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

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Event summary

Get ready for an exhilarating weekend at the MileBuilt 2-Day Bridge Challenge, happening on February 20-21, 2027, in the beautiful Winter Park, Orange! This unique running event takes place on the scenic Cady Way Trail, featuring an exciting modified out-and-back route that will bring runners back to the iconic SR 436 Bridge, a stunning 685 feet of elevated asphalt over Semoran Blvd.

Participants can choose from five thrilling race distances: 5K, 10K, Half Marathon, Marathon, and the ultimate challenge of 50K. With core distances available on both days, this event is perfect for runners of all levels looking to test their limits. Be sure to arrive early for parking and hydration, as this is a cupless event encouraging runners to carry their own fluids. Get ready to strike the GONG at the finish line and record your achievement in this bare-bones but exhilarating race experience. Don't miss out on this fantastic opportunity to challenge yourself and enjoy the camaraderie of fellow runners in a stunning setting!

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. 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

  • 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. Use the central lot or the overflow lot across from the 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 MileBuilt uses the Finish Ticket system not chip timing. When you finish: cross the line, strike the GONG, pull your MileBuilt 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. Seconds are not recorded or posted. If you do not record in the Finish Ledger, you will have no 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. Use the central lot or the overflow lot across from the 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 MileBuilt uses the Finish Ticket system not chip timing. When you finish: cross the line, strike the GONG, pull your MileBuilt 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. Seconds are not recorded or posted. If you do not record in the Finish Ledger, you will have no 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. Use the central lot or the overflow lot across from the 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 MileBuilt uses the Finish Ticket system not chip timing. When you finish: cross the line, strike the GONG, pull your MileBuilt 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. Seconds are not recorded or posted. If you do not record in the Finish Ledger, you will have no 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. Use the central lot or the overflow lot across from the 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 MileBuilt uses the Finish Ticket system not chip timing. When you finish: cross the line, strike the GONG, pull your MileBuilt 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. Seconds are not recorded or posted. If you do not record in the Finish Ledger, you will have no 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. Use the central lot or the overflow lot across from the 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 MileBuilt uses the Finish Ticket system not chip timing. When you finish: cross the line, strike the GONG, pull your MileBuilt 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. Seconds are not recorded or posted. If you do not record in the Finish Ledger, you will have no 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. Use the central lot or the overflow lot across from the 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 MileBuilt uses the Finish Ticket system not chip timing. When you finish: cross the line, strike the GONG, pull your MileBuilt 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. Seconds are not recorded or posted. If you do not record in the Finish Ledger, you will have no 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. Use the central lot or the overflow lot across from the 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 MileBuilt uses the Finish Ticket system not chip timing. When you finish: cross the line, strike the GONG, pull your MileBuilt 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. Seconds are not recorded or posted. If you do not record in the Finish Ledger, you will have no 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. Use the central lot or the overflow lot across from the 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 MileBuilt uses the Finish Ticket system not chip timing. When you finish: cross the line, strike the GONG, pull your MileBuilt 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. Seconds are not recorded or posted. If you do not record in the Finish Ledger, you will have no 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. Use the central lot or the overflow lot across from the 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 MileBuilt uses the Finish Ticket system not chip timing. When you finish: cross the line, strike the GONG, pull your MileBuilt 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. Seconds are not recorded or posted. If you do not record in the Finish Ledger, you will have no 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. Use the central lot or the overflow lot across from the 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 MileBuilt uses the Finish Ticket system not chip timing. When you finish: cross the line, strike the GONG, pull your MileBuilt 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. Seconds are not recorded or posted. If you do not record in the Finish Ledger, you will have no official finish record.

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Location

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

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Feb 20, 2027

$38.10 - $91.10