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MileBuilt 3-Day Memorial Day Bridge Challenge

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MileBuilt 3-Day Memorial Day Bridge Challenge

May 29 - 31, 2027
Cady Way Park
Winter Park, FL 32792 US

Saturday

50K - Day 1 (Saturday)

50K

The 3-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 May 29, 2027
Start Time:
5:00am EDT
End Time:
2:00pm EDT
Price:
$85.00 Race Fee + $6.10 SignUp Fee
Registration:
Price increases to $95.00 after May 14, 2027 at 11:59pm EDT
Sign Up

Marathon - Day 1 (Saturday)

Marathon

The 3-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 May 29, 2027
Start Time:
5:00am EDT
End Time:
2:00pm EDT
Price:
$70.00 Race Fee + $5.20 SignUp Fee
Registration:
Price increases to $80.00 after May 14, 2027 at 11:59pm EDT
Sign Up

Half Marathon - Day 1 (Saturday)

Half Marathon

The 3-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 May 29, 2027
Start Time:
5:10am EDT
End Time:
2:00pm EDT
Price:
$60.00 Race Fee + $4.60 SignUp Fee
Registration:
Price increases to $70.00 after May 14, 2027 at 11:59pm EDT
Sign Up

10K - Day 1 (Saturday)

10K

The 3-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 May 29, 2027
Start Time:
6:00am EDT
End Time:
2:00pm EDT
Price:
$45.00 Race Fee + $3.70 SignUp Fee
Registration:
Price increases to $50.00 after May 14, 2027 at 11:59pm EDT
Sign Up

5K - Day 1 (Saturday)

5K

The 3-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 May 29, 2027
Start Time:
6:00am EDT
End Time:
2:00pm EDT
Price:
$35.00 Race Fee + $3.10 SignUp Fee
Registration:
Price increases to $40.00 after May 14, 2027 at 11:59pm EDT
Sign Up

Sunday

50K - Day 2 (Sunday)

50K

The 3-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 May 30, 2027
Start Time:
5:00am EDT
End Time:
2:00pm EDT
Price:
$85.00 Race Fee + $6.10 SignUp Fee
Registration:
Price increases to $95.00 after May 15, 2027 at 11:59pm EDT
Sign Up

Marathon - Day 2 (Sunday)

Marathon

The 3-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 May 30, 2027
Start Time:
5:00am EDT
End Time:
2:00pm EDT
Price:
$70.00 Race Fee + $5.20 SignUp Fee
Registration:
Price increases to $80.00 after May 15, 2027 at 11:59pm EDT
Sign Up

Half Marathon - Day 2 (Sunday)

Half Marathon

The 3-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 May 30, 2027
Start Time:
5:10am EDT
End Time:
2:00pm EDT
Price:
$60.00 Race Fee + $4.60 SignUp Fee
Registration:
Price increases to $70.00 after May 15, 2027 at 11:59pm EDT
Sign Up

10K - Day 2 (Sunday)

10K

The 3-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 May 30, 2027
Start Time:
6:00am EDT
End Time:
2:00pm EDT
Price:
$45.00 Race Fee + $3.70 SignUp Fee
Registration:
Price increases to $50.00 after May 15, 2027 at 11:59pm EDT
Sign Up

5K - Day 2 (Sunday)

5K

The 3-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 May 30, 2027
Start Time:
6:00am EDT
End Time:
2:00pm EDT
Price:
$35.00 Race Fee + $3.10 SignUp Fee
Registration:
Price increases to $40.00 after May 15, 2027 at 11:59pm EDT
Sign Up

Monday

50K - Day 3 (Monday)

50K

The 3-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:
Monday May 31, 2027
Start Time:
5:00am EDT
End Time:
2:00pm EDT
Price:
$85.00 Race Fee + $6.10 SignUp Fee
Registration:
Price increases to $95.00 after May 16, 2027 at 11:59pm EDT
Sign Up

Marathon - Day 3 (Monday)

Marathon

The 3-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:
Monday May 31, 2027
Start Time:
5:00am EDT
End Time:
2:00pm EDT
Price:
$70.00 Race Fee + $5.20 SignUp Fee
Registration:
Price increases to $80.00 after May 16, 2027 at 11:59pm EDT
Sign Up

Half Marathon - Day 3 (Monday)

Half Marathon

The 3-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:
Monday May 31, 2027
Start Time:
5:10am EDT
End Time:
2:00pm EDT
Price:
$60.00 Race Fee + $4.60 SignUp Fee
Registration:
Price increases to $70.00 after May 16, 2027 at 11:59pm EDT
Sign Up

10K - Day 3 (Monday)

10K

The 3-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:
Monday May 31, 2027
Start Time:
6:00am EDT
End Time:
2:00pm EDT
Price:
$45.00 Race Fee + $3.70 SignUp Fee
Registration:
Price increases to $50.00 after May 16, 2027 at 11:59pm EDT
Sign Up

5K - Day 3 (Monday)

5K

The 3-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:
Monday May 31, 2027
Start Time:
6:00am EDT
End Time:
2:00pm EDT
Price:
$35.00 Race Fee + $3.10 SignUp Fee
Registration:
Price increases to $40.00 after May 16, 2027 at 11:59pm EDT
Sign Up

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