Saturday
50K - Day 1 (Saturday)
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.
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.
Open to ages 18+.
- Distance Date:
- Saturday February 20, 2027
- Start Time:
- 5:00am EST
- End Time:
- 2:00pm EST
- Registration Limit:
- 104 spots left.
- Price:
- $85.00 Race Fee + $6.10 SignUp Fee
- Registration:
- Price increases to $95.00 after February 5, 2027 at 11:59pm EST
| Registration Starting | Registration Ending | Price |
|---|---|---|
| June 1, 2026, 7:00am EDT | February 5, 2027, 11:59pm EST | $85.00 Race Fee + $6.10 SignUp Fee |
| February 6, 2027, 12:00am EST | February 20, 2027, 6:00am EST | $95.00 Race Fee + $6.70 SignUp Fee |
Marathon - Day 1 (Saturday)
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.
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.
Open to ages 18+.
- Distance Date:
- Saturday February 20, 2027
- Start Time:
- 5:00am EST
- End Time:
- 2:00pm EST
- Registration Limit:
- 104 spots left.
- Price:
- $70.00 Race Fee + $5.20 SignUp Fee
- Registration:
- Price increases to $80.00 after February 5, 2027 at 11:59pm EST
| Registration Starting | Registration Ending | Price |
|---|---|---|
| June 1, 2026, 7:00am EDT | February 5, 2027, 11:59pm EST | $70.00 Race Fee + $5.20 SignUp Fee |
| February 6, 2027, 12:00am EST | February 20, 2027, 6:00am EST | $80.00 Race Fee + $5.80 SignUp Fee |
Half Marathon - Day 1 (Saturday)
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.
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.
Open to ages 16+.
- Distance Date:
- Saturday February 20, 2027
- Start Time:
- 5:10am EST
- End Time:
- 2:00pm EST
- Registration Limit:
- 104 spots left.
- Price:
- $60.00 Race Fee + $4.60 SignUp Fee
- Registration:
- Price increases to $70.00 after February 5, 2027 at 11:59pm EST
| Registration Starting | Registration Ending | Price |
|---|---|---|
| June 1, 2026, 7:00am EDT | February 5, 2027, 11:59pm EST | $60.00 Race Fee + $4.60 SignUp Fee |
| February 6, 2027, 12:00am EST | February 20, 2027, 6:00am EST | $70.00 Race Fee + $5.20 SignUp Fee |
10K - Day 1 (Saturday)
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.
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.
Open to ages 14+.
- Distance Date:
- Saturday February 20, 2027
- Start Time:
- 6:00am EST
- End Time:
- 2:00pm EST
- Registration Limit:
- 104 spots left.
- Price:
- $45.00 Race Fee + $3.70 SignUp Fee
- Registration:
- Price increases to $50.00 after February 5, 2027 at 11:59pm EST
| Registration Starting | Registration Ending | Price |
|---|---|---|
| June 1, 2026, 7:00am EDT | February 5, 2027, 11:59pm EST | $45.00 Race Fee + $3.70 SignUp Fee |
| February 6, 2027, 12:00am EST | February 20, 2027, 7:00am EST | $50.00 Race Fee + $4.00 SignUp Fee |
5K - Day 1 (Saturday)
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.
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.
Open to ages 14+.
- Distance Date:
- Saturday February 20, 2027
- Start Time:
- 6:00am EST
- End Time:
- 2:00pm EST
- Registration Limit:
- 104 spots left.
- Price:
- $35.00 Race Fee + $3.10 SignUp Fee
- Registration:
- Price increases to $40.00 after February 5, 2027 at 11:59pm EST
| Registration Starting | Registration Ending | Price |
|---|---|---|
| June 1, 2026, 7:00am EDT | February 5, 2027, 11:59pm EST | $35.00 Race Fee + $3.10 SignUp Fee |
| February 6, 2027, 12:00am EST | February 20, 2027, 7:00am EST | $40.00 Race Fee + $3.40 SignUp Fee |
Sunday
50K - Day 2 (Sunday)
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.
