calendar_today 20 Feb, 2027 – 21 Feb, 2027
directions_run Running
language Official Website
sell $35.00 – $85.00
THE RACE
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL on February 20–21, 2027. A modified out-and-back on an accessible, measured trail. 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. No chip timing.
FINISH
MileBuilt uses the Finish Ticket system — not chip timing. Cross the line, strike the GONG, pull your Finish Ticket, and record your 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 = no official finish record.
Feb 20, 2027
Distance — 50K
Type — Running
05:00
$85.00
Feb 20, 2027
Distance — 26.2 Miles
Type — Running
05:00
$70.00
Feb 20, 2027
Distance — 13.1 Miles
Type — Running
05:10
$60.00
Feb 20, 2027
Distance — 10K
Type — Running
06:00
$45.00
Feb 20, 2027
Distance — 5K
Type — Running
06:00
$35.00
Feb 21, 2027
Distance — 50K
Type — Running
05:00
$85.00
Feb 21, 2027
Distance — 26.2 Miles
Type — Running
05:00
$70.00
Feb 21, 2027
Distance — 13.1 Miles
Type — Running
05:10
$60.00
Feb 21, 2027
Distance — 10K
Type — Running
06:00
$45.00
Feb 21, 2027
Distance — 5K
Type — Running
06:00
$35.00
These values represent the 3-year monthly averages for February in Winter Park.
Learn more about the host city, Winter Park.
Winter Park is a city of 31,000 people (2019) in Florida near Orlando. Winter Park is often seen as a popular tourist destination for those visiting Orlando that want an escape from the typical tourist scene of the Orlando theme parks. There is a quaint, local feel to the suburb even though there are a lot of tourists, especially during the winter months and holidays.
Read more launchTours and activities near Winter Park, powered by Viator.
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