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Running Calendar near Winter Haven 2026-2027

Monthly updates for Winter Haven

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

Explore the top running races near Winter Haven for 2026-2027! We've gathered 40 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons
August 2026
Aug
29
Sa

US Road Running - Plant City

5 km 10 km
September 2026
Sep
12
Sa

Leading Edge Take Heart 10K

5 km 10 km 15 km
Sep
12
Sa

9/11 Heroes Run - Tampa, Florida

5 km
Sep
26
Sa

Margaritaville Run Orlando Half Marathon

5 km 10 km Half Marathon
Sep
26
Sa

Tick Tock Ultra

Backyard Ultra 3 mi
Sep
27
Su

Superhero Race Against Cancer 5K

5 km
October 2026
Oct
31
Sa

US Road Running - Plant City

10 km
November 2026
Nov
7
Sa

Lake to Lake 10k

10 km
Nov
14
Sa

Victoria Helping Veterans Battle Buddy 5K

5 km
Nov
21
Sa

Colt 45 Trail Run

Trail Run 14 mi 45 km 45 mi 60 mi
Nov
26
Th

Ultra Ultras Turkey Trot 5k

5 km
Nov
26
Th

Cinnamon Roll 5k

5 km
December 2026
Dec
4-5
Fr - Sa

Ragnar Trail Florida

Trail Run 16 mi 126 mi
Dec
5
Sa

Your Next Step Is the Cure 5K

5 km
Dec
13
Su

Ironman 70.3 Florida

Triathlon
Dec
19
Sa

Santa Hustle Orlando

5 km 10 km
January 2027
Jan
7-10
Th - Su

Walt Disney World Marathon

Jan
16
Sa

Long Haul 100 - Lakeland, FL

Trail Run 13 mi 100 mi
February 2027
Feb
13
Sa

Strawberry Distance Challenge

5 km 10 km
April 2027
Apr
16-18
Fr - Su

runDisney Springtime Surprise Weekend

5 km 10 km 16 km