pacertrip.Races
PACERTRIP CITY EDITIONUS / RACE GUIDE
MileBuilt 2-Day Bridge Challenge race photo

MileBuilt 2-Day Bridge Challenge

The city you want to run becomes your next trip.

USFeb 20, 202750km · 42.195km · 21.1km +2 more events
Ebyabe · CC BY-SA 3.0
Race date in 135 days
Feb 20, 2027 Sat
City · Distance
Winter Park · 50km · 42.195km · 21.1km +2 more events
Entry fee
$70Varies by event and entry period
Status
OpenMon, June 1, 2026 ~ Sat, February 20, 2027See how to enter ↗
Official website ↗D-day as of Oct 8, 2026
MileBuilt 2-Day Bridge Challenge race photo
Ebyabe · CC BY-SA 3.0
About the raceHow to enterCourseRace PrepTravel
Why you dream of this race

THE DREAM

About MileBuilt 2-Day Bridge Challenge — what makes it special

ABOUT THE RACE

A day you'll remember,
long past the finish line.

Course is the Cady Way Trail in Winter Park, Florida.

The event takes place over February 20–21, 2027.

Several events are offered, including full marathon, half marathon, 10K, 5K and an ultra.

The road to your own record

Picture the course in advance
and find the pace that fits you.

When the city cheers

Streets lined with cheers, runners all around.
You'll be part of that scene.

The trip that follows the run

Take it slow with the finish still in you,
and meet the city all over again.

MileBuilt 2-Day Bridge Challenge runner reviews and race reports

Stories from those who ran it first.

From the joy of finishing to the tough moments — read what runners wrote themselves.

No runner reports yet. We'll add them here as they come in.

See it on video,
feel it through their stories.

Preview the course and read what runners who went before you wrote.

We haven't found a video for this race yet. We'll add one when we do.

The way in that fits you

YOUR ENTRY

How to enter MileBuilt 2-Day Bridge Challenge — registration routes

How to reach the start line —
start with what fits you.

Here are the ways to enter and what each requires.
Check the organizer's page for whether entries are open.

Marathon

Entry cost $70

Marathon - Day 1 (Saturday) · until Feb 5, 2027 · subject to change — verify officially

Organizer's page

Half

Entry cost $60

Half Marathon - Day 1 (Saturday) · until Feb 5, 2027 · subject to change — verify officially

Organizer's page

Ultra

Entry cost $85

50K - Day 1 (Saturday) · until Feb 5, 2027 · subject to change — verify officially

Organizer's page

10K

Entry cost $45

10K - Day 1 (Saturday) · until Feb 5, 2027 · subject to change — verify officially

Organizer's page
About 5K

5K

Entry cost $35

5K - Day 1 (Saturday) · until Feb 5, 2027 · subject to change — verify officially

Organizer's page
Official race websiteEntry options
From the start line to the finish

RACE WEEK

MileBuilt 2-Day Bridge Challenge course map and elevation

The 50km I'll run

Know the course and time limit, and race day comes into focus.

Runners start · local timeFrom 05:00
EventStart
Ultra50km05:00
Marathon42.195km05:00
Half21.0975km05:10
10K10km06:00
5K5km06:00
START

Cady Way Park, Winter Park, FL

Start · Google Maps
FINISH

2535 Cady Way, Winter Park, FL

Finish · Google Maps
Show more

An out-and-back course on the Cady Way Trail, crossing the SR 436 bridge twice on every loop.

Events include 50K - Day 1 (Saturday), Marathon - Day 1 (Saturday), Half Marathon - Day 1 (Saturday), 10K - Day 1 (Saturday), and 5K - Day 1 (Saturday).

The start is at 2535 Cady Way, Winter Park, FL at 5 a.m. local time.

Typical race-season temperature: around 17°C (63°F)
Short sleeves — hydrate for the warmth
Format
5 events each over 2 days (5K, 10K, half marathon, Pool, 50K)

Participant benefits

Not yet confirmed in the official race guide

Where and when to collect your MileBuilt 2-Day Bridge Challenge race bib

To the start line,
step by step.

Pick up your bib, check your wave.
So on race morning, you can just run.

From the 2026 edition

Pick up your bib at the expo

Packet pickup information has not yet been announced.
For a small race, race-morning pickup is typical; check the registration page for details.

Cady Way Park

Google MapsDirections

Stations & transport near the venue

  • Getting to the startNo rail/subway; no public bus route serves the park

Source · checked Aug 22, 2026

More details

Getting to the start

No rail/subway; no public bus route serves the park

Start/finish at Cady Way Park, 2529 Cady Way, Winter Park, FL 32792 — a suburban Orlando-area park.

Map

Getting to the finish

Same as start

Same park as start.

Map
Source · checked Aug 22, 2026
READY TO RUN

From race morning to after the finish.

Your start time, fuel and bag drop.
Know them ahead and the run feels easier.

