Dates
May 29–31, 2027
Saturday through Monday.
Location
Cady Way Park
2535 Cady Way, Winter Park, FL 32792
Distances
5K · 10K · Half · Marathon · 50K
Every distance, every day.
Start Times
  • 5:00 AMMarathon and 50K
  • 5:10 AMHalf Marathon
  • 6:00 AM5K and 10K
Race Day Cutoff
2:00 PM
Applies to the full race day — not per distance.
Ages
18+ Only
Every distance, every day.

Cady Way
Trail

The 3-Day Bridge Challenge runs on the Cady Way Trail in Winter Park, FL. The course starts and finishes at the pavilion at Cady Way Park, 2535 Cady Way, Winter Park, FL 32792.

Every distance opens with a prologue that sets your total distance, then locks into 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.

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

That is the point.
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.

Know
The Morning.

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.

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

Bibs are available for pickup on race day beginning one hour before your scheduled start time — honor system, no ID required. A friend may pick up your bib on your behalf. No bib transfers — your bib is registered to you.

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.
Three Days Is A Streak.

Every finish earns the Daily Finisher Medallion. Run every day on a Streak and you earn the Tier Patch.

Open Path

Standalone

One race day. Pick any distance. No pledge. No tier. Daily Finisher Medallion.

Open Path

Resolve

Two or more days. No personal pledge. No tier. Pick the days and distances that work for you. Daily Finisher Medallion each day you run.

Commitment Path

3-Day Streak

Every day, consecutive. Sign the Streak Pledge at registration. Built-in Streak pricing. Earn your Tier Patch upon completion.

How Streaks and tiers work →

Crew Up
At This Event.

Volunteer shifts for the 3-Day Memorial Day Bridge Challenge are live on RunSignup. Friends and family supporting a runner are welcome. Volunteers may earn race credit toward future MileBuilt races based on verified hours.

Volunteers must be 18 or older

The
Calendar.

Registration Is Open

Pick Your
Distance.

Register on RunSignup. Prices are shown at registration — not on this website.