About This Race

Help Build Winter Park's RaceMob Community

Your contributions help thousands of runners. Add what you know!

Write First Review

Share your experience

💡

Add Runner Tips

Course strategy & advice

💰

Share Discounts

Help runners save money

👥

Create a Team

Coordinate your crew

Coming Soon

Be the First! No content yet for this race.

Add photos, reviews, or tips to help other runners.

Race Photos

No Photos Yet

Be the first to share photos from this race!

Choose Your Distance

50K - Day 1 (Saturday) 50K
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. If you do not record in the Finish Ledger, you will have no official finish record.
$85.00
Increases Feb 05
Register
50K - Day 2 (Sunday) 50K
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. If you do not record in the Finish Ledger, you will have no official finish record.
$85.00
Increases Feb 06
Register
Marathon - Day 1 (Saturday) Marathon
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. If you do not record in the Finish Ledger, you will have no official finish record.
$70.00
Increases Feb 05
Register
Half Marathon - Day 1 (Saturday) Half Marathon
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. If you do not record in the Finish Ledger, you will have no official finish record.
$60.00
Increases Feb 05
Register
10K - Day 1 (Saturday) 10K
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. If you do not record in the Finish Ledger, you will have no official finish record.
$45.00
Increases Feb 05
Register
5K - Day 1 (Saturday) 5K
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. If you do not record in the Finish Ledger, you will have no official finish record.
$35.00
Increases Feb 05
Register
Marathon - Day 2 (Sunday) Marathon
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. If you do not record in the Finish Ledger, you will have no official finish record.
$70.00
Increases Feb 06
Register
Half Marathon - Day 2 (Sunday) Half Marathon
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. If you do not record in the Finish Ledger, you will have no official finish record.
$60.00
Increases Feb 06
Register
10K - Day 2 (Sunday) 10K
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. If you do not record in the Finish Ledger, you will have no official finish record.
$45.00
Increases Feb 06
Register
5K - Day 2 (Sunday) 5K
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. If you do not record in the Finish Ledger, you will have no official finish record.
$35.00
Increases Feb 06
Register