
Bridge Challenge 50K, Marathon, Half, 10K & 5K – MileBuilt 2-Day Challenge
About This 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 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.
Race Distances
Ready to run?
Registration Pricing
Bridge Challenge 50K - Day 1 (Sat, Feb 20)
$85.00
+ $6.10 processing fee
event_busy Goes up to $95.00 after Feb 5, 2027
Bridge Challenge 50K - Day 2 (Sun, Feb 21)
$85.00
+ $6.10 processing fee
event_busy Goes up to $95.00 after Feb 6, 2027
Bridge Challenge Marathon - Day 1 (Sat, Feb 20)
$70.00
+ $5.20 processing fee
event_busy Goes up to $80.00 after Feb 5, 2027
Bridge Challenge Marathon - Day 2 (Sun, Feb21)
$70.00
+ $5.20 processing fee
event_busy Goes up to $80.00 after Feb 6, 2027
Bridge Challenge Half Marathon - Day 1 (Sat, Feb 20)
$60.00
+ $4.60 processing fee
event_busy Goes up to $70.00 after Feb 5, 2027
Bridge Challenge Half Marathon - Day 2 (Sun, Feb 21)
$60.00
+ $4.60 processing fee
event_busy Goes up to $70.00 after Feb 6, 2027
Bridge Challenge 10K - Day 1 (Sat, Feb 20)
$45.00
+ $3.70 processing fee
event_busy Goes up to $50.00 after Feb 5, 2027
Bridge Challenge 10K - Day 2 (Sun, Feb 21)
$45.00
+ $3.70 processing fee
event_busy Goes up to $50.00 after Feb 6, 2027
Bridge Challenge 5K - Day 1 (Sat, Feb 20)
$35.00
+ $3.10 processing fee
event_busy Goes up to $40.00 after Feb 5, 2027
Bridge Challenge 5K - Day 2 (Sun, Feb 21)
$35.00
+ $3.10 processing fee
event_busy Goes up to $40.00 after Feb 6, 2027
Prices from the official registration page, updated several times a day.
Registration links may earn us a small commission at no extra cost to you.
Weather
Frequently Asked Questions
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Race Day Schedule
2/20/2027 05:00
50K Start
2/21/2027 05:00
50K Start
2/20/2027 05:00
Marathon Start
2/21/2027 05:10
Half Marathon Start
2/20/2027 06:00
10K Start
2/21/2027 06:00
10K Start
2/20/2027 06:00
5K Start
2/21/2027 06:00
5K Start
2/21/2027 05:00
Marathon Start
2/20/2027 05:10
Half Marathon Start
Registration
Registration links may earn us a small commission at no extra cost to you.
Local Running Stores
Clermont, Central Florida
Dash Sports is Clermont's specialty running and walking shoe store, serving the South Lake County running community from its location on West Montrose Street in downtown Clermont. The store takes a thorough approach to fitting — each customer receives a custom gait and foot analysis that typically runs 20 to 40 minutes, ensuring the shoe recommendation is grounded in how you actually move. Clermont's reputation as a triathlon and endurance sports hub makes Dash Sports a natural resource for serious athletes alongside everyday runners and walkers. The store carries a strong lineup of performance brands including Hoka, On Running, Brooks, New Balance, and Altra, giving customers access to the leading options in road, trail, and stability footwear. Dash Sports also stocks Olukai and Aetrex for customers seeking comfort and orthopedic options alongside performance footwear — rounding out a selection that serves runners, walkers, and recovery-focused athletes alike.
phone (352) 394-7434 language Visit WebsiteAltamonte Springs, Central Florida
Fit2Run Altamonte Springs is located in Altamonte Mall, bringing the Runner's Superstore experience to Seminole County. Offering gait analysis, top performance footwear, and community run events for the growing north Orlando running community.
phone (844) 348-2786 language Visit WebsiteLake Buena Vista, Central Florida
Fit2Run at Disney Springs is the only running specialty store inside the Walt Disney World Resort destination. Open late to serve resort guests and locals alike, offering gait analysis, top performance brands, and a one-of-a-kind running store experience in the heart of Central Florida tourism.
phone (407) 743-5990 language Visit WebsiteRunner's gear
Gear for race day

GU Energy Original Gels, Caffeine-Free Mixed (24 ct)
Classic race gel, mixed flavors
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Stanley IceFlow Fast Flow Bottle, 24 oz
Angled spout, iced for 40 hours
Check price on Amazon →

Body Glide Original Anti-Chafe Balm
Anti-chafe balm for humid long runs
Check price on Amazon →
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Bridge Challenge 50K, Marathon, Half, 10K & 5K – MileBuilt 2-Day Challenge
February 20, 2027