MileBuilt 2-Day Bridge Challenge

About the Event

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.

Races Offered

50K - Day 1 (Saturday)

Feb 20, 2027

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Distance — 50K

terrain

Type — Running

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05:00

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$85.00

Marathon - Day 1 (Saturday)

Feb 20, 2027

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Distance — 26.2 Miles

terrain

Type — Running

timer

05:00

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$70.00

Half Marathon - Day 1 (Saturday)

Feb 20, 2027

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Distance — 13.1 Miles

terrain

Type — Running

timer

05:10

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$60.00

10K - Day 1 (Saturday)

Feb 20, 2027

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Distance — 10K

terrain

Type — Running

timer

06:00

sell

$45.00

5K - Day 1 (Saturday)

Feb 20, 2027

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Distance — 5K

terrain

Type — Running

timer

06:00

sell

$35.00

50K - Day 2 (Sunday)

Feb 21, 2027

straighten

Distance — 50K

terrain

Type — Running

timer

05:00

sell

$85.00

Marathon - Day 2 (Sunday)

Feb 21, 2027

straighten

Distance — 26.2 Miles

terrain

Type — Running

timer

05:00

sell

$70.00

Half Marathon - Day 2 (Sunday)

Feb 21, 2027

straighten

Distance — 13.1 Miles

terrain

Type — Running

timer

05:10

sell

$60.00

10K - Day 2 (Sunday)

Feb 21, 2027

straighten

Distance — 10K

terrain

Type — Running

timer

06:00

sell

$45.00

5K - Day 2 (Sunday)

Feb 21, 2027

straighten

Distance — 5K

terrain

Type — Running

timer

06:00

sell

$35.00

Weather History

These values represent the 3-year monthly averages for February in Winter Park.

thermostat Temperature

13.4° / 24.3°

wb_sunny Feels like

12.3° / 23.0°

light_mode Avg sunshine hours

9h 9m

water_drop Avg rainfall

1.8 mm

ac_unit Avg snowfall

—

air Avg wind speed

11.2 km/h (Light breeze)

opacity Sweat loss rate

Moderate

terrain Course conditions

Firm and slightly soft

sunny Max UV Index

Moderate (3.6)

humidity_mid Humidity

75.1%

wb_twilight Sunrise

08:02

nightlight Sunset

19:14

About 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.