5K races near Winter Park, Florida — 2026 running calendar

Dec

27

Holiday Five

Winter Park, Florida, United States

$30.00 - $350.00

Running

49.9K Marathon Half-Marathon 10K +26

Feb

20

MileBuilt 2-Day Bridge Challenge

Winter Park, Florida, United States

$35.00 - $85.00

Trail running Running

Ultra Marathon Half-Marathon 10K +6

Apr

24

Mission 5K

Winter Park, Florida, United States

$35.00 - $45.00

Running

5K 1 mile Run or Walk

May

01

Sunshine Double

Winter Park, Florida, United States

$30.00 - $140.00

Running

49.9K Marathon Half-Marathon 10K +11

May

29

MileBuilt 3-Day Memorial Day Bridge Challenge

Winter Park, Florida, United States

$35.00 - $85.00

Trail running Running

Ultra Marathon Half-Marathon 10K +11

Jun

26

Independence Double

Winter Park, Florida, United States

$30.00 - $140.00

Running

5K 10K Half-Marathon Marathon +11

Sep

04

Labor Day Triple

Winter Park, Florida, United States

$30.00 - $205.00

Running

Marathon Half-Marathon 10K 5K +16

May

23

Exclusive Endurance Mid-Distance Track Meet

Winter Park, Florida, United States

Running

5K 3K 1500m 800m +1