Labor Day Triple
- Date Sat 5th September 2026 - Mon 7th September 2026
- Time 5:00AM EDT
- Location Winter Park, Florida
- Price $32.80 - $218.30
- Races 20 races
- Distances Marathon, Half Marathon, 10km, 5km, Ultra
Event summary
This no-frills event is all about the joy of running, with low entry fees and a casual atmosphere that encourages camaraderie among participants. While there may not be age group awards or fancy bling, you can expect a generous time limit and a simple finisher's medal to celebrate your accomplishment. Whether you're tackling one race or challenging yourself to run all three days, the Labor Day Triple promises a fun and memorable experience for all. Don’t miss your chance to be part of this unique running adventure in Winter Park
Organiser's Description
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 DISTANCE 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: CADY WAY PARK. GPS COORDINATES: N 28.59458, W -081.31670. ALSO, THERE IS AN OVERFLOW
PARKING LOT NEARBY AND A SCHOOL ACROSS THE STREET. ALL LOCATIONS ARE CONVENIENT.
WARNING: Before you register, READ EVERYTHING BELOW. Here are the main points:
* Not chip-timed. We are hand-timed. Let us know when you finish.
* Courses not certified. Not designed for speed. NOT a Boston qualifier.
* No age group awards, no t-shirts, no bling.
* Cuplessbring your own bottle.
* For 50K, marathon and half marathon youll need a light
Now, if you havent tuned out yet, be advised these events are no frills, low-key, casual, fun events. GREAT for first timers, maybe not so great for a PR. This is not a certified or sanctioned coursemeaning, among other thing, NOT a Boston qualifier. Dont expect much and maybe you wont be disappointed.
WHAT YOU DONT 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 finishers medal, a generous time limit, and a published finish time. But isnt 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 youll do a double out-and-back multiple times. Which means youll 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 milestwo laps for the 5K and four laps for the 10K. The 50K is fourteen marathon laps, with two small laps added at the end.
Turn arounds 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 devicewater 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 wont get light until around 6:40.
BATHROOMS: The bathrooms are a little walk from the start/finish, but youll pass them during each lap.
DROP BAG: The start/finish is in a small pavilion, where you may leave a drop bag.
If you are still undecided (congratulations for reading this far), and you want to know what to expect, we wont likely have world class athletes based on speed, but we will likely have world class athletes based on numbers of marathon completed. We have had at least five people who are at the top of the Mega Marathon List. Think four-digit numbers. Just imagine the stories!
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.
Wingman Running Company
Races
-
Labor Day Triple, Marathon Day 1
Incl. $4.90 Fee
Sat 5th September 2026 (5:00AM EDT)
$69.90
-
Labor Day Triple, Marathon Day 2
Incl. $4.90 Fee
Sun 6th September 2026 (5:00AM EDT)
$69.90
-
Labor Day Triple, Marathon Day 3
Incl. $4.90 Fee
Mon 7th September 2026 (5:00AM EDT)
$69.90
-
Labor Day Triple, Marathon, All Three Days
Incl. $11.50 Fee
Sat 5th September 2026 (5:00AM EDT)
$186.50
-
Labor Day Triple. Half Marathon, Day 1
Incl. $4.30 Fee
Sat 5th September 2026 (5:10AM EDT)
$59.30
-
Labor Day Triple, Half Marathon, Day 2
Incl. $4.30 Fee
Sun 6th September 2026 (5:10AM EDT)
$59.30
-
Labor Day Triple, Half Marathon, Day 3
Incl. $4.30 Fee
Mon 7th September 2026 (5:10AM EDT)
$59.30
-
Labor Day Triple, Half Marathon, All Three Days
Incl. $9.70 Fee
Sat 5th September 2026 (5:10AM EDT)
$154.70
-
Labor Day Triple, 10K, Day 1
Incl. $3.40 Fee
Sat 5th September 2026 (6:00AM EDT)
$43.40
-
Labor Day Triple, 10K, Day 2
Incl. $3.40 Fee
Sun 6th September 2026 (6:00AM EDT)
$43.40
-
Labor Day Triple, 10K, Day 3
Incl. $3.40 Fee
Mon 7th September 2026 (6:00AM EDT)
$43.40
-
Labor Day Triple, 10K, All Three Days
Incl. $7.30 Fee
Sat 5th September 2026 (6:00AM EDT)
$112.30
-
Labor Day Triple, 5K, Day 1
Incl. $2.80 Fee
Sat 5th September 2026 (6:00AM EDT)
$32.80
-
Labor Day Triple, 5K, Day 2
Incl. $2.80 Fee
Sun 6th September 2026 (6:00AM EDT)
$32.80
-
Labor Day Triple, 5K, Day 3
Incl. $2.80 Fee
Mon 7th September 2026 (6:00AM EDT)
$32.80
-
Labor Day Triple, 5K, All Three Days
Incl. $5.50 Fee
Sat 5th September 2026 (6:00AM EDT)
$80.50
-
Labor Day Triple, 50K Day 1
Incl. $5.50 Fee
Sat 5th September 2026 (5:00AM EDT)
$80.50
-
Labor Day Triple, 50K Day 2
Incl. $5.50 Fee
Sun 6th September 2026 (5:00AM EDT)
$80.50
-
Labor Day Triple, 50K Day 3
Incl. $5.50 Fee
Mon 7th September 2026 (5:00AM EDT)
$80.50
-
Labor Day Triple, 50K All Three Days
Incl. $13.30 Fee
Sat 5th September 2026 (5:00AM EDT)
$218.30
Reviews
Done this event?
First-hand event reviews from people who have been there, done that and got the breathable T-shirt, really help everyone choose their next event.
Add a reviewLocation
2529 Cady Way, Winter Park, 32792, FL, United States
Who's In
See who else is doing this event
Maybe
Labor Day Triple
