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Race listing
Pulling race details. Checking the course notes.
Indexed listing · Winter Park, FLNot yet claimed
Holiday Five. 2026
Nearby races · 12
Pulling race details. Checking the course notes.
Nearby races · 12
Holiday Five takes place December 27–31, 2026, at the Cady Way Trail Head in Winter Park, FL. Five race distances are offered each day: 50K, marathon (26.2 miles), half marathon (13.1 miles), 10K (6.2 miles), and 5K (3.1 miles). The 50K, marathon, and half marathon start at 6:00 a.m., while the 10K and 5K start at 7:00 a.m., with a time limit of approximately 9.5 hours. The course is a paved, flat urban trail with two street crossings; longer races use loop formats on approximately 2.2-mile loops, while shorter races use 1.55-mile loops. Finishers receive a medal and access to water, Gatorade, sodas, and light snacks at the aid station. Participants must bring their own hydration device and should note that hand timing is used, requiring runners to notify staff when finished.
Distances
Distances as listed on a public calendar. Nothing about entry, timing or inclusions is on file.
Getting there
Winter Park, FL. Exact start not reported.
Race reviews
Race-day experiences shared about Holiday Five 2026.
Good to know
Upload timing varies by event; check back as eligible coverage is published.
No. Ultra Running Magazine runs this race. This page is built from public information on their site. Register and check race-day updates on ultrarunning.com .
Ask the organizer. Entries are managed on ultrarunning.com , not on PodiumBase.
If you run this race, claim the page to edit it yourself.
Not on PodiumBase yet. Check back here after race day; if photos from Holiday Five 2026 in Winter Park, FL on December 27, 2026 become available, this page will point you to them.
Enter your bib number, or where event, account, consent, age, and jurisdiction gates allow it, use a selfie to search for likely eligible published matches. We tag 31 Miles, Marathon, Half Marathon, 10K, 5K and 31.07 Miles separately, so you stay within your own race.
Searching is free. Eligible published photos from Holiday Five 2026 can be bought individually, in an event pack, or with AllEventPass when those options are offered for the event. Prices and availability are shown at checkout.
Shot this race?
Upload what you shot at Holiday Five 2026 and we build the gallery around it. Runners can browse eligible published photos or search by bib where roster data is available. Consented selfie search appears only where event, account, consent, age, and jurisdiction gates allow it. You keep the rights to your work.
Add your photosRecently added · 12
Are you the organizer?
Ultra Running Magazine can claim this race's free listing below. We line up photographers and your athletes find their own photos in Winter Park, FL; the listing costs nothing.
Yes — registration for the December 27, 2026 race is open. Use the Register link above to sign up for this in Winter Park, FL race.
