Skip to main content

MileBuilt 2-Day Bridge Challenge

February 20 - 21, 2027
Cady Way Park
Winter Park, FL 32792 US

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

MileBuilt Endurance LLC · Central Florida · milebuilt.com

RETURN. REPEAT. ENDURE.

If you continue to use this site, you consent to use all cookies. We use cookies to offer you a better browsing experience. Read how we use cookies and how you can control them by visiting our Privacy Policy.

If you continue to use this site, you consent to use all cookies.