MileBuilt 2-Day Bridge Challenge

  • Date Sat 20th February 2027 - Sun 21st February 2027
  • Time 5:00AM EST
  • Location Winter Park, Florida
  • Price $38.10 - $91.10
  • Races 10 races
  • Distances Ultra, Marathon, Half Marathon, 10km, 5km

Event summary

Get ready for an unforgettable running experience at the MileBuilt 2-Day Bridge Challenge, taking place on February 20-21, 2027, in the scenic Winter Park, Orange. This exciting event features a modified out-and-back course on the beautiful Cady Way Trail, with participants returning to the iconic SR 436 Bridge, a remarkable 685 feet of elevated asphalt over Semoran Boulevard. Athletes can choose from an array of distances, including the 5K, 10K, Half Marathon, Marathon, and the ultimate challenge of a 50K, with core distances being run both days.

Runners will kick off the event early, with start times ranging from 5:00 AM for the Marathon and 50K to 6:00 AM for the 5K and 10K. This cupless event encourages participants to carry their own hydration while MileBuilt provides water, electrolytes, and snacks along the route. With no frills like shirts or race bags, this bare-bones event focuses on the pure joy of running. Don't miss your chance to strike the gong at the finish line and make your mark in this unique and exhilarating challenge!

Organiser's Description

THE RACE

The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL on February 2021, 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.

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.

Races

  • 50K - Day 1 (Saturday)

    Incl. $6.10 Fee

    Sat 20th February 2027 (5:00AM EST)

    $91.10

    The Course The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. The course starts and finishes at the pavilion at Cady Way Park. Every distance follows the same modified out-and-back route 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. That is the point. Runners may access their own vehicle if parked along the course. Distances and Start Times 5:00 AM Marathon and 50K 5:10 AM Half Marathon 6:00 AM 5K and 10K Available distances: 5K . 10K . Half Marathon . Marathon . 50K 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. Race Day Cutoff 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. 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.
  • 50K - Day 2 (Sunday)

    Incl. $6.10 Fee

    Sun 21st February 2027 (5:00AM EST)

    $91.10

    The Course The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. The course starts and finishes at the pavilion at Cady Way Park. Every distance follows the same modified out-and-back route 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. That is the point. Runners may access their own vehicle if parked along the course. Distances and Start Times 5:00 AM Marathon and 50K 5:10 AM Half Marathon 6:00 AM 5K and 10K Available distances: 5K . 10K . Half Marathon . Marathon . 50K 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. Race Day Cutoff 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. 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.
  • Marathon - Day 1 (Saturday)

    Incl. $5.20 Fee

    Sat 20th February 2027 (5:00AM EST)

    $75.20

    The Course The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. The course starts and finishes at the pavilion at Cady Way Park. Every distance follows the same modified out-and-back route 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. That is the point. Runners may access their own vehicle if parked along the course. Distances and Start Times 5:00 AM Marathon and 50K 5:10 AM Half Marathon 6:00 AM 5K and 10K Available distances: 5K . 10K . Half Marathon . Marathon . 50K 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. Race Day Cutoff 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. 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.
  • Marathon - Day 2 (Sunday)

    Incl. $5.20 Fee

    Sun 21st February 2027 (5:00AM EST)

    $75.20

    The Course The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. The course starts and finishes at the pavilion at Cady Way Park. Every distance follows the same modified out-and-back route 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. That is the point. Runners may access their own vehicle if parked along the course. Distances and Start Times 5:00 AM Marathon and 50K 5:10 AM Half Marathon 6:00 AM 5K and 10K Available distances: 5K . 10K . Half Marathon . Marathon . 50K 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. Race Day Cutoff 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. 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.
  • Half Marathon - Day 1 (Saturday)

    Incl. $4.60 Fee

    Sat 20th February 2027 (5:10AM EST)

    $64.60

    The Course The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. The course starts and finishes at the pavilion at Cady Way Park. Every distance follows the same modified out-and-back route 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. That is the point. Runners may access their own vehicle if parked along the course. Distances and Start Times 5:00 AM Marathon and 50K 5:10 AM Half Marathon 6:00 AM 5K and 10K Available distances: 5K . 10K . Half Marathon . Marathon . 50K 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. Race Day Cutoff 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. 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.
  • Half Marathon - Day 2 (Sunday)

    Incl. $4.60 Fee

    Sun 21st February 2027 (5:10AM EST)

    $64.60

    The Course The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. The course starts and finishes at the pavilion at Cady Way Park. Every distance follows the same modified out-and-back route 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. That is the point. Runners may access their own vehicle if parked along the course. Distances and Start Times 5:00 AM Marathon and 50K 5:10 AM Half Marathon 6:00 AM 5K and 10K Available distances: 5K . 10K . Half Marathon . Marathon . 50K 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. Race Day Cutoff 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. 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.
  • 10K - Day 1 (Saturday)

    Incl. $3.70 Fee

    Sat 20th February 2027 (6:00AM EST)

    $48.70

    The Course The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. The course starts and finishes at the pavilion at Cady Way Park. Every distance follows the same modified out-and-back route 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. That is the point. Runners may access their own vehicle if parked along the course. Distances and Start Times 5:00 AM Marathon and 50K 5:10 AM Half Marathon 6:00 AM 5K and 10K Available distances: 5K . 10K . Half Marathon . Marathon . 50K 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. Race Day Cutoff 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. 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.
  • 10K - Day 2 (Sunday)

    Incl. $3.70 Fee

    Sun 21st February 2027 (6:00AM EST)

    $48.70

    The Course The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. The course starts and finishes at the pavilion at Cady Way Park. Every distance follows the same modified out-and-back route 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. That is the point. Runners may access their own vehicle if parked along the course. Distances and Start Times 5:00 AM Marathon and 50K 5:10 AM Half Marathon 6:00 AM 5K and 10K Available distances: 5K . 10K . Half Marathon . Marathon . 50K 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. Race Day Cutoff 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. 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.
  • 5K - Day 1 (Saturday)

    Incl. $3.10 Fee

    Sat 20th February 2027 (6:00AM EST)

    $38.10

    The Course The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. The course starts and finishes at the pavilion at Cady Way Park. Every distance follows the same modified out-and-back route 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. That is the point. Runners may access their own vehicle if parked along the course. Distances and Start Times 5:00 AM Marathon and 50K 5:10 AM Half Marathon 6:00 AM 5K and 10K Available distances: 5K . 10K . Half Marathon . Marathon . 50K 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. Race Day Cutoff 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. 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.
  • 5K - Day 2 (Sunday)

    Incl. $3.10 Fee

    Sun 21st February 2027 (6:00AM EST)

    $38.10

    The Course The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. The course starts and finishes at the pavilion at Cady Way Park. Every distance follows the same modified out-and-back route 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. That is the point. Runners may access their own vehicle if parked along the course. Distances and Start Times 5:00 AM Marathon and 50K 5:10 AM Half Marathon 6:00 AM 5K and 10K Available distances: 5K . 10K . Half Marathon . Marathon . 50K 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. Race Day Cutoff 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. 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.

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Location

2535 Cady Way, Winter Park, 32792, FL, United States

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