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Running Calendar near Kissimmee 2026-2027

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Explore the top running races near Kissimmee for 2026-2027! We've gathered 135 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons
September 2026
Sep
26
Sa

Battle of the Bands 5K

Road Race 5 km
Sep
26
Sa

Badge of Hope Haunted 5K

3 mi
Sep
27
Su

Hickory Hammock 5K

5 km
Sep
27
Su

Superhero Race Against Cancer 5K

Road Race 3 mi
Sep
27
Su

Bodies Race Company - Orlando

Trail Run 3 mi 6 mi 13 mi
Monthly updates for Kissimmee

Get new running races (and updates) in your inbox every month.
Sep
27
Su

MADD Monster Mash & Dash

Road Race 3 mi
October 2026
Oct
3
Sa

Howl-o-ween 5k - Orlando

5 km
Oct
3
Sa

Warriors for Wellness 5K

5 km
Oct
3
Sa

Mayor's 5K Run

5 km
Oct
10-11
Sa - Su

Orlando Spartan Weekend

Obstacle Run 5 km 10 km
Oct
10
Sa

Haunted 10K at Cypress Grove Park

5 km 10 km
Oct
10
Sa

Windermere 10K Run Among the Lakes

5 km 10 km
Oct
10
Sa

We Care 5K

Trail Run 5 km
Oct
11
Su

The Chocoholics 5K - Lake Baldwin

Road Race 5 km
Oct
11
Su

U Can Finish 5 Mile & 2 Mile

2 mi 5 mi 7 mi
Oct
15
Th

The Race for a Healthier World 5K

Road Race 5 km
Oct
17-18
Sa - Su

Great Floridian Multisport Festival

Road Race Triathlon Duathlon Aquathlon Multisport Sprint 0.25 mi 5 km Sprint 0.25 8.2 mi Sprint 0.25 8.2 mi 5 km Sprint 1 8.2 mi 5 km
Oct
17
Sa

Florida Breast Cancer Foundation Race 2 Cure 5k

Road Race 3 mi
Oct
17
Sa

Floridian 15K

5 km 15 km
Oct
17
Sa

Pumpkin Patch Dash 5K

5 km
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