Marathons in Winter Park, Florida 2026 — MyNextRace

There are 4 marathons in Winter Park, Florida in 2026. The next is the Holiday Five on December 27.

Sun, Dec 27 · Winter Park, FL Winter Park

Road Holiday Five 5K, Day 4Holiday Five 5K, Day 3Holiday Five 5K, all five days +27

From $30 Open

Sat, May 1 · Winter Park, FL Winter Park

Road Sunshine Double 5K, Day 2Sunshine Double 5K, Day 1Sunshine Double 5K, both days +27

From $30 Open

Sat, Jun 26 · Winter Park, FL Winter Park

Road 5K, Saturday5K, both days5K, Sunday +27

From $30 Open

Sat, Sep 4 · Winter Park, FL Winter Park

Road Labor Day Triple, 5K, all three daysLabor Day Triple, 5K, Day 3Labor Day Triple, 5K, Day 2 +37

From $30 Open 50 spots left

Marathons in Winter Park, Florida