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Saturday
50K - Day 1 (Saturday)
50K
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The 50K opens with a prologue that sets your total distance, then locks into 10 repeats. Every repeat is the same: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That's 20 bridge climbs. 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
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The 50K opens with a prologue that sets your total distance, then locks into 10 repeats. Every repeat is the same: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That's 20 bridge climbs. 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
Open to ages 18+.
- Distance Date:
- Saturday February 20, 2027
- Start Time:
- 5:00am EST
- End Time:
- 2:00pm EST
- 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)
Marathon
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The Marathon opens with a prologue that sets your total distance, then locks into 8 repeats. Every repeat is the same: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That's 16 bridge climbs. 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
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The Marathon opens with a prologue that sets your total distance, then locks into 8 repeats. Every repeat is the same: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That's 16 bridge climbs. 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
Open to ages 18+.
- Distance Date:
- Saturday February 20, 2027
- Start Time:
- 5:00am EST
- End Time:
- 2:00pm EST
- 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)
Half Marathon
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The Half Marathon opens with a prologue that sets your total distance, then locks into 4 repeats. Every repeat is the same: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That's 8 bridge climbs. 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
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The Half Marathon opens with a prologue that sets your total distance, then locks into 4 repeats. Every repeat is the same: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That's 8 bridge climbs. 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
Open to ages 18+.
- Distance Date:
- Saturday February 20, 2027
- Start Time:
- 5:10am EST
- End Time:
- 2:00pm EST
- 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)
10K
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The 10K opens with a prologue that sets your total distance, then locks into 2 repeats. Every repeat is the same: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That's 4 bridge climbs. 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
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The 10K opens with a prologue that sets your total distance, then locks into 2 repeats. Every repeat is the same: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That's 4 bridge climbs. 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
Open to ages 18+.
- Distance Date:
- Saturday February 20, 2027
- Start Time:
- 6:00am EST
- End Time:
- 2:00pm EST
- 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)
5K
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The 5K opens with a prologue that sets your total distance, then locks into 1 repeat: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That repeat crosses the SR 436 bridge twice — 685 feet of elevated asphalt rising over Semoran Blvd. It climbs. It descends. 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
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The 5K opens with a prologue that sets your total distance, then locks into 1 repeat: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That repeat crosses the SR 436 bridge twice — 685 feet of elevated asphalt rising over Semoran Blvd. It climbs. It descends. 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
Open to ages 18+.
- Distance Date:
- Saturday February 20, 2027
- Start Time:
- 6:00am EST
- End Time:
- 2:00pm EST
- 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)
50K
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The 50K opens with a prologue that sets your total distance, then locks into 10 repeats. Every repeat is the same: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That's 20 bridge climbs. 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
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The 50K opens with a prologue that sets your total distance, then locks into 10 repeats. Every repeat is the same: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That's 20 bridge climbs. 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
Open to ages 18+.
- Distance Date:
- Sunday February 21, 2027
- Start Time:
- 5:00am EST
- End Time:
- 2:00pm EST
- 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)
Marathon
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The Marathon opens
with a prologue that sets your total distance, then locks into 8 repeats. Every repeat is the same: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That's 16 bridge climbs. 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
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The Marathon opens
with a prologue that sets your total distance, then locks into 8 repeats. Every repeat is the same: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That's 16 bridge climbs. 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
Open to ages 18+.
- Distance Date:
- Sunday February 21, 2027
- Start Time:
- 5:00am EST
- End Time:
- 2:00pm EST
- Price:
- $70.00 Race Fee + $5.20 SignUp Fee
- Registration:
- Price increases to $80.00 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 | $70.00 Race Fee + $5.20 SignUp Fee |
| February 7, 2027, 12:00am EST | February 21, 2027, 6:00am EST | $80.00 Race Fee + $5.80 SignUp Fee |
Half Marathon - Day 2 (Sunday)
Half Marathon
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The Half Marathon opens with a prologue that sets your total distance, then locks into 4 repeats. Every repeat is the same: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That's 8 bridge climbs. 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
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The Half Marathon opens with a prologue that sets your total distance, then locks into 4 repeats. Every repeat is the same: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That's 8 bridge climbs. 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
Open to ages 18+.
- Distance Date:
- Sunday February 21, 2027
- Start Time:
- 5:10am EST
- End Time:
- 2:00pm EST
- Price:
- $60.00 Race Fee + $4.60 SignUp Fee
- Registration:
- Price increases to $70.00 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 | $60.00 Race Fee + $4.60 SignUp Fee |
| February 7, 2027, 12:00am EST | February 21, 2027, 6:00am EST | $70.00 Race Fee + $5.20 SignUp Fee |
10K - Day 2 (Sunday)
10K
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The 10K opens with a prologue that sets your total distance, then locks into 2 repeats. Every repeat is the same: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That's 4 bridge climbs. 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
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The 10K opens with a prologue that sets your total distance, then locks into 2 repeats. Every repeat is the same: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That's 4 bridge climbs. 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
Open to ages 18+.
- Distance Date:
- Sunday February 21, 2027
- Start Time:
- 6:00am EST
- End Time:
- 2:00pm EST
- Price:
- $45.00 Race Fee + $3.70 SignUp Fee
- Registration:
- Price increases to $50.00 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 | $45.00 Race Fee + $3.70 SignUp Fee |
| February 7, 2027, 12:00am EST | February 21, 2027, 7:00am EST | $50.00 Race Fee + $4.00 SignUp Fee |
5K - Day 2 (Sunday)
5K
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The 5K opens with a prologue that sets your total distance, then locks into 1 repeat: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That repeat crosses the SR 436 bridge twice — 685 feet of elevated asphalt rising over Semoran Blvd. It climbs. It descends. 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
The 2-Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL. Start and finish at the pavilion at Cady Way Park. The 5K opens with a prologue that sets your total distance, then locks into 1 repeat: a cul-de-sac near the tennis and pickleball courts, then out along the trail to a Forsyth Road turnaround. That repeat crosses the SR 436 bridge twice — 685 feet of elevated asphalt rising over Semoran Blvd. It climbs. It descends. 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
Open to ages 18+.
- Distance Date:
- Sunday February 21, 2027
- Start Time:
- 6:00am EST
- End Time:
- 2:00pm EST
- Price:
- $35.00 Race Fee + $3.10 SignUp Fee
- Registration:
- Price increases to $40.00 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 | $35.00 Race Fee + $3.10 SignUp Fee |
| February 7, 2027, 12:00am EST | February 21, 2027, 7:00am EST | $40.00 Race Fee + $3.40 SignUp Fee |
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