What race distances can I run in Winter Park?
Winter Park has 5K (7), 10K (6), Half Marathon (6), Marathon (6), Ultra (6). The 5K is usually the easiest entry point if you are new, and the links above jump straight to each distance.
Florida · Race calendar
2026-2027 Running Races in Winter Park, Florida
Upcoming running races in and near Winter Park, Florida - 5Ks, 10Ks, half marathons and more, with dates, pricing, finish-time stats, start-line maps, and local run clubs to train with.
7 upcoming races
Sun, Dec 27, 2026Holiday Five (Five Days, Five Distances to choose from) Winter Park, FLFrom $30Details Sat, Feb 20, 2027Winter Park 50K, Marathon, Half, 10K & 5K Winter Park, FLFrom $35Details Sat, Apr 24, 2027Mission 5K Winter Park, FLFrom $35Details Sat, May 1, 2027Sunshine Double Winter Park, FLFrom $30Details Sat, May 29, 2027Winter Park 50K, Marathon, Half, 10K & 5K Winter Park, FLFrom $35Details Sat, Jun 26, 2027Independence Double Winter Park, FLFrom $30Details Sat, Sep 4, 2027Labor Day Triple Winter Park, FLFrom $30Details
Within 100 miles
Races in Nearby Cities
More race calendars close to Winter Park. Miles are measured center to center, so treat them as a rough guide.
How we calculate these stats: RunSesh calculates these figures from the most recent published results of past editions, sourced from RunSignup. We show aggregates only: field size, winning and median times, and the cutoff. We never publish individual finisher tables. Last updated Oct 16, 2026.
Common Questions About Racing in Winter Park
When is race season in Winter Park?
May is the busiest month for races in Winter Park, with 2 of the 7. If you are flexible on the date, that is the quickest way to narrow things down.
Where can I train for a race in Winter Park?
Browse Winter Park run clubs on RunSesh to find a training group at your pace.