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.
Open to ages 18+.
- Distance Date:
- Sunday February 21, 2027
- Start Time:
- 5:00am EST
- End Time:
- 2:00pm EST
- Registration Limit:
- 105 spots left.
- Price:
- $85.00 Race Fee + $6.10 SignUp Fee
- Registration:
- Price increases to $95.00 after February 6, 2027 at 11:59pm EST
| Registration Starting | Registration Ending | Price |
|---|---|---|
| July 4, 2026, 6:17pm EDT | February 6, 2027, 11:59pm EST | $85.00 Race Fee + $6.10 SignUp Fee |
| February 7, 2027, 12:00am EST | February 21, 2027, 6:00am EST | $95.00 Race Fee + $6.70 SignUp Fee |
Marathon - Day 2 (Sunday)
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.
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.
Open to ages 18+.
- Distance Date:
- Sunday February 21, 2027
- Start Time:
- 5:00am EST
- End Time:
- 2:00pm EST
- Registration Limit:
- 105 spots left.
- Price:
- $70.00 Race Fee + $5.20 SignUp Fee
- Registration:
- Price increases to $80.00 after February 5, 2027 at 11:59pm EST
| Registration Starting | Registration Ending | Price |
|---|---|---|
| July 4, 2026, 6:17pm EDT | February 5, 2027, 11:59pm EST | $70.00 Race Fee + $5.20 SignUp Fee |
| February 6, 2027, 12:00am EST | February 21, 2027, 6:00am EST | $80.00 Race Fee + $5.80 SignUp Fee |
Half Marathon - Day 2 (Sunday)
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.
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.
Open to ages 16+.
- Distance Date:
- Sunday February 21, 2027
- Start Time:
- 5:10am EST
- End Time:
- 2:00pm EST
- Registration Limit:
- 105 spots left.
- Price:
- $60.00 Race Fee + $4.60 SignUp Fee
- Registration:
- Price increases to $70.00 after February 5, 2027 at 11:59pm EST
| Registration Starting | Registration Ending | Price |
|---|---|---|
| July 4, 2026, 6:17pm EDT | February 5, 2027, 11:59pm EST | $60.00 Race Fee + $4.60 SignUp Fee |
| February 6, 2027, 12:00am EST | February 21, 2027, 6:00am EST | $70.00 Race Fee + $5.20 SignUp Fee |
10K - Day 2 (Sunday)
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.
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.
Open to ages 14+.
- Distance Date:
- Sunday February 21, 2027
- Start Time:
- 6:00am EST
- End Time:
- 2:00pm EST
- Registration Limit:
- 105 spots left.
- Price:
- $45.00 Race Fee + $3.70 SignUp Fee
- Registration:
- Price increases to $50.00 after February 5, 2027 at 11:59pm EST
| Registration Starting | Registration Ending | Price |
|---|---|---|
| July 4, 2026, 6:17pm EDT | February 5, 2027, 11:59pm EST | $45.00 Race Fee + $3.70 SignUp Fee |
| February 6, 2027, 12:00am EST | February 21, 2027, 7:00am EST | $50.00 Race Fee + $4.00 SignUp Fee |
5K - Day 2 (Sunday)
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.
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.
Open to ages 14+.
- Distance Date:
- Sunday February 21, 2027
- Start Time:
- 6:00am EST
- End Time:
- 2:00pm EST
- Registration Limit:
- 105 spots left.
- Price:
- $35.00 Race Fee + $3.10 SignUp Fee
- Registration:
- Price increases to $40.00 after February 5, 2027 at 11:59pm EST
| Registration Starting | Registration Ending | Price |
|---|---|---|
| July 4, 2026, 6:17pm EDT | February 5, 2027, 11:59pm EST | $35.00 Race Fee + $3.10 SignUp Fee |
| February 6, 2027, 12:00am EST | February 21, 2027, 7:00am EST | $40.00 Race Fee + $3.40 SignUp Fee |
This is a service fee for processing your registration. This may be slightly higher or lower per registrant than the amount shown here.