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Running Calendar near Winter Haven 2026-2027

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Explore the top running races near Winter Haven for 2026-2027! We've gathered 78 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons
October 2026
Oct
17
Sa

Rotary Club of Kissimmee West Rise & Run 5K @ NeoCity

5 km
Oct
30
Fr

Orlando Halloween Pumpkin Glow Run 5K

5 km
Oct
31
Sa

US Road Running - Plant City

5 km 10 km
Oct
31
Sa

The Backyard Genesis

Backyard Ultra 4 mi
November 2026
Nov
7
Sa

Lake to Lake 10k

10 km
Monthly updates for Winter Haven

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Nov
7
Sa

Central Florida Heroes 5k

5 km
Nov
14
Sa

Victoria Helping Veterans Battle Buddy 5K

3 mi
Nov
21
Sa

Colt 45 Trail Run

Trail Run 14 mi 45 km 45 mi 60 mi
Nov
21
Sa

Celebration 10K Pancake Run and Walk

5 km 10 km
Nov
22
Su

Formosa Wine Run Turkey Trot 5k

5 km
Nov
26
Th

Ultra Ultras Turkey Trot 5k

5 km
Nov
26
Th

Cinnamon Roll 5k

5 km
Nov
26
Th

FishHawk Turkey Trot

5 km 10 km
Nov
29
Su

White Elephant 10K - Lakeland

5 km 10 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
5
Sa

Long Haul Course Preview

Trail Run 17 mi
Dec
5
Sa

Gingerbread Run Under the Lights

5 km
Dec
12-13
Sa - Su

Keel Farms Christmas Wine Run 5k

5 km
Dec
12
Sa

Holly Jolly Jingle Bell Jog 5K

5 km
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