When are most ultramarathons held in Winter Park?
May is the busiest month for Ultra races in Winter Park, with 2 of the 6. If you are flexible on the date, that is the quickest way to narrow things down.
Florida · Ultra
2026-2027 Ultramarathons in Winter Park, Florida
Every upcoming Ultra around Winter Park, with start times, entry fees, finish-time stats from past editions, start-line maps, and the local run clubs to train with.
6 upcoming ultramarathons found
Sun, Dec 27, 2026Holiday Five (Five Days, Five Distances to choose from) Winter Park, FLFrom $75Details Sat, Feb 20, 2027Winter Park 50K, Marathon, Half, 10K & 5K Winter Park, FLFrom $85Details Sat, May 1, 2027Sunshine Double Winter Park, FLFrom $75Details Sat, May 29, 2027Winter Park 50K, Marathon, Half, 10K & 5K Winter Park, FLFrom $85Details Sat, Jun 26, 2027Independence Double Winter Park, FLFrom $75Details Sat, Sep 4, 2027Labor Day Triple Winter Park, FLFrom $75Details
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 25, 2026.
Common Questions About Running an Ultra in Winter Park
Where can I train for an Ultra in Winter Park?
Browse Winter Park run clubs on RunSesh to find a training group at your pace.