Memorial Day Bridge 50K, Marathon, Half, 10K & 5K – MileBuilt 3-Day Challenge
- Date Sat 29th May 2027 - Mon 31st May 2027
- Time 5:00AM EDT
- Location Winter Park, Florida
- Price $38.10 - $91.10
- Races 15 races
- Distances Ultra, Marathon, Half Marathon, 10km, 5km
Event summary
Get ready for an exhilarating weekend of running at the Memorial Day Bridge 50K, Marathon, Half, 10K & 5K – MileBuilt 3-Day Challenge! Taking place from May 29 to May 31, 2027, in the beautiful Winter Park, Orange, this event promises an unforgettable experience along the scenic Cady Way Trail. Participants can choose from five exciting distances: 5K, 10K, Half Marathon, Marathon, and the challenging 50K, making it perfect for runners of all levels.
The race features a unique modified out-and-back course that brings you back to the iconic SR 436 bridge, offering a thrilling elevation of 685 feet as you tackle each repeat. With early start times and a supportive community atmosphere, this event is designed for those looking to push their limits. Remember to arrive early for parking at Cady Way Park, and prepare to carry your own fluids, as this is a cupless event focused on sustainability. Join us for a weekend of camaraderie, challenge, and unforgettable memories at the Memorial Day Bridge Challenge!
The race features a unique modified out-and-back course that brings you back to the iconic SR 436 bridge, offering a thrilling elevation of 685 feet as you tackle each repeat. With early start times and a supportive community atmosphere, this event is designed for those looking to push their limits. Remember to arrive early for parking at Cady Way Park, and prepare to carry your own fluids, as this is a cupless event focused on sustainability. Join us for a weekend of camaraderie, challenge, and unforgettable memories at the Memorial Day Bridge Challenge!
Organiser's Description
THE RACE
The 3-Day Memorial Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL on May 2931, 2027. A modified out-and-back on an accessible, measured trail. Every distance opens with a prologue, then locks into repeats. Every repeat brings you back to the SR 436 bridge 685 FEET of elevated asphalt over Semoran Blvd. It does not get easier. IT GETS FAMILIAR. That is the point.
Five distances: 5K . 10K . Half Marathon . Marathon . 50K. Core distances run both days. 50K is confirmed for this event.
START TIMES
5:00 AM Marathon and 50K
5:10 AM Half Marathon
6:00 AM 5K and 10K
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.
PARKING
Cady Way Park, 2535 Cady Way, Winter Park, FL 32792. Use the central lot or the overflow lot west of the Cady Way pool both open early. The cul-de-sac and pool lots fill later. Arrive early.
AID STATION
Cupless event. Carry your own fluids handheld bottle, vest, or waist pack. MileBuilt provides water, an electrolyte drink, and basic snacks. Do not rely on the aid station as your complete nutrition plan, especially for longer distances or multi-day participation.
BIB PICKUP
Available on race day beginning ONE HOUR BEFORE YOUR SCHEDULED START TIME honor system, no ID required. A friend may pick up on your behalf. No bib transfers.
BARE-BONES EVENT
No shirts. No race bags. No expo.
FINISH
Not chip timed. When you finish: cross the line, strike the GONG, then complete the CLOCK OUT at the MILEBUILT TIME CLOCK. Official finish times are recorded at the MILEBUILT TIME CLOCK and verified by the Race Director before results are posted. Every runner must complete the Clock Out process to receive an official finish record.
The 3-Day Memorial Day Bridge Challenge runs on Cady Way Trail in Winter Park, FL on May 2931, 2027. A modified out-and-back on an accessible, measured trail. Every distance opens with a prologue, then locks into repeats. Every repeat brings you back to the SR 436 bridge 685 FEET of elevated asphalt over Semoran Blvd. It does not get easier. IT GETS FAMILIAR. That is the point.
Five distances: 5K . 10K . Half Marathon . Marathon . 50K. Core distances run both days. 50K is confirmed for this event.
START TIMES
5:00 AM Marathon and 50K
5:10 AM Half Marathon
6:00 AM 5K and 10K
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.
PARKING
Cady Way Park, 2535 Cady Way, Winter Park, FL 32792. Use the central lot or the overflow lot west of the Cady Way pool both open early. The cul-de-sac and pool lots fill later. Arrive early.
AID STATION
Cupless event. Carry your own fluids handheld bottle, vest, or waist pack. MileBuilt provides water, an electrolyte drink, and basic snacks. Do not rely on the aid station as your complete nutrition plan, especially for longer distances or multi-day participation.
BIB PICKUP
Available on race day beginning ONE HOUR BEFORE YOUR SCHEDULED START TIME honor system, no ID required. A friend may pick up on your behalf. No bib transfers.
BARE-BONES EVENT
No shirts. No race bags. No expo.
FINISH
Not chip timed. When you finish: cross the line, strike the GONG, then complete the CLOCK OUT at the MILEBUILT TIME CLOCK. Official finish times are recorded at the MILEBUILT TIME CLOCK and verified by the Race Director before results are posted. Every runner must complete the Clock Out process to receive an official finish record.
Races
-
Memorial Bridge 50K - Day 1
Incl. $6.10 Fee
Sat 29th May 2027 (5:00AM EDT)
$91.10
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 -
Memorial Bridge 50K - Day 2
Incl. $6.10 Fee
Sun 30th May 2027 (5:00AM EDT)
$91.10
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 -
Memorial Bridge 50K - Day 3
Incl. $6.10 Fee
Mon 31st May 2027 (5:00AM EDT)
$91.10
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 -
Memorial Bridge Marathon - Day 1
Incl. $5.20 Fee
Sat 29th May 2027 (5:00AM EDT)
$75.20
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 -
Memorial Bridge Marathon - Day 2
Incl. $5.20 Fee
Sun 30th May 2027 (5:00AM EDT)
$75.20
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 -
Memorial Bridge Marathon - Day 3
Incl. $5.20 Fee
Mon 31st May 2027 (5:00AM EDT)
$75.20
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 -
Memorial Bridge Half Marathon - Day 1
Incl. $4.60 Fee
Sat 29th May 2027 (5:10AM EDT)
$64.60
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 -
Memorial Bridge Half Marathon - Day 2
Incl. $4.60 Fee
Sun 30th May 2027 (5:10AM EDT)
$64.60
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 -
Memorial Bridge Half Marathon - Day 3
Incl. $4.60 Fee
Mon 31st May 2027 (5:10AM EDT)
$64.60
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 -
Memorial Bridge 10K - Day 1
Incl. $3.70 Fee
Sat 29th May 2027 (6:00AM EDT)
$48.70
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 -
Memorial Bridge 10K - Day 2
Incl. $3.70 Fee
Sun 30th May 2027 (6:00AM EDT)
$48.70
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 -
Memorial Bridge 10K - Day 3
Incl. $3.70 Fee
Mon 31st May 2027 (6:00AM EDT)
$48.70
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 -
Memorial Bridge 5K - Day 1
Incl. $3.10 Fee
Sat 29th May 2027 (6:00AM EDT)
$38.10
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 -
Memorial Bridge 5K - Day 2
Incl. $3.10 Fee
Sun 30th May 2027 (6:00AM EDT)
$38.10
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 -
Memorial Bridge 5K - Day 3
Incl. $3.10 Fee
Mon 31st May 2027 (6:00AM EDT)
$38.10
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
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Location
2535 Cady Way, Winter Park, 32792, FL, United States
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Memorial Day Bridge 50K, Marathon, Half, 10K & 5K – MileBuilt 3-Day Challenge
