Skip to content
Labor Day Triple in Winter Park, FL 2026
Race listing · photos not yet available

Labor Day Triple 2026

Race listing by PodiumBase
Date
September 5, 2026
Location
Winter Park, FL
Discipline
Running
Registration
Open

Photos aren’t on PodiumBase yet, but if a photographer covered this race, we’ll help you find yours.

Description

LABOR DAY TRIPLE: August 30, August 31, and September 1, 2025 (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 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. Cupless—bring your own bottle. For 50K, marathon and half marathon you’ll need a light

Now, if you haven’t 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 course—meaning, among other thing, NOT a Boston qualifier. Don’t expect much and maybe you won’t be disappointed.

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.

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 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.

BATHROOM

Register
Get notified
Be first to know when photos drop.
01Drop your email02We watch for coverage03One email when photos land
One email when photos go up. That’s it.
See a live event
This is what your race page becomes.
Tour Riverside Twilight 10K — a real PodiumBase gallery with bib and selfie search, photographer coverage, and your branding.
See the live example
Related races · 12

More races near Winter Park, FL to check out.

Recently added · 12

New races in the FL directory.

Questions

About this race.

Are there photos from Labor Day Triple?
Not on PodiumBase yet. Drop your email above and we'll send one link the moment photos from Labor Day Triple in Winter Park, FL on September 5, 2026 are ready.
How do I find my photos from Labor Day Triple?
Two ways: snap a selfie and our matching pulls every photo of you, or enter your bib number. No scrolling through thousands of shots.
What do photos from Labor Day Triple cost?
Searching is free. If you find a shot you love from Labor Day Triple, you buy just that one — no packages, no minimums.
I organize Labor Day Triple — how do I get photographers?
Claim the free listing below. We line up photographers and your runners find their own photos in Winter Park, FL; the listing costs you nothing.
Is registration for Labor Day Triple still open?
Yes — registration for the September 5, 2026 race is open. Use the Register link above to sign up for this in Winter Park, FL race.
Organize this race?
Claim your free listing.

Take over this page, add your photos, and give your runners find-by-selfie search. Free, no contract, runs itself.

Verify instantly with RunSignupSoon