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Independence Double

Independence Double is a running race on June 26–27, 2027 in Winter Park, FL, with entry fees from $35 to $155.

Date
June 26–27, 2027 (338 days to go)
Price
$35–$155
Sport
Running
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From the Organizer

PLACE:  2529 Cady Way, Winter Park, FL 32792

DESCRIPTION: Independence Double June 26 and June 27, 2027

What:               5 Distances, 5 days. 50K, Marathon, Half marathon, 10K, and 5K each day.

Where:             Cady Way Trail Head, 2529 Cady Way, Winter Park, FL 32792

Start Times:      50K, Marathon, and Half marathon—6:00 am; 5K and 10K—7:00 am.

Time limit:        9.5 hours (or so)

Parking:            Cady Way Trailhead, near the Cady Way Pool. GPS coordinates: 

                          N 28.59458, W -081.31670

 

WARNING: Before you continue, be warned that these are low-key, bare bones, casual events. Set your expectations low—very low—so that your disappointment will be minimal. But wait! We have easy logistics, great course, and an abundance of friendliness. Also, very convenient parking—pass your car every lap. If you’re still interested, here’s what to expect.

You WILL NOT get age group awards, a cleverly designed t-shirt or hat, great bling (actually, any bling), cute reusable race bag filled with goodies, spectators lining the course, crowds cheering you in, hearty food at the finish, exciting music, or a party afterward.

You WILL get low entry fees, courses that are guaranteed not short, a nice finisher’s medal, basic support (see below), a VERY generous time limit, and lots of friendly support from staff and runners. Also, convenient locations for supporters.

Start/Finish and Aid Station: The start and finish are in a small pavilion, where you may leave a drop bag. This is also the aid station, which you will pass twice each lap. (More about laps below.) We will provide water, Gatorade, sodas, and light sweet and salty snacks, including pickles and pickle juice.

Courses: The paved, urban run/bike trail is flat and partly shaded. This is an open course, and includes two street crossings. You are responsible for crossing safely. The 50K/marathon/half marathon course is a double out-and-back loop of approximately 2.2 miles; marathon 12 loops, half marathon 6 loops, 50K 14 loops plus 2 "baby" loops.  The 5K/10K course is approximately 1.55 miles, 2 and 4 loops respectively. Turn arounds will be clearly marked. The trail is popular with local residents, so be prepared to share. For more information about the courses, see Detailed Course Description above.

Finish:  When you are finished, ring the bell at the timing table and let the timer know you're finished. That's the only way to get an accurate time. Remember we are hand-timed. If you don't tell us, we won't know.

Cupless:  Bring your own hydration device—water bottle, hydration belt/pack. There will be a table at the start/finish for your bottles. (We will have small cups for the soda.) 

Light:  If you start at 6:00, you will need a light for the first half hour.  

Volunteers Needed:  Each volunteer day earns a free race entry for yourself or someone else for either one long race (50K, marathon, or half marathon) or for two short races (5K or 10K). Contact wingmanrunning@yahoo.com

Wingman Running Company

Events

Half Marathon, Saturday$65
Marathon, Saturday$75
50K, Saturday$85
Half Marathon, both days$115
Marathon, both days$135
50K, both days$155
5K, Saturday$35
10K, Saturday$45
5K, both days$60
10K, both days$80

Weather

Typical Conditions

It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.

Typical High

91°

Typical Low

74°

Chance of Rain

57%

Based on US Climate Normals data from Orlando Executive Ap, 3 mi from the venue.

Sunrise 6:29 AMSunset 8:26 PMDaylight 13h 58m

Host City

About Winter Park, FL

City Elevation

88 ft

Nearest Airport

MCO

Orlando International Airport · 11 mi

Time Zone

Eastern Time

From Endurance Grid

Line up lodging and travel early to lock in your race weekend.

Race Location

Your Next Start Line

What Are You
Waiting For?

Every finish line starts with a single decision. Claim your spot at Independence Double, put it on the calendar, and turn “someday” into a start date.

338

Days to train

Race
Independence Double
Date
June 26–27, 2027

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From Endurance Grid

About This Sport

Endurance Grid is here to help you understand the sport, decide if it’s the right fit, and learn how to prepare. For course distances, logistics, and race-day specifics, always defer to the race organizer’s event page.

With running, there's a distance for every fitness level, a community at every start line, and nothing beats the feeling of crossing a finish line you trained for.

Running is an endurance sport that rewards consistency, and showing up every week compounds in ways that will surprise you.

Read the Guide

Running

From 5K to marathon, running races are an accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.

Plan your trip

Make it a Racecation

Coming from out of town? There's more to Winter Park than race day. We'll help you line up nearby lodging, flights, a rental car, and things to do so you can make the most of your racecation.

Plan your trip to Winter Park
Lodging
Flights
Rental Car
Activities

Frequently Asked Questions (FAQs)

What is the Independence Double?+
Independence Double is a running race held in Winter Park, Florida on June 26, 2027. It is one of the many endurance events listed on Endurance Grid, a multi-sport endurance event calendar covering running races, triathlons, HYROX, and more endurance sports across the United States. Find more running races near you or explore our sports guides to learn what race day actually feels like.
When and where is the Independence Double?+
Saturday, June 26, 2027 in Winter Park, Florida at 2529 Cady Way. Check the event page for exact start times and wave schedules.
How do I register for the Independence Double?+
Registration is handled through the event's registration page. Confirm pricing and distances there, and sign up.

Independence Double

Jun 26, 2027

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