cutoff is 2:00 PM and applies to the full race day. The event is cupless; runners must carry their own fluids. MileBuilt provides water, an electrolyte drink, and basic snacks but participants should plan nutrition independently. Parking is at Cady Way Park, 2535 Cady Way; the central lot and an overflow lot west of the pool open early while the cul-de-sac and pool lots fill later. Bib pickup is available on race day beginning one hour before each distance's scheduled start and operates on an honor system. The event is bare bones: no shirts, no race bags, and no expo.

Finishes are not chip timed. Finish procedure requires striking the gong and completing the MileBuilt Time Clock Clock Out for an official finish record. 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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