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13.1 miles

Half Marathon Races in Winter Park, FL

Next up: Holiday Five (Five Days, Five Distances to choose from) on December 27, 2026. Every race below links to registration.

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Upcoming Half Marathons

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All Winter Park races

Half Marathon

Upcoming Half Marathon Races in Winter Park

Questions

Winter Park Half Marathon FAQs

How many Half Marathon races are in Winter Park, FL?

Winter Park has 6 upcoming Half Marathon races on the calendar, running from December 27, 2026 through September 4, 2027. New events are added as organizers open registration.

What is the next Half Marathon in Winter Park?

The next Half Marathon in Winter Park is Holiday Five (Five Days, Five Distances to choose from) on December 27, 2026. Click the race for course details and the registration link.

How do I register for a Half Marathon in Winter Park?

Open any race above and click Register. You will go straight to the official registration page, usually on RunSignUp. Entry fees rise as race day approaches, so early registration is cheaper.

When is the best time of year to run a Half Marathon in Winter Park?

October through March is prime racing season in Winter Park, with cooler mornings and lower humidity. Summer races start early, often before 7am, to beat the heat.

Race day

Running a Half Marathon in Winter Park

Winter Park runners have 6 Half Marathon races to pick from this season, part of 10 upcoming races across all distances in the city. Florida courses are flat and fast, so a Half Marathon here is a good place to chase a personal best.

Register early. Most Winter Park races raise their entry fee two or three times before race day, and popular events sell out. Every card above goes straight to the official registration page.

Browse everything running in Winter Park, compare half marathons statewide,find a half marathon near Winter Park in the next towns over, or submit your race to get listed for free.