MileBuilt 3-Day Memorial Day Bridge Challenge
MileBuilt 3-Day Memorial Day Bridge Challenge is a running and ultra race on May 29–31, 2027 in Winter Park, FL, with entry fees from $35 to $85.
- Date
- May 29–31, 2027 (251 days to go)
- Location
- 2535 Cady Way, Winter Park, FL
- Price
- $35–$85
- Sports
- RunningUltra
From the Organizer
THE RACE
The 3-Day Memorial Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL on May 29–31, 2027. A modified out-and-back on an accessible, measured trail. Every distance opens with a prologue, then locks into repeats. Every repeat brings you back to the SR 436 bridge — 685 feet of elevated asphalt over Semoran Blvd. It does not get easier. It gets familiar. That is the point.
Five distances: 5K · 10K · Half Marathon · Marathon · 50K. Core distances run both days. 50K is confirmed for this event.
START TIMES
5:00 AM — Marathon and 50K
5:10 AM — Half Marathon
6:00 AM — 5K and 10K
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.
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
Cupless event. Carry your own fluids — handheld bottle, vest, or waist pack. MileBuilt provides water, an electrolyte drink, and basic snacks. 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.
BARE-BONES EVENT
No shirts. No race bags. No expo.
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.
Events
Typical Conditions
It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.
Typical High
90°
Typical Low
71°
Chance of Rain
39%
Based on US Climate Normals data from Orlando Executive Ap, 3 mi from the venue.
About Winter Park, FL
City Elevation
88 ft
Nearest Airport
MCO
Orlando International Airport · 11 mi
Time Zone
Eastern Time
From Endurance Grid
Line up lodging and travel early to lock in your race weekend.
Race Location
What Are You
Waiting For?
Every finish line starts with a single decision. Claim your spot at MileBuilt 3-Day Memorial Day Bridge Challenge, put it on the calendar, and turn “someday” into a start date.
251
Days to train
- Race
- MileBuilt 3-Day Memorial Day Bridge Challenge
- Date
- May 29–31, 2027
- Location
- 2535 Cady Way, Winter Park, FL
Want more races like this?
Enter your email and we'll send more your way.
About These Sports
This race spans more than one sport — here’s a guide to each, so you can understand what’s involved and decide if it’s the right fit. For course distances, logistics, and race-day specifics, always defer to the race organizer’s event page.
Running
From 5K to marathon, running races are an accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.
Ultramarathon
An ultramarathon is anything beyond the standard marathon — 50K, 50-mile, 100K, 100-mile, and timed events. Crossing the line is less about speed and more about not quitting.
More Running races near Winter Park, FL
Frequently Asked Questions
What is the MileBuilt 3-Day Memorial Day Bridge Challenge?
When and where is the MileBuilt 3-Day Memorial Day Bridge Challenge?
How do I register for the MileBuilt 3-Day Memorial Day Bridge Challenge?
MileBuilt 3-Day Memorial Day Bridge Challenge
May 29, 2027