This event is based at Cady Way Park in Winter Park, Florida, and takes place over two days, Saturday and Sunday.

Runners can register for either day separately or choose the “Streak” option and complete both days.

Streak participants are reportedly required to sign a pledge and receive a separate patch.

Each day offers the same five distances: 5K, 10K, half marathon, marathon, and 50K.

Course includes a total of 685 feet of bridge sections, with the perceived difficulty increasing each time runners pass through one.

Based on the previous year, Entry fee entry fees ranged from $35 to $85 depending on the distance and registration date.

Registration is handled through RunSignup.

Times are local to Winter Park. Check the latest official information before the race.

A trip built around the race

STAY A LITTLE

MAKE IT A RUNTRIP

The race is one day,
the trip can be longer.

From a hotel that makes race morning easy,
to the meals and views you'll enjoy with the medal on.

Winter Park car rental (EconomyBookings)

Compare rates from various rental car companies, self-drive (price confirmed at time of reservation) · Make reservation after checking price

View on EconomyBookings

Orlando｜Private Airport Pickup/Drop-off Service from Orlando Executive Airport

$72

View on Klook

Kennedy Space Center Visitor Complex Highlights Orlando Tour

$80

View on Klook

Hotels near the MileBuilt 2-Day Bridge Challenge start line in Winter Park

Hotels that make race morning easy

View all →

Distances are straight-line from the start/finish area.
Check real travel times and booking terms with each hotel.

The start and finish are in the same place
We picked stays around that one spot.

House close Baldwin-park Lake & Downtown Orlando

Accommodation · 2.6km

9.2/10(14)
View on Booking.com

10 Minutes from Universal - Relaxing Guest Suite

Accommodation · 4.2km

8.3/10(12)
View on Booking.com

Charming Private Studio,Full Amenities, Great Location

Accommodation · 4.3km

View on Booking.com

Swipe sideways to see more hotels.

Time for you, before and after the finish

View all →

Rest a little, wander a little.
Pick what suits you and whoever you're with.

Winter Park car rental (EconomyBookings)

Compare rates from various rental car companies, self-drive (price confirmed at time of reservation) · Make reservation after checking price

View on EconomyBookings

Orlando｜Private Airport Pickup/Drop-off Service from Orlando Executive Airport

$72

View on Klook

Orlando｜Private Airport Pickup/Drop-off Service from Orlando International Airport

$38

View on Klook

Wild Florida Wildlife Park Admission Ticket, Orlando

$17

View on Klook

Orlando Urban Clear Kayak or Paddleboard Paradise Tour

$67

View on Klook

Paddleboarding or Clear Kayaking Experience with Dogs in Orlando

$67

View on Klook

2-Hour Clear Kayak & Paddleboard Rental in Orlando

$50

View on Klook

Date Night LED Clear Kayaking or Paddleboarding Experience in Orlando

$83

View on Klook

Sunset Clear Kayaking or Clear Paddleboarding Experience in Orlando

$67

View on Klook

Where runners eat in Winter Park

Eating well is part of the trip

View all →

A meal before the race, a dinner to celebrate the finish.

What to see in Winter Park after the race

Seeing Winter Park with the medal on

View all →

The city you ran — this time, a little slower.

Kennedy Space Center Visitor Complex Highlights Orlando Tour

$80

View on Klook

Hotel distances are straight-line from the start. Experiences, food and sights are travel products in Winter Park.

Total cost and budget for MileBuilt 2-Day Bridge Challenge

TRAVEL ESSENTIALS

Trip prep too,
light and in one place.

ChecklistLocal eSIM · YesimFlight delay or cancellation compensation · AirHelpPace calculator

Once saved, you can open this page without an internet connection

Runner stories and questions about MileBuilt 2-Day Bridge Challenge

RUN TOGETHER

With runners who dream of
the same start line.

Be the first runner
Leave this room's first post

Winter Park runners' room

Frequently asked questions about MileBuilt 2-Day Bridge Challenge

FAQ
When does MileBuilt 2-Day Bridge Challenge 2027 take place?

It takes place on Sat, February 20, 2027 in Winter Park, FL, United States.

How much is the MileBuilt 2-Day Bridge Challenge 2027 entry fee?

The main event costs $70.

What distances does MileBuilt 2-Day Bridge Challenge 2027 offer?

Marathon · Half · 10K · 5K · Ultra.

What time does MileBuilt 2-Day Bridge Challenge 2027 start?

The race starts at 05:00.

Where does MileBuilt 2-Day Bridge Challenge 2027 start?

Cady Way Park, Winter Park, FL.

What are the MileBuilt 2-Day Bridge Challenge 2027 cut-off times?

대회일 공통 14:00 마감.

When does registration for MileBuilt 2-Day Bridge Challenge 2027 open?

Registration runs from Mon, June 1, 2026 to Sat, February 20, 2027.

PacerTrip connects you to races, stays, flights and tours. You book and pay on each service; when you go through these links we earn a commission.