In 51 days · Sat, Sep 5, 2026
Don't let race day sneak up
One email during race week. That's it.
Saturday, September 5th, 2026
2529 Cady Way, Winter Park FL
Marathon · Half · 10K · 5K
About this race
LABOR DAY TRIPLE
Date: September 5, September 6, and September 7, 2026 (Labor Day Weekend)
PLACE
Cady Way Park (Trailhead), 2529 Cady Way, Winter Park, FL 32792
WHAT
Labor Day Triple--50K, Marathon, Half Marathon, 10K, and 5K each day
(Five distances for three days. Yes, people do run three days consecutively)
START TIMES
- Marathon and 50K: 5:00 am
- Half Marathon: 5:10 am
- 5K and 10K: 6:00 am
TIME LIMIT
9 hours (or so)
PARKING
- Location: Cady Way Park
- GPS coordinates: N 28.59458, W -081.31670
- Overflow: Nearby parking lot and a school across the street
- Convenience: All locations are convenient
WARNING
Before you register, Read everything below. Here are the main points:
- Timing: Not chip-timed. We are hand-timed. Let us know when you finish.
- Courses: Not certified. Not designed for speed. NOT a Boston qualifier.
- Awards: No age group awards, no t-shirts, no bling.
- Hydration: Cupless—bring your own bottle.
WHAT YOU DON'T GET
t-shirt, hat, socks, or any other apparel, great bling (actually, any bling), cute reusable race bag, age group awards, spectators lining the course, crowds cheering you in, hearty food at the finish, exciting music, and a party afterward, all on a certified course. There are plenty of other events out there for you.
WHAT YOU DO GET
low entry fees, courses that are guaranteed not short, a simple finisher’s medal, a generous time limit, and a published finish time. But isn’t that all you really need? What do you do with all that other stuff anyway? You know you want to sign up. Really, where else can you run a marathon for $65?
COURSES
The courses are NOT certified--no Boston qualifier here. The courses are lap courses, meaning that you’ll do a double out-and-back multiple times. Which means you’ll see other runners going and coming. Not as boring as it might sound. In fact, many people come to prefer this course design. The paved, urban run/bike trail is flat and largely shaded. This is an open course, and includes two street crossings each lap. You are responsible for crossing safely. See Detailed Course Descriptions above for more details.
The marathon and half marathon lap is approximately 2.2 miles. The full is twelve laps and the half is six laps. The 5K and 10K lap is approximately 1.55 miles—two laps for the 5K and four laps for the 10K. The 50K is fourteen marathon laps, with two small laps added at the end.
Turnarounds for each distance will be clearly marked. Rubber bands will be available to help you keep track of your laps.
For more details and a crude course map, see Detailed Course Description above.
FINISH
When you finish, be sure to ring the bell and make sure the timer knows you are finished. Otherwise, you won't get an accurate time. Remember we are hand-timed.
AID STATION
The aid station is at the start/finish of the loop course, which you will pass two times each lap. We will provide plenty of water, Gatorade, and soda, along with a variety of sweet and salty snacks. This is a cupless race. Bring your own hydration device—water bottle, hydration belt/pack.
HEAT
Florida is typically hot and humid. We will provide ice for your water/Gatorade, hat, water bottle, etc. We will also have ice water in a bucket for you to dip your hat, cooling towel, etc. We will also have pickles, olives, and pickle juice, as well as a variety of salty snacks.
LIGHT
Marathoners, 50Kers, and half marathoners will need a light for the first couple of hours. It won’t get light until around 6:40.
BATHROOMS
The bathrooms are a little walk from the start/finish, but you’ll pass them during each lap.
DROP BAG
The start/finish is in a small pavilion, where you may leave a drop bag.
VOLUNTEERS
We always need volunteers. Each volunteer day earns one free race entry for a long distance (50K, marathon, half marathon), or two free entries for a short distance (5K or 10K). Contact Steve or Sue at wingmanrunning@yahoo.com. You may use the free entry yourself or for someone else.
URL
For more information and to register, visit Labor Day Triple.
Course map
Train with a club
Run clubs near Winter Park to train with before race day.
Suggested Races
Organize this race?
Claim it free to manage your listing — and get it featured for free, while spots last.



















